| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 2895* | Fri 9/5 7:30pm |
14U/3CITY | CHICAGO CITY 2012 II vs IEFC WOLFPACK FC 2012/13 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 283* | Sat 9/6 9:00am | 11U/5S2 | CHICAGO CITY 2015 SOUTH vs CHICAGO EMPIRE FC SOUTH 15/16 BLUE | 26 | EAGLE RIDGE II PARK | |
| 750* | Sat 9/6 9:00am |
10U/4E | CHICAGO CELTIC SC 2016 GREEN vs CHICAGO CITY 2016 - CROATIA SC | 4 | HITCH ELEMENTARY SCHOOL | |
| 123 | Sat 9/6 9:00am | 8U-7V7/5E1 | TREVIAN 2018 WHITE vs CHICAGO CITY 2018 II | 16 | MARIE MURPHY JUNIOR HIGH SCHOOL | Field B - 7v7 |
| 5266* | Sat 9/6 9:00am | 8U-5V5/5S1 | CHICAGO CITY 2018 SOUTH I vs CHICAGO KICS 2018 BLUE (CITY) | 26 | EAGLE RIDGE II PARK | |
| 376* | Sat 9/6 9:00am | 15U-FS/2 | CHICAGO CITY PUMAS 2011 vs FC STARS 2011B SELECT | 10 | ELGIN SPORTS COMPLEX | #5 |
| 258* | Sat 9/6 9:15am |
13U/3E | CHICAGO CITY 2013 I vs FC STARS 2013B PREMIER | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 688* | Sat 9/6 9:30am |
9U/5CITY | CHICAGO CITY 2017 I vs BERBER CITY FC 2017 | 16 | BRITISH SCHOOL TURF | |
| 3455* | Sat 9/6 10:30am |
11U/4CITY | CHICAGO CITY 2015 I vs CFYSC 2015B SELECT | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 2385* | Sat 9/6 10:45am |
15U-FS/4E | CHICAGO CITY 2011 II vs FC MIRAGE 2011 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 282* | Sat 9/6 11:00am | 9U/3E | CHICAGO CITY 2017 ACADEMY I vs FC STARS 2017B BLACK | 16 | BRITISH SCHOOL TURF | #21S |
| 367 | Sat 9/6 12:00pm | 7U-4V4/W | CHICAGO CITY PUMAS 2019 vs ECS 2019 B BLUE | 66 | ELGIN SPORTS COMPLEX | |
| 374* | Sat 9/6 12:00pm | 12U/4NW | CHICAGO CITY PUMAS 2014 vs NWF 2014 THUNDER HU | 10 | ELGIN SPORTS COMPLEX | #8 |
| 417 | Sat 9/6 12:00pm | 13U/5CITY | NW 2013B PREMIER IV vs CHICAGO CITY 2013 III | 17 | CLARK PARK | |
| 462 | Sat 9/6 12:30pm | 9U/4CITY | CHICAGO CITY 2017 ACADEMY II vs CHICAGO KICS 2017 BLACK (CITY) | 16 | BRITISH SCHOOL TURF | |
| 475 | Sat 9/6 12:45pm | 12U/4CITY | CFYSC 2014B SELECT vs CHICAGO CITY 2014 II | 17 | FIRE PITCH | 9v9 Pitch 1-A |
| 498 | Sat 9/6 1:00pm | 10U/4W2 | DKCU ACADEMY 2016 PREMIER vs CHICAGO CITY PUMAS 2016 BLUE | 40 | RIVERSIDE SPORTS COMPLEX | |
| 561 | Sat 9/6 1:30pm | 12U/5CITY | CHICAGO CITY 2014 III vs CHICAGO CITY 2014 IV | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 560 | Sat 9/6 1:30pm | 10U/5CITY2 | CHICAGO CITY 2016 IV vs CHICAGO CITY 2016 LOOP I | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 6932* | Sat 9/6 1:30pm |
12U/4S | CHICAGO KICS 2014 BLACK (SOUTH) vs CHICAGO CITY 2014 SOUTH | 25 | DUNBAR GRASS | |
| 744* | Sat 9/6 2:00pm |
10U/3E | CFYSC 2017B PREMIER vs CHICAGO CITY 2016 ACADEMY II | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 523* | Sat 9/6 2:00pm | 9U/5S | PSG ACADEMY LEMONT 2017 vs CHICAGO CITY 2017 SOUTH I | 17 | CENTENNIAL PARK (LEMONT) | |
| 689 | Sat 9/6 3:00pm | 10U/5CITY1 | CHICAGO CITY 2016 III vs CHICAGO EDGE B2016 COMPETITIVE | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 369* | Sat 9/6 3:00pm | 8U-7V7/5W | CHICAGO CITY PUMAS 2018 vs CHICAGO EMPIRE FC 2018 BLUE 2 | 10 | ELGIN SPORTS COMPLEX | #1S |
| 723 | Sat 9/6 3:00pm | 14U/3CITY | NW 2012B PREMIER I vs CHICAGO CITY 2012 I | 17 | CLARK PARK | |
| 679 | Sat 9/6 3:00pm | 13U/4CITY | CHICAGO KICS 2013 WHITE (CITY) vs CHICAGO CITY 2013 LOOP I | 25 | ST. IGNATIUS HS | |
| 375* | Sat 9/6 4:00pm | 13U/4NW | CHICAGO CITY PUMAS SC 2013 BLUE vs FORCE 2013B PREMIER BLUE | 10 | ELGIN SPORTS COMPLEX | #7 |
| 370* | Sat 9/6 4:00pm | 9U/3NW | CHICAGO CITY PUMAS 2017 vs CHICAGO INFERNO 2017 PREMIER | 10 | ELGIN SPORTS COMPLEX | #21N |
| 5063* | Sat 9/6 5:00pm |
11U/5CITY | CHICAGO CITY 2015 III vs PSG ACADEMY CHICAGO 2015 WHITE | 16 | BRITISH SCHOOL TURF | |
| 4223* | Sat 9/6 5:45pm |
13U/4CITY | CHICAGO CITY 2013 II vs NW 2013B PREMIER II | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 906* | Sat 9/6 6:00pm |
14U/3CITY | CHICAGO KNIGHTS 2012 vs CHICAGO CITY 2012 II | 17 | LAWLER PARK (CHICAGO) | |
| 12 | Sun 9/7 8:15am | 13U/4CITY | BERBER CITY FC 2013 vs CHICAGO CITY 2013 II | 32 | DUNBAR SOCCER COMPLEX | |
| 208* | Sun 9/7 9:00am |
10U/2E | CHICAGO MAGIC 2016 ELITE vs CHICAGO CITY 2016 ACADEMY I | 16 | DANNY CUNNIFF | Small |
| 794* | Sun 9/7 10:00am | 8U-5V5/5S1 | BERBER CITY FC 2018 vs CHICAGO CITY 2018 SOUTH I | 32 | DUNBAR SOCCER COMPLEX | |
| 857* | Sun 9/7 10:30am | 14U/5E2 | CHICAGO EDGE B2012 COMPETITIVE vs CHICAGO CITY 2012 III | 12 | LINDBERG PARK (OAK PARK) | South 11v11 |
| 5252* | Sun 9/7 11:00am |
14U/3CITY | CHICAGO KNIGHTS 2012 vs CHICAGO CITY 2012 I | 17 | HARRISON PARK | |
| 3539* | Sun 9/7 11:00am |
10U/3S | CHICAGO DYNASTY FC 2016B RED vs CHICAGO CITY 2016 SOUTH I | 32 | HORNE FIELD | #3 |
| 257* | Sun 9/7 11:00am |
10U/4CITY | CHICAGO KICS 2016 BLACK (CITY) vs CHICAGO CITY 2016 I | 25 | DUNBAR GRASS | 7 v 7 |
| 6555* | Sun 9/7 11:00am |
12U/4NW | CROSSFIRE SC 2014 vs CHICAGO CITY PUMAS 2014 | 1 | NORTHWOOD MIDDLE SCHOOL | |
| 263 | Sun 9/7 11:00am | 11U/2W | ARROYO FC 2015 vs CHICAGO CITY PUMAS 2015 | 17 | OLLMAN PARK | |
| 159 | Sun 9/7 11:30am | 11U/4CITY | CHICAGO KICS 2015 BLUE (CITY) vs CHICAGO CITY 2015 LOOP I | 25 | DUNBAR GRASS | 9 v 9 |
| 1723* | Sun 9/7 12:30pm |
12U/2E | CHICAGO CITY 2014 ACADEMY II vs IPROSKILLS 2014 NEON | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1578* | Sun 9/7 1:00pm | 10U/4E | FCS TEAM EVANSTON 2016 BOYS ORANGE III vs CHICAGO CITY 2016 - CROATIA SC | 16 | JAMES PARK | #1A |
| 3321* | Sun 9/7 1:30pm |
10U/5CITY1 | CHICAGO CITY 2016 III vs CHICAGO KICS 2016 BLUE (CITY) | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 49* | Sun 9/7 1:30pm |
8U-7V7/4E | CHICAGO CITY 2018 I vs RUSH - WILMETTE WINGS 2018 PREMIER | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 2813* | Sun 9/7 2:00pm |
10U/2N | OLYMPIACOS 2016 ELITE vs CHICAGO CITY PUMAS 2016 GOLD | 4 | MAIN EAST HIGH SCHOOL | |
| 627* | Sun 9/7 2:00pm |
10U/3E | PSG ACADEMY CHICAGO 2016 RED vs CHICAGO CITY 2016 ACADEMY II | 16 | JAMES OTIS SCHOOL FIELD - ONLY 7V7 GAMES | |
| 1641* | Sun 9/7 2:15pm |
11U/3CITY | CHICAGO CITY 2015 ACADEMY II vs CHICAGO KICS 2015 PRE-ACADEMY (CITY) | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 605* | Sun 9/7 3:00pm |
12U/4CITY | CHICAGO CITY 2014 LOOP I vs CHICAGO KICS 2014 WHITE (CITY) | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 601* | Sun 9/7 3:30pm |
10U/5CITY2 | CHICAGO KICS 2016 BLUE (NORTH) vs CHICAGO CITY 2016 V | 25 | DUNBAR GRASS | |
| 2840* | Sun 9/7 3:45pm |
11U/5S2 | WINDY CITY PRIDE 2015 vs CHICAGO CITY 2015 SOUTH | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 4491* | Sun 9/7 4:00pm |
14U/5E1 | CHICAGO CITY 2012 LOOP I vs CHICAGO CITY 2012 IV | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 5221* | Sun 9/7 4:00pm | 13U/5CITY | PSG ACADEMY CHICAGO 2013 RED vs CHICAGO CITY 2013 III | 16 | BENITO JUAREZ HIGH SCHOOL | |
