| USA USL League Two | 05/16 00:00 | 1 | Sueno FC v St Charles | - | View | |
| USA USL League Two | 05/19 23:00 | 1 | St Charles v Chicago City SC | - | View | |
| USA USL League Two | 05/26 23:00 | 1 | River Light FC v St Charles | - | View | |
| USA USL League Two | 06/02 23:00 | 1 | Chicago City SC v St Charles | - | View | |
| USA USL League Two | 06/06 23:00 | 1 | St Charles v Chicago Dutch Lions | - | View | |
| USA USL League Two | 06/09 23:00 | 1 | Chicago Dutch Lions v St Charles | - | View | |
| USA USL League Two | 06/13 00:00 | 1 | St Charles v River Light FC | - | View | |
| USA USL League Two | 06/16 00:00 | 1 |
Des Moines Menace
v
St Charles
|
- | View | |
| USA USL League Two | 06/23 00:30 | 1 |
Peoria City
v
St Charles
|
- | View | |
| USA USL League Two | 06/29 23:00 | 1 |
St Charles
v
Peoria City
|
- | View | |
| USA USL League Two | 07/03 00:00 | 1 |
St Charles
v
Des Moines Menace
|
- | View | |
| USA USL League Two | 07/11 00:00 | 1 | St Charles v Sueno FC | - | View |