| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 161 | Sun 9/13 10:00am | U10/5CITY | CHICAGO KNIGHTS 16/17 vs CHICAGO CITY 16/17 II | 17 | HARRISON PARK | |
| 382 | Sun 9/13 12:00pm | U09/5CITY1 | CHICAGO KNIGHTS 17/18 vs CHICAGO KICS FC 17/18 WHITE CITY | 17 | HARRISON PARK | |
| 97* | Sun 9/13 1:30pm |
U11/5E1 | NORTHWIND SC 15/16 PREMIER 3 vs CHICAGO KNIGHTS 15/16 | 17 | UIC TURF FIELD EAST | |
| 1482 | Sat 9/19 5:15pm | U09/5CITY1 | NORTHWIND SC 17/18 PREMIER 2 vs CHICAGO KNIGHTS 17/18 | 17 | FOSTER AVENUE FIELDS | II |