| 809 | Sun 9/7 4:30pm | 11U/4CITY | CHICAGO CITY 2015 I vs CHICAGO CITY 2015 II | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 4187* | Sun 9/7 5:15pm |
9U/5CITY | CHICAGO KICS 2017 WHITE (CITY) vs CHICAGO CITY 2017 I | 25 | DUNBAR GRASS | |
| 1901* | Sun 9/7 5:30pm |
11U/1N | BARCA ACADEMY CHICAGO 2015 BLAU vs CHICAGO CITY 2015 - CROATIA SC | 7 | OLYMPIC PARK FIELD | Field 9 |
| 5972* | Fri 9/12 5:30pm | 11U/2W | CAMPTON UNITED 2015 RED vs CHICAGO CITY PUMAS 2015 | 14 | JAMES O BREEN COMMUNITY PARK | 4 |
| 6165* | Fri 9/12 7:00pm |
12U/4S | ORLAND PARK STING FC 2014 ELITE vs CHICAGO CITY 2014 SOUTH | 26 | CENTENNIAL PARK (ORLAND PARK) | Field #3 |
| 4133* | Fri 9/12 8:00pm |
13U/5CITY | CHICAGO CITY 2013 III vs CHICAGO KICS 2013 RED (CITY) | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 921* | Sat 9/13 9:00am | 9U/5S | CHICAGO CITY 2017 SOUTH I vs WINDY CITY PRIDE 2017 | 26 | EAGLE RIDGE II PARK | |
| 2144* | Sat 9/13 9:00am |
15U-FS/2 | CHICAGO CITY PUMAS 2011 vs LIBERTYVILLE FC 1974-11A-FALL TEAM 1 | 10 | ELGIN SPORTS COMPLEX | |
| 1026 | Sat 9/13 9:15am | 14U/5E1 | CHICAGO CITY 2012 LOOP I vs FC-1 ACADEMY 2012 SELECT GREY | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 1033 | Sat 9/13 9:30am | 10U/5CITY2 | CHICAGO CITY 2016 LOOP I vs PSG ACADEMY CHICAGO 2016/17 CITY NORTH | 16 | BRITISH SCHOOL TURF | |
| 1143* | Sat 9/13 10:00am | 10U/2N | ROCKFORD RAPTORS 2016 vs CHICAGO CITY PUMAS 2016 GOLD | 9 | SPORTSCORE 2 & SPORTSCORE 1 (WTNG ON PD) | 235C |
| 1116 | Sat 9/13 10:30am | 8U-7V7/5E1 | CHICAGO CITY 2018 II vs FC MIRAGE 2018 BLACK | 16 | LA SALLE LANGUAGE ACADEMY | |
| 1660* | Sat 9/13 10:45am |
14U/3CITY | CHICAGO CITY 2012 I vs CHICAGO KICS 2012 PRE-ACADEMY (CITY) | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1183* | Sat 9/13 11:00am | 10U/3S | CHICAGO CITY 2016 SOUTH I vs NAZ UNITED F.C. - 2016 PREMIER | 26 | EAGLE RIDGE II PARK | |
| 1360* | Sat 9/13 11:15am | 11U/4CITY | CFYSC 2015B SELECT RED vs CHICAGO CITY 2015 I | 17 | FIRE PITCH | 9v9 Pitch 2-2A |
| 1229 | Sat 9/13 11:30am | 9U/4CITY | CFYSC 2017B SELECT vs CHICAGO CITY 2017 ACADEMY II | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 1693* | Sat 9/13 12:00pm |
10U/5CITY2 | CHICAGO CITY 2016 V vs NW 2016B PREMIER III | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 3001 | Sat 9/13 12:00pm | 11U/5CITY | CHICAGO CITY 2015 IV vs CHICAGO KICS 2015 WHITE (CITY) | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 1349 | Sat 9/13 12:30pm | 13U/4CITY | CHICAGO CITY 2013 II vs CHICAGO KICS 2013 WHITE (CITY) | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1348 | Sat 9/13 12:30pm | 11U/4CITY | CHICAGO CITY 2015 LOOP I vs PSG ACADEMY CHICAGO 2015 BLUE | 16 | BRITISH SCHOOL TURF | |
| 1418* | Sat 9/13 1:15pm | 8U-7V7/4E | 60 UNITED - VHSC 2018 BLUE vs CHICAGO CITY 2018 I | 1 | VERNON HILLS ATHLETIC COMPLEX | Grass Field 6A |
| 2999* | Sat 9/13 1:30pm |
10U/2E | CHICAGO CITY 2016 ACADEMY I vs PEGASUS FC/1974 (2016) BLUE | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 1323* | Sat 9/13 2:00pm |
8U-7V7/5E2 | PSG ACADEMY 2018 WEST TOWN vs CHICAGO CITY 2018 III | 16 | JAMES OTIS SCHOOL FIELD - ONLY 7V7 GAMES | 7v7 |
| 1273* | Sat 9/13 2:00pm |
12U/4CITY | CHICAGO CITY 2014 II vs CHICAGO CITY 2014 LOOP I | 16 | BRITISH SCHOOL TURF | |
| 1516 | Sat 9/13 2:15pm | 13U/5CITY | CHICAGO CITY 2013 III vs FC STARS POWERSTRIKERS 2013B | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1572 | Sat 9/13 3:00pm | 11U/5CITY | CHICAGO CITY 2015 III vs OPRF ALLIANCE 2015 | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 961* | Sat 9/13 3:00pm |
7U-4V4/W | IEFC CALCIO 2019 vs CHICAGO CITY PUMAS 2019 | 66 | HARRIET E SAYRE ELEMENTARY SCHOOL | |
| 1626 | Sat 9/13 3:00pm | 10U/5S | UESC - HF VIKINGS 2016 RED vs CHICAGO CITY 2016 SOUTH II | 33 | BICENTENNIAL PARK | |
| 1268* | Sat 9/13 4:00pm |
10U/4W2 | CHICAGO CITY PUMAS 2016 BLUE vs NAFC 2016 KRAKEN PURPLE | 10 | ELGIN SPORTS COMPLEX | |
| 1130* | Sat 9/13 4:00pm |
9U/3NW | LIBERTYVILLE FC 1974-17A-ORANGE 1 vs CHICAGO CITY PUMAS 2017 | 1 | LTSC FLD | Field 3b |
| 5480* | Sat 9/13 4:15pm |
14U/3CITY | CHICAGO CITY 2012 II vs PSG ACADEMY CHICAGO 2012 PRE-ACADEMY | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 5364* | Sat 9/13 4:15pm |
11U/5S2 | NWI LIONS UNITED 2015 YELLOW II vs CHICAGO CITY 2015 SOUTH | 8 | NWI CHESTERTON SOCCER FIELDS | |
| 1688 | Sat 9/13 4:30pm | 10U/5CITY2 | CFYSC 2016B SELECT WHITE vs CHICAGO CITY 2016 IV | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 3105* | Sat 9/13 4:45pm |
9U/5CITY | CFYSC 2017B SELECT RED vs CHICAGO CITY 2017 I | 17 | FIRE PITCH | 7v7 Pitch 2-A |
| 1267* | Sat 9/13 5:30pm |
9U/5W | CHICAGO CITY PUMAS 2017 BLUE vs DKCU ACADEMY 2017 SELECT | 10 | ELGIN SPORTS COMPLEX | |
| 1043* | Sat 9/13 5:30pm |
13U/4NW | BARCA ACADEMY CHICAGO 2013 GRANA vs CHICAGO CITY PUMAS SC 2013 BLUE | 7 | OLYMPIC PARK FIELD | Field 5 |
| 1694* | Sat 9/13 5:45pm |
11U/4CITY | CHICAGO CITY 2015 II vs NW 2015B PREMIER II | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1714* | Sat 9/13 7:00pm | 13U/3E | CFYSC 2013B SELECT vs CHICAGO CITY 2013 I | 17 | CLARK PARK | |
| 989 | Sun 9/14 9:00am | 12U/3CITY | NW 2014B PREMIER I vs CHICAGO CITY 2014 I | 17 | UIC TURF FIELD EAST | |
| 5672* | Sun 9/14 9:00am |
13U/4CITY | CHICAGO CITY 2013 II vs ACADEMIA ATLAS 2013 BLACK | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2563* | Sun 9/14 9:45am |
10U/5CITY2 | CHICAGO CELTIC SC 2016 WHITE vs CHICAGO CITY 2016 V | 4 | HITCH ELEMENTARY SCHOOL | |
| 1041 | Sun 9/14 10:00am | 12U/5CITY | BERBER CITY FC 2014 vs CHICAGO CITY 2014 III | 32 | DUNBAR SOCCER COMPLEX | |
| 2139* | Sun 9/14 10:00am | 10U/2N | CHICAGO CITY PUMAS 2016 GOLD vs ROCKFORD RAPTORS 2016 | 10 | ELGIN SPORTS COMPLEX | 1 N |
| 3551* | Sun 9/14 10:15am | 8U-7V7/4E | RUSH - WILMETTE WINGS 2018 PREMIER vs CHICAGO CITY 2018 I | 16 | WILMETTE COMMUNITY PLAYFIELD | Field #4 |
| 2357* | Sun 9/14 10:30am |
12U/4CITY | CHICAGO CITY 2014 LOOP I vs PSG ACADEMY CHICAGO 2014 RED | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 6428* | Sun 9/14 10:45am |
11U/5CITY | CHICAGO CITY 2015 IV vs BERBER CITY FC 2015 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 917* | Sun 9/14 11:30am |
11U/1N | CHICAGO INFERNO 2015 PRE-NL CLUB vs CHICAGO CITY 2015 - CROATIA SC | 14 | MCHENRY ATHLETIC COMPLEX | GRASS FIELD #2 (9V9) |
| 2609* | Sun 9/14 11:30am |
14U/3CITY | PSG ACADEMY CHICAGO 2012 PRE-ACADEMY vs CHICAGO CITY 2012 I | 16 | WHITNEY YOUNG HS TURF | |
| 1048* | Sun 9/14 11:30am |
12U/4S | CFA - MIDWEST WINGS 2014 vs CHICAGO CITY 2014 SOUTH | 8 | BEECH PARK (INDIANA) | |
| 1269 | Sun 9/14 12:00pm | 10U/2E | CHICAGO CITY 2016 ACADEMY I vs IPROSKILLS 2016 NEON | 16 | HAAS PARK | |
| 789* | Sun 9/14 12:30pm |
11U/4CITY | PSG ACADEMY CHICAGO 2015 BLUE vs CHICAGO CITY 2015 II | 16 | CRANE HIGH SCHOOL - USE FOR 9V9 GAMES ONLY | |
