| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 522* | Sat 9/6 12:30pm |
9U/5CITY | PSG ACADEMY CHICAGO 2017 BLUE I vs CHICAGO KNIGHTS 2017/2018 | 16 | JAMES OTIS SCHOOL FIELD - ONLY 7V7 GAMES | |
| 5255* | Sat 9/6 3:00pm |
12U/4CITY | CHICAGO KICS 2014 WHITE (CITY) vs CHICAGO KNIGHTS 14/15 | 25 | DUNBAR GRASS | |
| 906* | Sat 9/6 6:00pm |
14U/3CITY | CHICAGO KNIGHTS 2012 vs CHICAGO CITY 2012 II | 17 | LAWLER PARK (CHICAGO) | |
| 1523* | Sun 9/7 9:00am |
10U/5CITY1 | CHICAGO KNIGHTS 2016 vs CHICAGO EDGE B2016 COMPETITIVE | 17 | HARRISON PARK | |
| 5252* | Sun 9/7 11:00am |
14U/3CITY | CHICAGO KNIGHTS 2012 vs CHICAGO CITY 2012 I | 17 | HARRISON PARK | |
| 489 | Sun 9/7 1:00pm | 12U/4CITY | CHICAGO KNIGHTS 14/15 vs WEST LAWN SOCCER CLUB 2014 | 17 | HARRISON PARK | |
| 3276* | Sun 9/14 1:00pm |
10U/5CITY1 | CHICAGO KNIGHTS 2016 vs PSG ACADEMY CHICAGO 2016 WHITE | 17 | HARRISON PARK | |
| 1373 | Sun 9/14 1:00pm | 12U/4CITY | CHICAGO KNIGHTS 14/15 vs NW 2014B PREMIER II | 17 | HARRISON PARK | |
| 2250* | Sat 9/20 4:30pm |
10U/5CITY1 | CHICAGO KICS 2016 BLUE (CITY) vs CHICAGO KNIGHTS 2016 | 25 | DUNBAR GRASS | 7 v 7 |
| 2491* | Sat 9/20 4:30pm |
14U/3CITY | NW 2012B PREMIER I vs CHICAGO KNIGHTS 2012 | 17 | CLARK PARK | |
| 4999* | Sat 9/20 6:00pm |
9U/5CITY | CHICAGO KNIGHTS 2017/2018 vs CFYSC 2017B SELECT RED | 17 | HARRISON PARK | |
| 2396* | Sun 9/21 2:00pm |
9U/5CITY | CHICAGO KNIGHTS 2017/2018 vs CHICAGO KICS 2017 BLUE (CITY) | 17 | HARRISON PARK | |
| 3774* | Sun 9/21 5:45pm |
14U/3CITY | CHICAGO CITY 2012 II vs CHICAGO KNIGHTS 2012 | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | |
| 2648 | Sun 9/28 9:00am | 14U/3CITY | CHICAGO KNIGHTS 2012 vs IEFC WOLFPACK FC 2012/13 | 17 | HARRISON PARK | |
| 1657 | Sat 10/4 10:00am | 9U/5CITY | CHICAGO KICS 2017 WHITE (CITY) vs CHICAGO KNIGHTS 2017/2018 | 25 | DUNBAR GRASS | 7 v 7 |
| 3985* | Sat 10/4 1:00pm |
12U/4CITY | CFYSC 2014B SELECT vs CHICAGO KNIGHTS 14/15 | 17 | FIRE PITCH | 9v9 Pitch 1-A |
| 4143* | Sun 10/5 9:30am |
9U/5CITY | CHICAGO KNIGHTS 2017/2018 vs BERBER CITY FC 2017 | 17 | HARRISON PARK | |
| 4962 | Sun 10/5 2:00pm | 14U/3CITY | CHICAGO KICS 2012 PRE-ACADEMY (CITY) vs CHICAGO KNIGHTS 2012 | 25 | ST. IGNATIUS HS | |
| 4140 | Sun 10/5 2:30pm | 10U/5CITY1 | CHICAGO EDGE B2016 COMPETITIVE vs CHICAGO KNIGHTS 2016 | 12 | IRVING SCHOOL | |
| 5062 | Sat 10/11 3:00pm | 10U/5CITY1 | CHICAGO CITY 2016 III vs CHICAGO KNIGHTS 2016 | 16 | LA SALLE LANGUAGE ACADEMY | 7v7 |
| 5220* | Sat 10/11 5:30pm |
12U/4CITY | PSG ACADEMY CHICAGO 2014 BLUE vs CHICAGO KNIGHTS 14/15 | 16 | LIVINGSTON FIELD - DO NOT USE | |
| 5855* | Sun 10/12 11:00am |
9U/5CITY | CHICAGO KNIGHTS 2017/2018 vs CHICAGO CITY 2017 I | 17 | HARRISON PARK | |
| 2332* | Sun 10/12 1:30pm |
12U/4CITY | NW 2014B PREMIER III vs CHICAGO KNIGHTS 14/15 | 17 | UIC TURF FIELD EAST | |
| 3106* | Sat 10/18 12:45pm |
9U/5CITY | CFYSC 2017B SELECT WHITE vs CHICAGO KNIGHTS 2017/2018 | 17 | FIRE PITCH | 7v7 Pitch 2-B |
| 3117* | Sat 10/18 1:00pm |
12U/4CITY | CHICAGO KNIGHTS 14/15 vs PSG ACADEMY CHICAGO 2014 RED | 17 | LAWLER PARK (CHICAGO) | |
| 1685* | Sat 10/18 4:00pm |
10U/5CITY1 | OPRF ALLIANCE 2016 vs CHICAGO KNIGHTS 2016 | 12 | IRVING SCHOOL | |
| 5856* | Sun 10/19 9:00am |
10U/5CITY1 | CHICAGO KNIGHTS 2016 vs CHICAGO CITY 2016 II | 17 | HARRISON PARK | |
| 869* | Sun 10/19 4:00pm |
14U/3CITY | PSG ACADEMY CHICAGO 2012 PRE-ACADEMY vs CHICAGO KNIGHTS 2012 | 16 | WHITNEY YOUNG HS TURF | |
| 6080* | Sun 10/26 9:00am | 14U/3CITY | CHICAGO KNIGHTS 2012 vs CHICAGO KICS 2012 PRE-ACADEMY (CITY) | 17 | LAWLER PARK (CHICAGO) | |
| 6149 | Sun 10/26 9:00am | 9U/5CITY | NW 2017B PREMIER II vs CHICAGO KNIGHTS 2017/2018 | 17 | FOSTER GRASS | V |
| 6550* | Sun 10/26 11:30am |
12U/4CITY | CHICAGO KNIGHTS 14/15 vs CHICAGO CITY 2014 LOOP I | 17 | LAWLER PARK (CHICAGO) | |
| 6729* | Sun 10/26 1:00pm |
10U/5CITY1 | CHICAGO KNIGHTS 2016 vs CHICAGO CITY 2016 III | 17 | LAWLER PARK (CHICAGO) |