| USA USL League Two | 2024/06/19 00:00 | Chicago City SC v River Light SC | W | 1-3 |
| USA USL League Two | 2024/06/30 00:00 | Des Moines Menace v River Light SC | L | 4-1 |
| USA USL League Two | 2024/06/19 00:00 | Chicago City SC v River Light SC | W | 1-3 |
| USA USL League Two | 2024/06/16 00:30 | Peoria City v River Light SC | L | 2-1 |
| USA USL League Two | 2024/06/13 00:00 | St Charles v River Light SC | D | 3-3 |
| USA USL League Two | 2024/06/07 00:00 | River Light SC v Peoria City | D | 2-2 |
| USA USL League Two | 2024/06/03 00:00 | Chicago Dutch Lions v River Light SC | W | 0-2 |
| USA USL League Two | 2024/05/31 00:00 | River Light SC v Des Moines Menace | W | 1-0 |
| USA USL League Two | 2024/05/26 23:00 | River Light SC v St Charles | D | 3-3 |
| USA USL League Two | 2024/07/03 00:30 | Peoria City v Chicago City SC | L | 4-1 |
| USA USL League Two | 2024/06/30 00:00 | Chicago Dutch Lions v Chicago City SC | W | 1-5 |
| USA USL League Two | 2024/06/26 23:00 | Chicago City SC v Peoria City | L | 0-2 |
| USA USL League Two | 2024/06/19 00:00 | Chicago City SC v River Light SC | L | 1-3 |
| USA USL League Two | 2024/06/13 00:00 | Chicago City SC v Des Moines Menace | L | 0-2 |
| USA USL League Two | 2024/06/09 00:00 | Chicago City SC v Sueno Futures | L | 1-5 |
| USA USL League Two | 2024/06/02 23:00 | Chicago City SC v St Charles | D | 0-0 |
| USA USL League Two | 2024/05/30 00:00 | Chicago City SC v Chicago Dutch Lions | W | 3-0 |