| 922* | Sun 9/14 1:30pm |
10U/4CITY | CHICAGO CITY 2016 I vs FC STARS POWERSTRIKERS 2016B | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 3058* | Sun 9/14 1:30pm |
11U/4CITY | NW 2015B PREMIER II vs CHICAGO CITY 2015 LOOP I | 17 | UIC TURF FIELD EAST | |
| 1504* | Sun 9/14 2:00pm | 9U/5CITY | PSG ACADEMY CHICAGO 2017 BLUE II vs CHICAGO CITY 2017 I | 16 | CHICAGO HOPE ACADEMY TRACK & FIELD - USE FOR 5V5 & 7V7 GAMES | |
| 3364* | Sun 9/14 2:30pm | 11U/3CITY | PSG ACADEMY CHICAGO 2015 RED vs CHICAGO CITY 2015 ACADEMY II | 16 | LIVINGSTON FIELD - USE FOR 9V9 GAMES ONLY - FALL 2025 | |
| 5589* | Sun 9/14 3:00pm |
10U/4W2 | CHICAGO CITY PUMAS 2016 BLUE vs DKCU ACADEMY 2016 PREMIER | 10 | ELGIN SPORTS COMPLEX | |
| 5121* | Sun 9/14 3:00pm | 10U/4E | BVB IA CHICAGO 2016/17 BLACK vs CHICAGO CITY 2016 - CROATIA SC | 7 | WOODLAND TRAILS PARK | |
| 1270* | Sun 9/14 3:00pm |
10U/3E | CHICAGO CITY 2016 ACADEMY II vs NW 2016B PREMIER I | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 3060* | Sun 9/14 3:00pm |
13U/5CITY | OPRF ALLIANCE 2013 vs CHICAGO CITY 2013 III | 12 | LINDBERG PARK (OAK PARK) | |
| 1174* | Sun 9/14 3:30pm |
14U/5E1 | CHICAGO KICS 2012 WHITE (CITY) vs CHICAGO CITY 2012 IV | 25 | ST IGNATIUS HS | large |
| 371* | Sun 9/14 4:00pm |
9U/5W | CHICAGO CITY PUMAS 2017 BLUE vs CSA 2017 B GREY | 10 | ELGIN SPORTS COMPLEX | |
| 4587* | Sun 9/14 4:30pm |
10U/5CITY1 | CHICAGO CITY 2016 II vs CHICAGO KICS 2016 BLUE (CITY) | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 602* | Sun 9/14 5:15pm |
14U/3CITY | CHICAGO KICS 2012 PRE-ACADEMY (CITY) vs CHICAGO CITY 2012 II | 25 | ST. IGNATIUS HS | |
| 1042* | Sun 9/14 6:00pm |
9U/3E | BARCA ACADEMY CHICAGO 2017 BLAU vs CHICAGO CITY 2017 ACADEMY I | 7 | OLYMPIC PARK FIELD | Field 8 |
| 5195* | Mon 9/15 6:00pm |
11U/1N | LASC 2015 ELITE vs CHICAGO CITY 2015 - CROATIA SC | 16 | LAKE VILLA TOWNSHIP SOCCER COMPLEX | D |
| 6209* | Wed 9/17 6:00pm |
10U/3S | CHICAGO INTER ROGUE FC 2016 vs CHICAGO CITY 2016 SOUTH I | 17 | CENTENNIAL PARK (LEMONT) | |
| 2964* | Fri 9/19 7:30pm |
14U/5E2 | CHICAGO KICS 2012 RED (CITY) vs CHICAGO CITY 2012 III | 25 | MCKINLEY PARK TURF FIELD | |
| 2530* | Fri 9/19 8:00pm |
14U/3CITY | CHICAGO CITY 2012 I vs CHICAGO CITY 2012 II | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1799* | Sat 9/20 9:00am | 9U/5S | CHICAGO CITY 2017 SOUTH I vs MT GREENWOOD KNIGHTS SC 2017 | 26 | CENTENNIAL PARK (ORLAND PARK) | #7 |
| 1884 | Sat 9/20 9:15am | 14U/5E1 | CHICAGO CITY 2012 LOOP I vs NW 2012B PREMIER II | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 2213* | Sat 9/20 9:30am |
9U/4CITY | CHICAGO CITY 2017 ACADEMY II vs IPROSKILLS 2017 | 16 | BRITISH SCHOOL TURF | |
| 1913 | Sat 9/20 10:00am | 10U/5S | CHICAGO CITY 2016 SOUTH II vs UESC - VORTEX 2016 | 26 | EAGLE RIDGE PARK | |
| 1977 | Sat 9/20 10:30am | 8U-7V7/5E1 | CHICAGO CITY 2018 II vs PEGASUS FC/1974 (2018) WHITE | 16 | LA SALLE LANGUAGE ACADEMY | |
| 2011 | Sat 9/20 10:45am | 13U/3E | CHICAGO CITY 2013 I vs PEGASUS FC/1974 (2013) BLACK | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2042 | Sat 9/20 11:00am | 9U/3E | CHICAGO CITY 2017 ACADEMY I vs SAA UNITED SC 2017 BLACK | 16 | BRITISH SCHOOL TURF | |
| 2043* | Sat 9/20 11:00am | 10U/3S | CHICAGO CITY 2016 SOUTH I vs UESC - CHICAGOLAND 2016 SEL BB | 26 | CENTENNIAL PARK (ORLAND PARK) | #7 |
| 2142* | Sat 9/20 12:00pm | 12U/4NW | CHICAGO CITY PUMAS 2014 vs ROCKFORD RAPTORS 2014 ORANGE | 10 | ELGIN SPORTS COMPLEX | #8 |
| 2458* | Sat 9/20 12:00pm |
9U/5CITY | CHICAGO CITY 2017 I vs PSG ACADEMY CHICAGO 2017 BLUE I | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 2141* | Sat 9/20 12:00pm | 12U/4S | CHICAGO CITY 2014 SOUTH vs CHICAGO KICS 2014 BLACK (SOUTH) | 26 | SCHUSSLER PARK | Red #2 |
| 2140 | Sat 9/20 12:00pm | 12U/4CITY | CHICAGO CITY 2014 II vs CHICAGO KICS 2014 WHITE (CITY) | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 2214 | Sat 9/20 12:30pm | 13U/4CITY | CHICAGO CITY 2013 II vs CHICAGO CITY 2013 LOOP I | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2228 | Sat 9/20 12:40pm | 12U/2E | YSI FC 2014 vs CHICAGO CITY 2014 ACADEMY II | 17 | HAWTHORNE SCHOLASTIC ACADEMY | |
| 2351* | Sat 9/20 12:45pm | 10U/3E | CFYSC 2016B SELECT vs CHICAGO CITY 2016 ACADEMY II | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 2312 | Sat 9/20 1:30pm | 10U/5CITY2 | CHICAGO CITY 2016 IV vs CHICAGO KICS 2016 BLUE (NORTH) | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 1798* | Sat 9/20 1:30pm |
8U-7V7/4E | CHICAGO CITY 2018 I vs ELA ELITE 2018 | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 3888* | Sat 9/20 3:00pm |
8U-7V7/5E2 | CHICAGO CITY 2018 III vs PSG ACADEMY CHICAGO 2018 RED | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 2507 | Sat 9/20 3:30pm | 11U/3CITY | CHICAGO CITY 2015 ACADEMY II vs IPROSKILLS 2015 BLACK | 16 | BRITISH SCHOOL TURF | |
| 2505 | Sat 9/20 3:30pm | 12U/3CITY | CFYSC 2014B SELECT WHITE vs CHICAGO CITY 2014 I | 17 | FIRE PITCH | 9v9 Pitch 1-B |
| 2138* | Sat 9/20 4:00pm | 10U/4W2 | CHICAGO CITY PUMAS 2016 BLUE vs ROCKFORD RAPTORS 2016 ORANGE | 10 | ELGIN SPORTS COMPLEX | #1S |
| 2136* | Sat 9/20 4:00pm | 8U-7V7/5W | CHICAGO CITY PUMAS 2018 vs CHICAGO INTER SOCCER CLUB 2018 RED | 10 | ELGIN SPORTS COMPLEX | #1N |
| 3670* | Sat 9/20 4:00pm |
11U/2W | AJFC 2015 SHOOTING STARS vs CHICAGO CITY PUMAS 2015 | 6 | MCLEERY ELEMENTARY SCHOOL SOCCER FIELDS | |
| 4177* | Sat 9/20 4:00pm |
15U-FS/4E | CHICAGO CITY 2011 II vs IPROSKILLS 2011 BLACK | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 2559 | Sat 9/20 4:30pm | 10U/5CITY2 | CFYSC 2016B SELECT WHITE vs CHICAGO CITY 2016 LOOP I | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 2459* | Sat 9/20 4:30pm |
10U/5CITY1 | CHICAGO CITY 2016 III vs OPRF ALLIANCE 2016 | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 2600 | Sat 9/20 5:45pm | 14U/5E2 | CHICAGO CITY 2012 III vs RUSH NORTH SHORE 2012 BLUE | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2230* | Sun 9/21 8:00am |
11U/4CITY | CFYSC 2015B SELECT RED vs CHICAGO CITY 2015 II | 17 | FOSTER AVENUE FIELDS | |
| 1876 | Sun 9/21 9:00am | 8U-5V5/5S1 | UESC - CHICAGOLAND 2018 SEL OP vs CHICAGO CITY 2018 SOUTH I | 33 | COMMISSIONERS PARK (FRANKFORT) | |
| 1025* | Sun 9/21 9:00am |
13U/4CITY | CHICAGO CITY 2013 LOOP I vs ACADEMIA ATLAS 2013 BLACK | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2143* | Sun 9/21 9:00am | 13U/4NW | CHICAGO CITY PUMAS SC 2013 BLUE vs ELA ELITE 2013 PREMIER | 10 | ELGIN SPORTS COMPLEX | #6 |
| 2134* | Sun 9/21 9:00am | 7U-4V4/W | CHICAGO CITY PUMAS 2019 vs TEAM CHICAGO 2019 ACADEMY STRIKE | 66 | ELGIN SPORTS COMPLEX | #4N |
| 5172* | Sun 9/21 9:00am |
10U/5CITY2 | CHICAGO CELTIC SC 2016 WHITE vs CHICAGO CITY 2016 IV | 4 | HITCH ELEMENTARY SCHOOL | |
| 1898* | Sun 9/21 9:30am |
