| DATE | KICK OFF | HOME TEAM | AWAY TEAM | LOCATION | SCORE |
|---|---|---|---|---|---|
| Saturday 9/11 | 12:00 pm | iProSkills Black | YSI | Rogers Park | 0-9 |
| Sunday 9/12 | 9:00 am | iProSkills Black | O’Hare Strikers | Rogers Park | 9-2 |
| Saturday 9/18 | 3:15 pm | YSI | iProSkills Black | Alcott | 9-3 |
| Sunday 9/19 | 3:30 pm | Chicago Blues | iProSkills Black | Lions Turf | 3-2 |
| Saturday 9/25 | 3:15 pm | YSI | West Loop Soccer Club | Alcott | N/A |
| Saturday 9/25 | 12:30 am | iProSkills Black | Chicago Blues | Rogers Park | 0-14 |
| Saturday 10/2 | 12:30 am | West Loop Soccer Club | YSI | Skinner Park | N/A |
| Sunday 10/3 | 12:45 pm | West Loop Soccer Club | iProSkills Black | Skinner Park | 10-0 |
| Sunday 10/3 | 5:00 pm | Chicago Blues | O’Hare Strikers | Lions Turf | 9-3 |
| Saturday 10/9 | 11:15 am | YSI | Chicago Blues | Alcott | N/A |
| Saturday 10/9 | 11:30 am | iProSkills Black | West Loop Soccer Club | Rogers Park | N/A |
| Saturday 10/16 | 1:30 pm | O’Hare Strikers | Chicago Blues | Oak Brook polo fields- Field F | N/A |
| Sunday 10/17 | 12:30 pm | O’Hare Strikers | iProSkills Black | Varble Park | N/A |
| Sunday 10/17 | 2:30 pm | Chicago Blues | West Loop Soccer Club | Crane HS | N/A |