| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 133 | Sat 9/6 9:00am | 9U/5S | WINDY CITY PRIDE 2017 vs MT GREENWOOD KNIGHTS SC 2017 | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 213 | Sat 9/6 10:20am | 11U/5S2 | WINDY CITY PRIDE 2015 vs KORA FC 2015 ELITE | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 341 | Sat 9/6 11:45am | 13U/5SE | WINDY CITY PRIDE 2013 vs CHICAGO EMPIRE FC SOUTH 13/14 BLUE | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 531 | Sun 9/7 1:00pm | 15U-FS/5S | STORM SC 2011/12 vs WINDY CITY PRIDE 2011/12 | 33 | REED CUSTER HIGH SCHOOL | Behind School |
| 2840* | Sun 9/7 3:45pm |
11U/5S2 | WINDY CITY PRIDE 2015 vs CHICAGO CITY 2015 SOUTH | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 5751* | Fri 9/12 6:00pm |
15U-FS/5S | WINDY CITY PRIDE 2011/12 vs CFA - MIDWEST WINGS 2011/12 | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 921* | Sat 9/13 9:00am | 9U/5S | CHICAGO CITY 2017 SOUTH I vs WINDY CITY PRIDE 2017 | 26 | EAGLE RIDGE II PARK | |
| 1167 | Sat 9/13 11:00am | 11U/5S2 | CHICAGO EMPIRE FC SOUTH 15/16 BLUE vs WINDY CITY PRIDE 2015 | 33 | CAESAR PARK | 4v4, 7v7, 9v9 |
| 1710 | Sat 9/13 5:00pm | 13U/5SE | ACADEMIA ATLAS 2013/14 RED vs WINDY CITY PRIDE 2013 | 32 | LAWLER PARK (CHICAGO) | |
| 1676* | Sun 9/14 10:00am |
15U-FS/5S | MIDWEST ELITE SC 2011 vs WINDY CITY PRIDE 2011/12 | 17 | HARVERSTER PARK | |
| 2973* | Sun 9/14 4:15pm |
13U/5SE | WINDY CITY PRIDE 2013 vs CRESTWOOD SC 2013/14 | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 5691* | Mon 9/15 6:00pm | 9U/5S | CHICAGO UNITED 2017 STORM vs WINDY CITY PRIDE 2017 | 33 | COMMUNITY PARK (TINLEY PARK) | |
| 1960* | Fri 9/19 6:00pm |
11U/5S2 | WINDY CITY PRIDE 2015 vs EU FURY FC 2015 | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 1880 | Sat 9/20 9:00am | 9U/5S | WINDY CITY PRIDE 2017 vs TESC 2017 PREMIER GREEN | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 2296 | Sun 9/21 1:15pm | 15U-FS/5S | WINDY CITY PRIDE 2011/12 vs LISLE FC 2011-2012 ASTON VILLA | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 5983* | Fri 10/3 5:15pm |
11U/5S2 | LEGACY SC 2015 SELECT vs WINDY CITY PRIDE 2015 | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 3733 | Sat 10/4 10:20am | 11U/5S2 | WINDY CITY PRIDE 2015 vs CHICAGO INTER ROGUE FC 2015 CITY | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 3858 | Sat 10/4 11:45am | 13U/5SE | WINDY CITY PRIDE 2013 vs ORLAND PARK STING FC 2013 SELECT 2 | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 3652* | Sat 10/4 5:20pm |
9U/5S | WINDY CITY PRIDE 2017 vs ORLAND PARK STING FC 2017 ELITE | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 4052 | Sun 10/5 1:15pm | 15U-FS/5S | WINDY CITY PRIDE 2011/12 vs CHICAGO BLAST 2011 RED | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 4498* | Sat 10/11 8:30am |
11U/5S2 | NWI LIONS UNITED 2015 YELLOW II vs WINDY CITY PRIDE 2015 | 8 | NWI CHESTERTON SOCCER FIELDS | |
| 4782* | Sat 10/11 2:30pm | 13U/5SE | MUSTANGS UNITED FC 2013 vs WINDY CITY PRIDE 2013 | 17 | FITZGERALD PARK | |
| 4913 | Sun 10/12 1:15pm | 15U-FS/5S | WINDY CITY PRIDE 2011/12 vs CHICAGO UNITED 2011 EAGLES | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 5879 | Sun 10/19 3:00pm | 13U/5SE | CHICAGO UNITED 2013 TITANS vs WINDY CITY PRIDE 2013 | 33 | ALTMAN PARK | 11v11 |
| 6213 | Sat 10/25 10:00am | 11U/5S2 | EU FURY FC 2015 vs WINDY CITY PRIDE 2015 | 17 | DURKIN PARK | |
| 6685 | Sat 10/25 2:00pm | 9U/5S | LEGACY SC 2017 vs WINDY CITY PRIDE 2017 | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 4779* | Sat 11/1 11:00am |
9U/5S | MWGFC 2017 ELITE vs WINDY CITY PRIDE 2017 | 33 | KOSTNER PARK | |
| 6575* | Sun 11/2 9:00am |
15U-FS/5S | LISLE FC 2011-2012 ASTON VILLA vs WINDY CITY PRIDE 2011/12 | 18 | WOODGLEN PARK | 11v11 Field |
| 3143* | Sun 11/2 1:00pm |
15U-FS/5S | KORA FC 2011 ELITE vs WINDY CITY PRIDE 2011/12 | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 2756* | Sun 11/2 2:00pm |
9U/5S | WINDY CITY PRIDE 2017 vs PSG ACADEMY LEMONT 2017 | 33 | HICKORY CREEK MIDDLE SCHOOL | |
| 6133* | Sun 11/2 3:00pm |
13U/5SE | KORA FC 2013 ELITE vs WINDY CITY PRIDE 2013 | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 2099 | Wed 12/31 11:45am | 13U/5SE | WINDY CITY PRIDE 2013 vs MWGFC 2013 PREMIER | 33 | HICKORY CREEK MIDDLE SCHOOL |