12U/5CITY | BERBER CITY FC 2014 vs CHICAGO CITY 2014 IV | 32 | DUNBAR SOCCER COMPLEX | |
| 3892* | Sun 9/21 10:00am | 10U/2N | CHICAGO CITY PUMAS 2016 GOLD vs ELA ELITE 2016 | 10 | ELGIN SPORTS COMPLEX | #21S |
| 3847* | Sun 9/21 10:15am |
10U/4E | TREVIAN 2016 WHITE vs CHICAGO CITY 2016 - CROATIA SC | 16 | FOX MEADOW | 7v7 - West Field |
| 1978 | Sun 9/21 10:30am | 10U/5CITY1 | CHICAGO CITY 2016 II vs CHICAGO EDGE B2016 COMPETITIVE | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 5467* | Sun 9/21 11:00am |
10U/3S | UESC - CHICAGOLAND 2016 SEL BB vs CHICAGO CITY 2016 SOUTH I | 33 | DYNAMO FIELD | 7v7 |
| 624* | Sun 9/21 11:30am |
12U/2E | PRSC 2014 ORANGE vs CHICAGO CITY 2014 ACADEMY II | 4 | WOODLAND PARK | NE |
| 2076* | Sun 9/21 12:00pm |
11U/4CITY | CHICAGO CITY 2015 LOOP I vs YSI FC 2015 | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 2531* | Sun 9/21 12:30pm |
14U/5E1 | CHICAGO CITY 2012 IV vs PSG ACADEMY CHICAGO 2012 BLUE | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 5254* | Sun 9/21 1:00pm |
12U/5CITY | CHICAGO KICS 2014 RED (CITY) vs CHICAGO CITY 2014 III | 25 | DUNBAR GRASS | |
| 2560* | Sun 9/21 1:15pm |
10U/2E | CFA-JAHBAT B2016 GREEN vs CHICAGO CITY 2016 ACADEMY I | 16 | EVANSTON TOWNSHIP HIGH SCHOOL | |
| 2137* | Sun 9/21 2:00pm | 9U/3NW | CHICAGO CITY PUMAS 2017 vs ROCKFORD OLYMPIC FC 2017 | 10 | ELGIN SPORTS COMPLEX | #1S |
| 2728* | Sun 9/21 2:30pm |
8U-7V7/5E1 | PRSC 2018 BLUE vs CHICAGO CITY 2018 II | 4 | EMERSON MIDDLE SCHOOL | NE |
| 3225* | Sun 9/21 4:00pm |
12U/4CITY | CHICAGO CITY 2014 LOOP I vs CFYSC 2014B SELECT | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1800* | Sun 9/21 4:30pm |
10U/4CITY | CHICAGO CITY 2016 I vs IPROSKILLS 2016 BLACK | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 3774* | Sun 9/21 5:45pm |
14U/3CITY | CHICAGO CITY 2012 II vs CHICAGO KNIGHTS 2012 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 1008* | Sun 9/21 6:00pm |
8U-7V7/5W | TESC 2018 SELECT SILVER vs CHICAGO CITY PUMAS 2018 | 17 | CONRAD FISCHER PARK | 7 VS 7 |
| 5827* | Mon 9/22 5:15pm |
11U/1N | PRSC 2015 ORANGE I vs CHICAGO CITY 2015 - CROATIA SC | 4 | WOODLAND PARK | SE |
| 372* | Fri 9/26 5:30pm | 10U/2N | FORCE 2016B ELITE POOL II vs CHICAGO CITY PUMAS 2016 GOLD | 1 | LIPPOLD PARK SOCCER COMPLEX | |
| 3894* | Fri 9/26 7:30pm |
15U-FS/2 | CHICAGO CITY PUMAS 2011 vs PEGASUS FC/1974 (2011) RED | 10 | ELGIN SPORTS COMPLEX | |
| 2704* | Sat 9/27 8:00am |
13U/4CITY | IPROSKILLS 2013 BLACK vs CHICAGO CITY 2013 II | 16 | ROGERS PARK | |
| 2706* | Sat 9/27 9:00am | 10U/5S | KORA FC 2016 ELITE vs CHICAGO CITY 2016 SOUTH II | 26 | EAGLE RIDGE II PARK | Soccer 2 |
| 2664 | Sat 9/27 9:00am | 8U-5V5/5S1 | CHICAGO CITY 2018 SOUTH I vs WEST LAWN SOCCER CLUB 2018/19 | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 1271* | Sat 9/27 9:15am |
11U/5CITY | CHICAGO CITY 2015 IV vs CHICAGO KICS 2015 RED (CITY) | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2765 | Sat 9/27 9:30am | 10U/5CITY2 | CHICAGO CITY 2016 LOOP I vs CHICAGO CELTIC SC 2016 WHITE | 16 | BRITISH SCHOOL TURF | |
| 3398* | Sat 9/27 10:00am |
10U/4E | PRSC 2016 WHITE vs CHICAGO CITY 2016 - CROATIA SC | 4 | EMERSON MIDDLE SCHOOL | NW field |
| 2384* | Sat 9/27 10:45am |
13U/5CITY | CHICAGO CITY 2013 III vs NW 2013B PREMIER III | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 6030* | Sat 9/27 11:00am |
12U/2E | CHICAGO CITY 2014 ACADEMY II vs CHICAGO EDGE B2014 PRE-PREMIER XI | 16 | BRITISH SCHOOL TURF | |
| 3003 | Sat 9/27 12:00pm | 12U/4CITY | CHICAGO CITY 2014 II vs NW 2014B PREMIER III | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 3184* | Sat 9/27 12:00pm |
10U/5CITY2 | CHICAGO CITY 2016 IV vs NW 2016B PREMIER III | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 3005* | Sat 9/27 12:00pm | 12U/4NW | CHICAGO CITY PUMAS 2014 vs UNION FC 2014 | 10 | KEMPER PARK | |
| 3025 | Sat 9/27 12:00pm | 9U/3NW | FC LAKE COUNTY 2017 SELECT 1 vs CHICAGO CITY PUMAS 2017 | 1 | ALLEGHANY PARK | AH 2 |
| 3089 | Sat 9/27 12:30pm | 9U/4CITY | CHICAGO CITY 2017 ACADEMY II vs YSI FC 2017 | 16 | BRITISH SCHOOL TURF | |
| 4984* | Sat 9/27 1:00pm |
15U-FS/2 | TIGRES DC 2011 vs CHICAGO CITY PUMAS 2011 | 7 | COMMUNITY PARK (ADDISON) | |
| 2837* | Sat 9/27 1:00pm |
9U/5W | UESC-PLAINFIELD UTD 17 SEL WHITE vs CHICAGO CITY PUMAS 2017 BLUE | 6 | BOTT PARK | FIELD 3 |
| 3254* | Sat 9/27 1:30pm |
10U/5CITY2 | CHICAGO CITY 2016 V vs PSG ACADEMY CHICAGO 2016/17 CITY NORTH | 16 | LA SALLE LANGUAGE ACADEMY | |
| 6733* | Sat 9/27 1:30pm |
14U/5E2 | ELITE STRIKERS 2012/13 WHITE vs CHICAGO CITY 2012 III | 16 | FOX MEADOW | |
| 3185 | Sat 9/27 1:30pm | 12U/5CITY | CHICAGO CITY 2014 III vs NORRIDGE UNITED 2014 SELECT | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 3253 | Sat 9/27 2:00pm | 14U/5E1 | PRSC PREMIER 2012 SILVER vs CHICAGO CITY 2012 LOOP I | 4 | WOODLAND PARK | NW |
| 2665* | Sat 9/27 2:30pm |
9U/5S | CHICAGO CITY 2017 SOUTH I vs ORLAND PARK STING FC 2017 ELITE | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 3323 | Sat 9/27 3:00pm | 12U/5CITY | CHICAGO CITY 2014 IV vs CHICAGO KICS 2014 RED (CITY) | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 3018* | Sat 9/27 3:15pm |
8U-7V7/5E2 | FC-1 ACADEMY 2019 ELITE vs CHICAGO CITY 2018 III | 16 | COMMUNITY PARK WEST (GLENVIEW) | 5 - (7 v 7) |
| 3322* | Sat 9/27 3:30pm |
11U/5CITY | CHICAGO CITY 2015 III vs IPROSKILLS 2015 BLUE | 16 | BRITISH SCHOOL TURF | |
| 3002* | Sat 9/27 4:00pm | 11U/2W | CHICAGO CITY PUMAS 2015 vs AJAX FC NAPERVILLE 2015 RED 1 | 10 | KEMPER PARK | |
| 5135* | Sat 9/27 4:00pm |
14U/3CITY | CHICAGO CITY 2012 I vs NW 2012B PREMIER I | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 5470* | Sat 9/27 4:30pm |
12U/4S | UESC - CHICAGOLAND 2014 SEL OP vs CHICAGO CITY 2014 SOUTH | 33 | COMMISSIONERS PARK (FRANKFORT) | |
| 2564* | Sat 9/27 4:30pm |
11U/4CITY | CHICAGO CITY 2015 I vs NW 2015B PREMIER II | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 2663* | Sat 9/27 4:45pm |
8U-7V7/4E | CHICAGO CITY 2018 I vs YSI FC 2018 | 16 | LA SALLE LANGUAGE ACADEMY | |
| 3456* | Sat 9/27 5:00pm |
11U/4CITY | CHICAGO CITY 2015 II vs YSI FC 2015 | 16 | BRITISH SCHOOL TURF | |
| 3443* | Sat 9/27 5:00pm |
10U/5CITY1 | OPRF ALLIANCE 2016 vs CHICAGO CITY 2016 II | 12 | IRVING SCHOOL | |
| 3006* | Sat 9/27 5:25pm |
13U/4NW | CHICAGO CITY PUMAS SC 2013 BLUE vs CROSSFIRE SC 2013 | 10 | KEMPER PARK | |
| 2894* | Sat 9/27 5:45pm |
13U/3E | CHICAGO CITY 2013 I vs CFA-JAHBAT FC B2013 GREEN | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 6841* | Sun 9/28 9:00am |
10U/4E | FC MIRAGE 2016 BLACK vs CHICAGO CITY 2016 - CROATIA SC | 16 | WILLOW HILL PARK | 7v7A |
| 2740* | Sun 9/28 9:00am | 10U/4W2 | TCSA 2016 RAPTORS vs CHICAGO CITY PUMAS 2016 BLUE | 17 | JAMES O BREEN COMMUNITY PARK | 17B |
| 2671 | Sun 9/28 9:00am | 7U-4V4/W | ECS 2019 B WHITE vs CHICAGO CITY PUMAS 2019 | 66 | ELDRIDGE PARK | West |
