| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 1822* | Sat 9/20 9:00am | 10U/5N3 | FC LAKE COUNTY 2016 WHITE vs WINDY CITY FC 2016 | 1 | ALLEGHANY PARK | AH 10 |
| 2506 | Sat 9/20 3:30pm | 12U/4E | CFYSC 2014B SELECT RED vs WINDY CITY FC 2014 | 17 | FIRE PITCH | 9v9 Pitch 1-A |
| 2758* | Sun 9/21 9:00am |
10U/5N3 | WINDY CITY FC 2016 vs ELITE S.C. 2016 WHITE | 7 | HERITAGE PARK (WHEELING) | FIELD 7 |