| 4744* | Sun 9/28 10:00am | 9U/3NW | CHICAGO CITY PUMAS 2017 vs HAWTHORN WOODS ELITE 2017 BLACK | 10 | KEMPER PARK | |
| 1736* | Sun 9/28 10:30am |
12U/5CITY | NW 2014B PREMIER IV vs CHICAGO CITY 2014 IV | 17 | UIC TURF FIELD EAST | |
| 1117* | Sun 9/28 10:30am |
10U/5CITY1 | CHICAGO CITY 2016 II vs CHICAGO CITY 2016 III | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 4619* | Sun 9/28 10:45am |
13U/4NW | FCB 2013 BLACK vs CHICAGO CITY PUMAS SC 2013 BLUE | 7 | SOUTH BARRINGTON COMMUNITY PARK | SB 1 |
| 5951* | Sun 9/28 12:00pm |
11U/3CITY | CHICAGO CITY 2015 ACADEMY II vs CFYSC 2016B PREMIER | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 368* | Sun 9/28 12:30pm |
8U-7V7/5E2 | CHICAGO CITY 2018 III vs FC MIRAGE 2019 | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 3773* | Sun 9/28 12:30pm |
13U/3E | CHICAGO CITY 2013 I vs IP-SKOMOR 2013 PREMIER | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 4520* | Sun 9/28 1:00pm |
10U/5S | CHICAGO CITY 2016 SOUTH II vs LEGACY SC 2016 | 26 | SPENCER SCHOOL CAMPUS | 12 |
| 3174 | Sun 9/28 1:15pm | 10U/4CITY | NW 2016B PREMIER II vs CHICAGO CITY 2016 I | 17 | FOSTER AVENUE FIELDS | II |
| 2460* | Sun 9/28 1:30pm |
11U/5CITY | CHICAGO CITY 2015 III vs CHICAGO CITY 2015 IV | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 1980* | Sun 9/28 2:00pm | 11U/2W | EGSC 2015 PREMIER vs CHICAGO CITY PUMAS 2015 | 7 | HANSON FIELD | |
| 3265 | Sun 9/28 2:15pm | 15U-FS/4E | CHICAGO CITY 2011 II vs PRSC PREMIER 2011 BLACK | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 832* | Sun 9/28 3:30pm |
11U/1N | PEGASUS FC/1974 (2015) RED vs CHICAGO CITY 2015 - CROATIA SC | 16 | CLAVEY PARK | Med |
| 3192* | Sun 9/28 4:00pm | 14U/5E1 | FC-1 ACADEMY 2012 SELECT GREY vs CHICAGO CITY 2012 IV | 16 | COMMUNITY PARK WEST (GLENVIEW) | 6 - (11 v 11) |
| 4275* | Fri 10/3 7:30pm |
14U/3CITY | CHICAGO CITY 2012 I vs IEFC WOLFPACK FC 2012/13 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 3794* | Sat 10/4 9:00am | 11U/5S2 | CHICAGO CITY 2015 SOUTH vs EU FURY FC 2015 | 26 | SCHUSSLER PARK | Blue 1 |
| 3656 | Sat 10/4 9:15am | 14U/5E1 | CHICAGO CITY 2012 LOOP I vs CHICAGO KICS 2012 WHITE (CITY) | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 2135* | Sat 10/4 10:30am |
8U-7V7/5E2 | CHICAGO CITY 2018 III vs PSG ACADEMY 2018 WEST TOWN | 16 | LA SALLE LANGUAGE ACADEMY | |
| 3568* | Sat 10/4 11:00am |
8U-5V5/5S1 | BERBER CITY FC 2018 vs CHICAGO CITY 2018 SOUTH I | 32 | DUNBAR SOCCER COMPLEX | |
| 3800* | Sat 10/4 11:00am | 10U/3E | CHICAGO CITY 2016 ACADEMY II vs FC STARS 2016B BLACK | 16 | BRITISH SCHOOL TURF | |
| 3968 | Sat 10/4 12:30pm | 11U/4CITY | CHICAGO CITY 2015 LOOP I vs CHICAGO CITY 2015 II | 16 | BRITISH SCHOOL TURF | |
| 4013* | Sat 10/4 1:00pm | 10U/2E | FCS TEAM EVANSTON 2016 BOYS ORANGE I vs CHICAGO CITY 2016 ACADEMY I | 16 | ROBERT CROWN COMMUNITY CENTER | 3 |
| 4064 | Sat 10/4 1:30pm | 10U/5CITY2 | CHICAGO CITY 2016 IV vs PSG ACADEMY CHICAGO 2016/17 CITY NORTH | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 4102 | Sat 10/4 2:00pm | 12U/4CITY | CHICAGO CITY 2014 LOOP I vs NW 2014B PREMIER III | 16 | BRITISH SCHOOL TURF | |
| 4188 | Sat 10/4 3:00pm | 12U/5CITY | CHICAGO CITY 2014 IV vs CHICAGO CITY 2014 III | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 4247 | Sat 10/4 3:30pm | 11U/3CITY | CHICAGO CITY 2015 ACADEMY II vs IEFC WOLFPACK FC 2015 | 16 | BRITISH SCHOOL TURF | |
| 4227* | Sat 10/4 3:30pm |
11U/5CITY | PSG ACADEMY CHICAGO 2015 WHITE vs CHICAGO CITY 2015 IV | 16 | LIVINGSTON FIELD - USE FOR 9V9 GAMES ONLY - FALL 2025 | |
| 264* | Sat 10/4 3:30pm | 11U/5CITY | BERBER CITY FC 2015 vs CHICAGO CITY 2015 III | 32 | DUNBAR SOCCER COMPLEX | |
| 3891* | Sat 10/4 4:00pm | 10U/4W2 | CHICAGO CITY PUMAS 2016 BLUE vs RUSH WEST 2016 PREMIER 2 | 10 | ELGIN SPORTS COMPLEX | 1N |
| 4276 | Sat 10/4 4:00pm | 14U/5E1 | CHICAGO CITY 2012 IV vs PRSC PREMIER 2012 SILVER | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 4307 | Sat 10/4 4:30pm | 10U/5CITY2 | CHICAGO CITY 2016 V vs CHICAGO CITY 2016 LOOP I | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 3889* | Sat 10/4 5:00pm | 8U-7V7/5W | CHICAGO CITY PUMAS 2018 vs UESC - BSC RAIDERS 2018 BLACK | 10 | ELGIN SPORTS COMPLEX | 21S |
| 4343 | Sat 10/4 5:45pm | 14U/5E2 | CHICAGO CITY 2012 III vs CHICAGO CELTIC SC 2012 WHITE | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 4084* | Sat 10/4 6:00pm |
12U/4CITY | NW 2014B PREMIER II vs CHICAGO CITY 2014 II | 17 | UIC TURF FIELD EAST | |
| 579* | Sun 10/5 9:00am |
12U/3CITY | OPRF ALLIANCE 2014 vs CHICAGO CITY 2014 I | 12 | PERCY JULIAN MIDDLE SCHOOL | |
| 4938* | Sun 10/5 9:00am |
12U/4CITY | NW 2014B PREMIER II vs CHICAGO CITY 2014 LOOP I | 17 | UIC TURF FIELD EAST | |
| 3887* | Sun 10/5 9:00am | 7U-4V4/W | CHICAGO CITY PUMAS 2019 vs SUFC 2020 NEMEZIZ | 66 | ELGIN SPORTS COMPLEX | 4N |
| 4988* | Sun 10/5 9:00am |
13U/5CITY | CHICAGO CITY 2013 III vs NW 2013B PREMIER IV | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 3661 | Sun 10/5 9:20am | 15U-FS/4E | OPRF ALLIANCE 2011 vs CHICAGO CITY 2011 II | 12 | TRITON COLLEGE | |
| 3927* | Sun 10/5 10:00am | 9U/5S | MWGFC 2017 ELITE vs CHICAGO CITY 2017 SOUTH I | 33 | KOSTNER PARK | |
| 3718 | Sun 10/5 10:10am | 9U/5W | AJAX FC NAPERVILLE 2017 BLACK vs CHICAGO CITY PUMAS 2017 BLUE | 15 | COMMISSIONERS PARK (NAPERVILLE) | C |
| 3744 | Sun 10/5 10:30am | 10U/5CITY1 | CHICAGO CITY 2016 II vs PSG ACADEMY CHICAGO 2016 WHITE | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 5088* | Sun 10/5 10:30am | 12U/5CITY | NORRIDGE UNITED 2014 SELECT vs CHICAGO CITY 2014 IV | 4 | DIVINE SAVIOR CHURCH | |
| 3881 | Sun 10/5 12:00pm | 13U/4CITY | CHICAGO KICS 2013 PRE-ACADEMY (CITY) vs CHICAGO CITY 2013 LOOP I | 25 | ST IGNATIUS HS | Small |
| 4649* | Sun 10/5 12:00pm |
9U/3E | CHICAGO CITY 2017 ACADEMY I vs BARCA ACADEMY CHICAGO 2017 BLAU | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 3684* | Sun 10/5 12:30pm |
10U/5S | CHICAGO CITY 2016 SOUTH II vs ORLAND PARK STING FC 2016 SELECT | 26 | EAGLE RIDGE II PARK | Field #7 |
| 5167* | Sun 10/5 1:30pm |
10U/5CITY2 | CHICAGO CITY 2016 V vs CFYSC 2016B SELECT WHITE | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5590* | Sun 10/5 1:30pm |
10U/2E | CHICAGO CITY 2016 ACADEMY I vs BVB IA CHICAGO 2016/17 YELLOW | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 419* | Sun 10/5 1:30pm |
11U/5CITY | OPRF ALLIANCE 2015 vs CHICAGO CITY 2015 IV | 12 | PERCY JULIAN MIDDLE SCHOOL | |
| 3880 | Sun 10/5 2:30pm | 11U/5CITY | CHICAGO KICS 2015 WHITE (CITY) vs CHICAGO CITY 2015 III | 25 | DUNBAR GRASS | 9 v 9 |
| 4976* | Sun 10/5 3:00pm |
13U/3E | PRSC 2013 BLACK vs CHICAGO CITY 2013 I | 4 | WOODLAND PARK | SW |
| 5591* | Sun 10/5 3:00pm |
10U/3E | CHICAGO CITY 2016 ACADEMY II vs FCS TEAM EVANSTON 2016 BOYS ORANGE II | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 4308* | Sun 10/5 3:00pm |
11U/4CITY | CHICAGO CITY 2015 I vs PSG ACADEMY CHICAGO 2015 BLUE | 16 | LYCEE DE FRANCAIS SCHOOL | A |
| 3569* | Sun 10/5 4:30pm |
10U/4CITY | CHICAGO CITY 2016 I vs IPROSKILLS 2016 BLUE | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 2313* | Sun 10/5 4:30pm |
12U/5CITY | CHICAGO CITY 2014 III vs NW 2014B PREMIER IV | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 3004* | Sun 10/5 5:00pm |
12U/4S | PSG ACADEMY LEMONT 2014 vs CHICAGO CITY 2014 SOUTH | 17 | BAMBRICK PARK FIELD | |
| 1655* | Sun 10/5 7:00pm | 12U/4NW | BARCA ACADEMY CHICAGO 2014 GRANA vs CHICAGO CITY PUMAS 2014 | 7 | OLYMPIC PARK FIELD | Field 8 |
| 1272* | Fri 10/10 6:00pm |
11U/2W | CHICAGO CITY PUMAS 2015 vs WEST CHICAGO FC 2015 | 10 | ELGIN SPORTS COMPLEX | |
| 5354* | Fri 10/10 7:30pm |
13U/4CITY | CHICAGO CITY 2013 LOOP I vs IPROSKILLS 2013 BLACK | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 4739* | Sat 10/11 8:45am |
9U/5W | CSA 2017 B GREY vs CHICAGO CITY PUMAS 2017 BLUE | 15 | GOOD TEMPLAR PARK | Field 2 7v7 |
| 4401* | Sat 10/11 9:00am | 9U/5S | CHICAGO CITY 2017 SOUTH I vs CHICAGO UNITED 2017 STORM | 26 | EAGLE RIDGE II PARK | |
| 4400 | Sat 10/11 9:00am | 8U-7V7/4E | CHICAGO CITY 2018 I vs 60 UNITED - VHSC 2018 BLUE | 16 | LA SALLE LANGUAGE ACADEMY | |
| 5781* | Sat 10/11 10:00am | 9U/3NW | ROCKFORD RAPTORS 2018 vs CHICAGO CITY PUMAS 2017 | 9 | SPORTSCORE 2 & SPORTSCORE 1 (WTNG ON PD) | 234C |
| 4606 | Sat 10/11 10:30am | 10U/2E | SPARTAN FC 2016 ELITE vs CHICAGO CITY 2016 ACADEMY I | 16 | MEADOWHILL PARK | #2 - 7v7 |
| 4586 | Sat 10/11 10:30am | 8U-7V7/5E1 | CHICAGO CITY 2018 II vs FC-1 ACADEMY 2018 SELECT BLUE | 16 | LA SALLE LANGUAGE ACADEMY | |
| 4651* | Sat 10/11 11:00am | 11U/5S2 | CHICAGO CITY 2015 SOUTH vs KORA FC 2015 ELITE | 26 | SCHUSSLER PARK | Blue #1 |
| 4690 | Sat 10/11 11:20am | 11U/4CITY | YSI FC 2015 vs CHICAGO CITY 2015 I | 17 | HAWTHORNE SCHOLASTIC ACADEMY | |
| 4747 | Sat 10/11 12:00pm | 12U/4CITY | CHICAGO CITY 2014 II vs WEST LAWN SOCCER CLUB 2014 | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 4749 | Sat 10/11 12:00pm | 12U/4NW | CHICAGO CITY PUMAS 2014 vs CROSSFIRE SC 2014 | 10 | ELGIN SPORTS COMPLEX | |
| 4742 | Sat 10/11 12:00pm | 8U-7V7/5E2 | CHICAGO CITY 2018 III vs IPROSKILLS 2018 | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 4741 | Sat 10/11 12:00pm | 7U-4V4/W | CHICAGO CITY PUMAS 2019 vs EGSC 2019 PREMIER | 66 | ELGIN SPORTS COMPLEX | |
| 4822* | Sat 10/11 1:15pm |
9U/4CITY | CHICAGO CITY 2017 ACADEMY II vs NW 2017B PREMIER I | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5061* | Sat 10/11 3:00pm | 9U/5CITY | CHICAGO CITY 2017 I vs NW 2017B PREMIER II | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5062 | Sat 10/11 3:00pm | 10U/5CITY1 | CHICAGO CITY 2016 III vs CHICAGO KNIGHTS 2016 | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 5091 | Sat 10/11 3:00pm | 14U/3CITY | NW 2012B PREMIER I vs CHICAGO CITY 2012 II | 17 | CLARK PARK | |
| 4663* | Sat 10/11 4:00pm | 12U/3CITY | IPROSKILLS 2014 SELECT ACADEMY vs CHICAGO CITY 2014 I | 16 | LERNER PARK | |
| 5136 | Sat 10/11 4:00pm | 14U/5E1 | CHICAGO CITY 2012 IV vs NW 2012B PREMIER II | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 6451* | Sat 10/11 4:30pm |
10U/4CITY | IPROSKILLS 2016 BLUE vs CHICAGO CITY 2016 I | 16 | ROGERS PARK | #2 |
| 5175 | Sat 10/11 4:30pm | 11U/5CITY | NW 2015B PREMIER III vs CHICAGO CITY 2015 IV | 17 | UIC TURF FIELD EAST | |
| 5200 | Sat 10/11 5:00pm | 10U/4W2 | NAFC 2016 KRAKEN PURPLE vs CHICAGO CITY PUMAS 2016 BLUE | 6 | CROSSWAY CHAPEL | |
| 4743* | Sat 10/11 5:00pm | 8U-7V7/5W | CHICAGO CITY PUMAS 2018 vs NAZ UNITED F.C. - 2018 ELITE | 10 | ELGIN SPORTS COMPLEX | 21N |
| 4402* | Sun 10/12 10:30am |
10U/4CITY | CHICAGO CITY 2016 I vs CHICAGO KICS 2016 BLACK (CITY) | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5855* | Sun 10/12 11:00am |
9U/5CITY | CHICAGO KNIGHTS 2017/2018 vs CHICAGO CITY 2017 I | 17 | HARRISON PARK | |
| 2852* | Sun 10/12 12:00pm |
8U-7V7/5W | CSA 2018 B BLUE vs CHICAGO CITY PUMAS 2018 | 15 | GOOD TEMPLAR PARK | Field 2 7v7 |
| 4745* | Sun 10/12 2:00pm | 10U/2N | CHICAGO CITY PUMAS 2016 GOLD vs PEGASUS FC/1974 (2016) RED | 10 | ELGIN SPORTS COMPLEX | 2 |
| 5728* | Sun 10/12 2:00pm |
13U/4NW | RISING TIDE 2013 vs CHICAGO CITY PUMAS SC 2013 BLUE | 9 | MCKEARN PARK | |
| 373* | Sun 10/12 2:00pm | 12U/4S | CHICAGO CITY 2014 SOUTH vs NWI LIONS UNITED 2014 YELLOW II | 26 | SCHUSSLER PARK | Blue #1 |
| 4989 | Sun 10/12 2:15pm | 15U-FS/4E | CHICAGO CITY 2011 II vs FC STARS POWERSTRIKERS 2011B | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 5010 | Sun 10/12 2:30pm | 10U/5CITY2 | NW 2016B PREMIER III vs CHICAGO CITY 2016 LOOP I | 17 | FOSTER AVENUE FIELDS | II |
| 3559* | Sun 10/12 3:00pm |
8U-7V7/5E1 | CHICAGO CELTIC SC 2018 vs CHICAGO CITY 2018 II | 4 | HITCH ELEMENTARY SCHOOL | |
| 4382* | Sun 10/12 4:00pm |
12U/2E | CFA- JAHBAT FC B2014 GREEN vs CHICAGO CITY 2014 ACADEMY II | 16 | EVANSTON TOWNSHIP HIGH SCHOOL | Track Field |
| 162* | Sun 10/12 4:30pm |
10U/5S | CHICAGO CITY 2016 SOUTH II vs KORA FC 2016 ACADEMY | 26 | CENTENNIAL PARK (ORLAND PARK) | #7 |
| 3122* | Sun 10/12 5:00pm | 9U/5W | CAMPTON UNITED 2017 NAVY vs CHICAGO CITY PUMAS 2017 BLUE | 14 | JAMES O BREEN COMMUNITY PARK | 12a |
| 4746* | Wed 10/15 7:00pm | 11U/2W | CHICAGO CITY PUMAS 2015 vs ARROYO FC 2015 | 10 | ELGIN SPORTS COMPLEX | 8 |
| 6120* | Thu 10/16 6:30pm |
9U/3NW | HAWTHORN WOODS ELITE 2017 BLACK vs CHICAGO CITY PUMAS 2017 | 1 | HERITAGE OAKS | |
| 4360* | Fri 10/17 7:30pm |
13U/4CITY | BERBER CITY FC 2013 vs CHICAGO CITY 2013 LOOP I | 32 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 6003* | Sat 10/18 9:00am |
10U/5CITY2 | CHICAGO CITY 2016 V vs CHICAGO CITY 2016 IV | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 5361 | Sat 10/18 9:30am | 10U/5CITY2 | CHICAGO CITY 2016 LOOP I vs CHICAGO KICS 2016 BLUE (NORTH) | 16 | BRITISH SCHOOL TURF | |
| 206* | Sat 10/18 10:15am |
11U/3CITY | CFYSC 2016B PREMIER vs CHICAGO CITY 2015 ACADEMY II | 17 | FIRE PITCH | 9v9 Pitch 1-B |
| 5435 | Sat 10/18 10:30am | 8U-7V7/5E1 | CHICAGO CITY 2018 II vs PSG ACADEMY CHICAGO 2018 BLUE | 16 | LA SALLE LANGUAGE ACADEMY | |
| 3745* | Sat 10/18 10:30am |
12U/3CITY | CHICAGO CITY 2014 I vs NW 2014B PREMIER I | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5534 | Sat 10/18 11:00am | 9U/3E | OLYMPIACOS 2017 PREMIER vs CHICAGO CITY 2017 ACADEMY I | 4 | MAIN EAST HIGH SCHOOL | |
| 5549 | Sat 10/18 11:00am | 7U-4V4/W | WEST CHICAGO FC 2019/ 2020 vs CHICAGO CITY PUMAS 2019 | 66 | CORNERSTONE LAKES PARK | |
| 6004* | Sat 10/18 11:00am |
11U/4CITY | CHICAGO CITY 2015 II vs CHICAGO KICS 2015 BLUE (CITY) | 16 | BRITISH SCHOOL TURF | |
| 5592 | Sat 10/18 12:00pm | 11U/5CITY | CHICAGO CITY 2015 IV vs CHICAGO EDGE B2015 COMPETITIVE | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5671 | Sat 10/18 12:30pm | 11U/4CITY | CHICAGO CITY 2015 LOOP I vs CHICAGO CITY 2015 I | 16 | BRITISH SCHOOL TURF | |
| 3000* | Sat 10/18 1:30pm |
10U/3E | CHICAGO CITY 2016 ACADEMY II vs PRSC 2016 ORANGE | 16 | LA SALLE LANGUAGE ACADEMY | |
| 5893 | Sat 10/18 3:00pm | 12U/5CITY | CHICAGO CITY 2014 IV vs NW 2014B PREMIER IV | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5724* | Sat 10/18 3:00pm |
13U/3E | OLYMPIACOS 2013/2014 ELITE vs CHICAGO CITY 2013 I | 4 | MAIN EAST HIGH SCHOOL | |
| 1610* | Sat 10/18 3:00pm |
14U/5E2 | PSG 2012 EVANSTON & NORTHSHORE vs CHICAGO CITY 2012 III | 16 | NILES NORTH H.S. | |
| 5924* | Sat 10/18 3:30pm |
10U/5CITY1 | PSG ACADEMY CHICAGO 2016 WHITE vs CHICAGO CITY 2016 III | 16 | JAMES OTIS SCHOOL FIELD - ONLY 7V7 GAMES | |
| 2044* | Sat 10/18 4:00pm |
11U/5S2 | CHICAGO CITY 2015 SOUTH vs CHICAGO INTER ROGUE FC 2015 CITY | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 4823* | Sat 10/18 5:45pm |
13U/4CITY | CHICAGO CITY 2013 II vs CHICAGO KICS 2013 PRE-ACADEMY (CITY) | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 6016* | Sat 10/18 6:00pm |
11U/5CITY | NW 2015B PREMIER III vs CHICAGO CITY 2015 III | 17 | UIC TURF FIELD EAST | |
| 5970* | Sun 10/19 8:30am | 10U/4E | RUSH - WILMETTE WINGS 2016 BLUE vs CHICAGO CITY 2016 - CROATIA SC | 16 | WILMETTE COMMUNITY PLAYFIELD | Field #4 |
| 5856* | Sun 10/19 9:00am |
10U/5CITY1 | CHICAGO KNIGHTS 2016 vs CHICAGO CITY 2016 II | 17 | HARRISON PARK | |
| 5228* | Sun 10/19 10:15am rainout |
8U-7V7/5E2 | FC MIRAGE 2019 vs CHICAGO CITY 2018 III | 16 | WILLOW HILL PARK | 9v9B |
| 5223* | Sun 10/19 11:30am |
15U-FS/4E | PSG ACADEMY CHICAGO 2011 RED vs CHICAGO CITY 2011 II | 16 | WHITNEY YOUNG HS TURF | |
| 5726* | Sun 10/19 12:30pm |
9U/4CITY | PSG ACADEMY CHICAGO 2017 RED vs CHICAGO CITY 2017 ACADEMY II | 16 | JAMES OTIS SCHOOL FIELD - ONLY 7V7 GAMES | |
| 5232* | Sun 10/19 1:00pm |
14U/5E1 | PSG ACADEMY CHICAGO 2012 BLUE vs CHICAGO CITY 2012 LOOP I | 16 | WHITNEY YOUNG HS TURF | |
| 5844* | Sun 10/19 2:00pm |
12U/4CITY | WEST LAWN SOCCER CLUB 2014 vs CHICAGO CITY 2014 LOOP I | 17 | WEST LAWN TURF FIELD | |
| 6035* | Sun 10/19 2:00pm |
12U/4CITY | PSG ACADEMY CHICAGO 2014 RED vs CHICAGO CITY 2014 II | 16 | CRANE HIGH SCHOOL - USE FOR 9V9 GAMES ONLY | |
| 4329* | Sun 10/19 2:15pm |
12U/2E | CHICAGO CITY 2014 ACADEMY II vs CFYSC 2014B PREMIER RED | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 3694* | Sun 10/19 4:30pm |
9U/3E | CHICAGO CITY 2017 ACADEMY I vs FC STARS 2017B BLACK | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 4811* | Tue 10/21 5:00pm |
8U-5V5/5S1 | UESC - CHICAGOLAND 2018 SEL BB vs CHICAGO CITY 2018 SOUTH I | 33 | DYNAMO FIELD | 4v4 |
| 5359* | Fri 10/24 5:00pm | 10U/2N | FORCE 2016B ELITE POOL II vs CHICAGO CITY PUMAS 2016 GOLD | 1 | LIPPOLD PARK SOCCER COMPLEX | 19 |
| 770* | Fri 10/24 7:30pm |
14U/5E1 | CHICAGO CITY 2012 IV vs CHICAGO CITY 2012 LOOP I | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 6157* | Sat 10/25 9:00am | 13U/4NW | ROCKFORD RAPTORS 2013 NAVY vs CHICAGO CITY PUMAS SC 2013 BLUE | 9 | SPORTSCORE 2 & SPORTSCORE 1 (WTNG ON PD) | 218 |
| 6091* | Sat 10/25 9:00am | 8U-5V5/5S1 | CHICAGO CITY 2018 SOUTH I vs UESC - CHICAGOLAND 2018 SEL BB | 26 | EAGLE RIDGE II PARK | |
| 6352* | Sat 10/25 9:00am |
14U/3CITY | IEFC WOLFPACK FC 2012/13 vs CHICAGO CITY 2012 I | 12 | HARRIET E SAYRE ELEMENTARY SCHOOL | |
| 6900* | Sat 10/25 9:00am |
10U/5CITY2 | CHICAGO CELTIC SC 2016 WHITE vs CHICAGO CITY 2016 V | 4 | HITCH ELEMENTARY SCHOOL | |
| 6159* | Sat 10/25 9:00am | 9U/3E | SAA UNITED SC 2017 BLACK vs CHICAGO CITY 2017 ACADEMY I | 7 | OLYMPIC PARK FIELD | 8A |
| 6190 | Sat 10/25 9:15am | 13U/4CITY | CHICAGO CITY 2013 LOOP I vs BERBER CITY FC 2013 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 6193 | Sat 10/25 9:30am | 10U/5CITY2 | CHICAGO CITY 2016 LOOP I vs NW 2016B PREMIER III | 16 | BRITISH SCHOOL TURF | |
| 6099* | Sat 10/25 9:30am | 7U-4V4/W | EGSC 2019 PREMIER vs CHICAGO CITY PUMAS 2019 | 66 | BYRD / ROOSEVELT PARK | |
| 6455* | Sat 10/25 10:00am |
15U-FS/2 | LIBERTYVILLE FC 1974-11A-FALL TEAM 1 vs CHICAGO CITY PUMAS 2011 | 1 | LTSC FLD | Field 14 |
| 6277 | Sat 10/25 10:30am | 12U/3CITY | CHICAGO CITY 2014 I vs IPROSKILLS 2014 SELECT ACADEMY | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 6321 | Sat 10/25 10:45am | 14U/3CITY | CHICAGO CITY 2012 II vs NW 2012B PREMIER I | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 5213* | Sat 10/25 11:00am |
14U/5E2 | ELITE STRIKERS 2012/13 WHITE vs CHICAGO CITY 2012 III | 16 | FOX MEADOW | |
| 6333 | Sat 10/25 11:00am | 11U/5CITY | CHICAGO KICS 2015 RED (CITY) vs CHICAGO CITY 2015 III | 25 | DUNBAR SOCCER COMPLEX | 9 v 9 |
| 6358* | Sat 10/25 11:00am | 11U/5S2 | KORA FC 2015 ELITE vs CHICAGO CITY 2015 SOUTH | 26 | CENTENNIAL PARK (ORLAND PARK) | Soccer 2 |
| 6098* | Sat 10/25 11:30am |
8U-7V7/4E | ELA ELITE 2018 vs CHICAGO CITY 2018 I | 1 | BUFFALO CREEK | 7v7 |
| 6487 | Sat 10/25 12:00pm | 8U-7V7/5E1 | PSG ACADEMY CHICAGO 2018 BLUE vs CHICAGO CITY 2018 II | 16 | CHICAGO HOPE ACADEMY TRACK & FIELD - USE FOR 5V5 & 7V7 GAMES | FIELD B 7V7 |
| 5504* | Sat 10/25 12:00pm |
10U/3S | CHICAGO CITY 2016 SOUTH I vs CHICAGO INTER ROGUE FC 2016 | 26 | EAGLE RIDGE II PARK | |
| 6541 | Sat 10/25 12:45pm | 9U/5CITY | CFYSC 2017B SELECT WHITE vs CHICAGO CITY 2017 I | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 6901* | Sat 10/25 1:30pm |
11U/4CITY | CHICAGO CITY 2015 II vs CFYSC 2015B SELECT | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 6122* | Sat 10/25 2:00pm |
11U/3CITY | IEFC WOLFPACK FC 2015 vs CHICAGO CITY 2015 ACADEMY II | 12 | HARRIET E SAYRE ELEMENTARY SCHOOL | |
| 6680 | Sat 10/25 2:00pm | 9U/4CITY | IPROSKILLS 2017 vs CHICAGO CITY 2017 ACADEMY II | 16 | ROGERS PARK | SMALL |
| 6725* | Sat 10/25 2:30pm | 13U/4CITY | ACADEMIA ATLAS 2013 BLACK vs CHICAGO CITY 2013 II | 32 | LAWLER PARK (CHICAGO) | |
| 4840* | Sat 10/25 2:45pm |
11U/4CITY | CFYSC 2015B SELECT RED vs CHICAGO CITY 2015 LOOP I | 17 | FIRE PITCH | 9v9 Pitch 1-1A |
| 4725* | Sat 10/25 3:00pm |
8U-7V7/5W | CHICAGO EMPIRE FC 2018 BLUE 2 vs CHICAGO CITY PUMAS 2018 | 17 | OAK BROOK POLO FIELDS | F 7v7 |
| 6764 | Sat 10/25 3:00pm | 12U/5CITY | CHICAGO CITY 2014 IV vs NORRIDGE UNITED 2014 SELECT | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 6800* | Sat 10/25 3:30pm |
10U/5CITY1 | PSG ACADEMY CHICAGO 2016 WHITE vs CHICAGO CITY 2016 II | 16 | JAMES OTIS SCHOOL FIELD - ONLY 7V7 GAMES | |
| 6425* | Sat 10/25 4:00pm | 9U/5W | CHICAGO CITY PUMAS 2017 BLUE vs AJAX FC NAPERVILLE 2017 BLACK | 10 | KEMPER PARK | |
| 6429* | Sat 10/25 4:00pm | 11U/2W | CHICAGO CITY PUMAS 2015 vs EGSC 2015 PREMIER | 10 | KEMPER PARK | |
| 6892 | Sat 10/25 4:15pm | 10U/5CITY1 | OPRF ALLIANCE 2016 vs CHICAGO CITY 2016 III | 12 | IRVING SCHOOL | |
| 5653* | Sat 10/25 4:30pm |
9U/5S | TESC 2017 PREMIER GREEN vs CHICAGO CITY 2017 SOUTH I | 17 | CONRAD FISCHER PARK | 7 vs 7 # 2 |
| 6873* | Sat 10/25 4:30pm |
10U/5S | LEGACY SC 2016 vs CHICAGO CITY 2016 SOUTH II | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 6934 | Sat 10/25 5:00pm | 12U/2E | CHICAGO CITY 2014 ACADEMY II vs YSI FC 2014 | 16 | BRITISH SCHOOL TURF | |
| 6334* | Sat 10/25 5:00pm |
13U/5CITY | CHICAGO KICS 2013 RED (CITY) vs CHICAGO CITY 2013 III | 25 | ST IGNATIUS HS | Small |
| 1517* | Sat 10/25 5:45pm |
15U-FS/4E | CHICAGO CITY 2011 II vs CHICAGO EDGE B2011 8TH GRADE | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 6955 | Sat 10/25 6:00pm | 12U/5CITY | NW 2014B PREMIER IV vs CHICAGO CITY 2014 III | 17 | UIC TURF FIELD EAST | |
| 6335* | Sat 10/25 6:00pm |
14U/5E1 | CHICAGO KICS 2012 WHITE (CITY) vs CHICAGO CITY 2012 LOOP I | 25 | ST IGNATIUS HS | Small |
| 6647* | Sat 10/25 11:30pm | 12U/4NW | ROCKFORD RAPTORS 2014 ORANGE vs CHICAGO CITY PUMAS 2014 | 9 | SPORTSCORE 2 & SPORTSCORE 1 (WTNG ON PD) | 216B |
| 6462* | Sun 10/26 9:00am |
9U/5S | MUSTANGS UNITED FC 2017 vs CHICAGO CITY 2017 SOUTH I | 17 | MARTIN PARK | |
| 6223* | Sun 10/26 9:00am |
8U-7V7/5E2 | IPROSKILLS 2018 vs CHICAGO CITY 2018 III | 16 | ROGERS PARK | SMALL |
| 6073 | Sun 10/26 9:00am | 10U/4W2 | RUSH WEST 2016 PREMIER 2 vs CHICAGO CITY PUMAS 2016 BLUE | 28 | HUMBRACHT FIELD | |
| 3893* | Sun 10/26 10:00am | 13U/4NW | CHICAGO CITY PUMAS SC 2013 BLUE vs SUFC 2013 ROCKFORD NEMEZIZ | 10 | KEMPER PARK | |
| 3490* | Sun 10/26 10:00am | 11U/1N | IPROSKILLS 2015 NEON vs CHICAGO CITY 2015 - CROATIA SC | 16 | ROGERS PARK | 2 |
| 6427* | Sun 10/26 10:30am |
10U/3E | CHICAGO CITY 2016 ACADEMY II vs YSI FC 2016 | 16 | BERNARD ZELL ANSHE EMET DAY SCHOOL | |
| 2853* | Sun 10/26 10:30am |
12U/3CITY | CHICAGO CITY 2014 I vs CHICAGO KICS 2014 BLUE (CITY) | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5466* | Sun 10/26 10:30am |
10U/5S | UESC - CHICAGOLAND 2016 SEL OP vs CHICAGO CITY 2016 SOUTH II | 33 | COMMISSIONERS PARK (FRANKFORT) | 7v7 |
| 6322 | Sun 10/26 10:45am | 13U/3E | PEGASUS FC/1974 (2013) BLACK vs CHICAGO CITY 2013 I | 16 | WILLOW HILL PARK | #2 |
| 4650* | Sun 10/26 11:00am |
10U/3S | CHICAGO CITY 2016 SOUTH I vs CHICAGO DYNASTY FC 2016B RED | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 6550* | Sun 10/26 11:30am |
12U/4CITY | CHICAGO KNIGHTS 14/15 vs CHICAGO CITY 2014 LOOP I | 17 | LAWLER PARK (CHICAGO) | |
| 6206 | Sun 10/26 11:30am | 11U/4CITY | CHICAGO KICS 2015 BLUE (CITY) vs CHICAGO CITY 2015 I | 25 | DUNBAR GRASS | 9 v 9 |
| 4724* | Sun 10/26 12:00pm | 14U/5E2 | CHICAGO EDGE B2012 COMPETITIVE vs CHICAGO CITY 2012 III | 12 | KEYSTONE PARK | East |
| 6915* | Sun 10/26 12:00pm |
15U-FS/4E | NW 2011B PREMIER FS vs CHICAGO CITY 2011 II | 17 | FOSTER AVENUE FIELDS | 1 |
| 6533 | Sun 10/26 12:30pm | 10U/2N | PEGASUS FC/1974 (2016) RED vs CHICAGO CITY PUMAS 2016 GOLD | 16 | WOODLAND PARK (DEERFIELD) | Small |
| 4861 | Sun 10/26 1:00pm | 11U/3CITY | CHICAGO KICS 2015 PRE-ACADEMY (CITY) vs CHICAGO CITY 2015 ACADEMY II | 25 | DUNBAR SOCCER COMPLEX | turf field |
| 6729* | Sun 10/26 1:00pm | 10U/5CITY1 | CHICAGO KNIGHTS 2016 vs CHICAGO CITY 2016 III | 17 | BRIGHTON PARK COMMUNITY CAMPUS | |
| 6583* | Sun 10/26 1:00pm |
8U-7V7/5W | NAZ UNITED F.C. - 2018 ELITE vs CHICAGO CITY PUMAS 2018 | 17 | NAZARENE UNITED | |
| 6426* | Sun 10/26 1:30pm |
10U/2E | CHICAGO CITY 2016 ACADEMY I vs BERBER CITY FC 2016 | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 5588* | Sun 10/26 2:00pm | 9U/5W | CHICAGO CITY PUMAS 2017 BLUE vs KANELAND UNITED 2017 | 10 | KEMPER PARK | |
| 6527* | Sun 10/26 2:15pm |
11U/4CITY | CHICAGO CITY 2015 LOOP I vs CFYSC 2015B SELECT | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 6956* | Sun 10/26 2:30pm |
12U/4CITY | PSG ACADEMY CHICAGO 2014 BLUE vs CHICAGO CITY 2014 II | 16 | LIVINGSTON FIELD - USE FOR 9V9 GAMES ONLY - FALL 2025 | |
| 4925* | Sun 10/26 3:00pm |
12U/5CITY | CHICAGO CITY 2014 III vs BERBER CITY FC 2014 | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 1673* | Sun 10/26 4:00pm |
11U/5S2 | LEGACY SC 2015 SELECT vs CHICAGO CITY 2015 SOUTH | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 5458* | Sun 10/26 4:00pm |
8U-7V7/4E | PRSC 2018 ORANGE vs CHICAGO CITY 2018 I | 4 | EMERSON MIDDLE SCHOOL | NW |
| 3890* | Sun 10/26 4:00pm | 9U/3NW | CHICAGO CITY PUMAS 2017 vs PALATINE CELTIC 2017 BLACK | 10 | KEMPER PARK | |
| 6663* | Sun 10/26 4:00pm |
10U/5CITY2 | CHICAGO KICS 2016 BLUE (NORTH) vs CHICAGO CITY 2016 IV | 25 | DUNBAR GRASS | |
| 6914 | Sun 10/26 4:30pm | 14U/5E1 | NW 2012B PREMIER II vs CHICAGO CITY 2012 IV | 17 | FOSTER AVENUE FIELDS | I |
| 2917* | Sun 10/26 4:30pm |
9U/3E | CHICAGO CITY 2017 ACADEMY I vs CHICAGO CELTIC SC 2017 GREEN | 16 | LYCEE DE FRANCAIS SCHOOL | |
| 2761* | Sun 10/26 5:45pm |
13U/4CITY | CHICAGO CITY 2013 LOOP I vs NW 2013B PREMIER II | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 5923* | Sun 10/26 7:00pm |
10U/4CITY | PSG ACADEMY CHICAGO 2016 BLUE vs CHICAGO CITY 2016 I | 16 | UIC TURF FIELD EAST | |
| 4748* | Mon 10/27 8:00pm |
12U/4S | CHICAGO CITY 2014 SOUTH vs ORLAND PARK STING FC 2014 ELITE | 26 | CENTENNIAL PARK (ORLAND PARK) | Field # 3 |
| 5293* | Tue 10/28 8:30pm |
15U-FS/2 | GALAXY 2011 SELECT FALL TRAPPED vs CHICAGO CITY PUMAS 2011 | 6 | KNOCH PARK | |
| 3007* | Sat 11/1 10:00am | 15U-FS/2 | CHICAGO CITY PUMAS 2011 vs AJFC 2011 | 10 | KEMPER PARK | |
| 5436* | Sat 11/1 11:00am |
12U/3CITY | CHICAGO CITY 2014 I vs CHICAGO KICS 2014 PRE-ACADEMY (CITY) | 16 | DUNBAR GRASS | |
| 2502* | Sat 11/1 11:15am |
10U/4E | CFYSC 2016B SELECT RED vs CHICAGO CITY 2016 - CROATIA SC | 17 | FIRE PITCH | 7v7 Pitch 2-A |
| 3503* | Sat 11/1 12:30pm |
12U/2E | PSG ACADEMY CHICAGO 2014 PRE-ACADEMY vs CHICAGO CITY 2014 ACADEMY II | 16 | LIVINGSTON FIELD - USE FOR 9V9 GAMES ONLY - FALL 2025 | |
| 480* | Sat 11/1 1:00pm |
10U/3S | ACADEMIA ATLAS FC 2016 SELECT vs CHICAGO CITY 2016 SOUTH I | 32 | VITTUM PARK | 7V7 |
| 907* | Sat 11/1 2:00pm |
8U-5V5/5S1 | CHICAGO KICS 2018 BLUE (CITY) vs CHICAGO CITY 2018 SOUTH I | 25 | DUNBAR GRASS | 5 v 5 |
| 1873* | Sat 11/1 4:30pm |
11U/1N | CHICAGO FC UNITED 2015 ACADEMY TEAM I vs CHICAGO CITY 2015 - CROATIA SC | 16 | VERNON HILLS ATHLETIC COMPLEX | Grass - 9v9 |
| 6933* | Sun 11/2 8:00am |
11U/1N | CFYSC 2015B PREMIER vs CHICAGO CITY 2015 - CROATIA SC | 17 | FOSTER AVENUE FIELDS | |
| 6952* | Sun 11/2 12:00pm |
9U/4CITY | NW 2017B PREMIER I vs CHICAGO CITY 2017 ACADEMY II | 17 | FOSTER AVENUE FIELDS | II |
| 872* | Sun 11/2 2:30pm |
15U-FS/2 | CFA-JAHBAT B2012 SELECT vs CHICAGO CITY PUMAS 2011 | 16 | LAZIER FIELD | |
| 491* | Sun 11/2 3:00pm |
10U/5CITY1 | CHICAGO KICS 2016 BLUE (CITY) vs CHICAGO CITY 2016 II | 25 | DUNBAR GRASS | 7 v 7 |
| 5402* | Sun 11/2 4:00pm |
12U/4NW | ROCKFORD OLYMPIC FC 2014 vs CHICAGO CITY PUMAS 2014 | 9 | SPORTSCORE 2 | TBD |