| USA USL League Two | 2024/06/06 23:00 | St Charles v Chicago Dutch Lions | L | 8-1 |
| USA USL League Two | 2023/07/16 00:00 | Chicago Dutch Lions v St Charles | W | 3-1 |
| USA USL League Two | 2023/05/31 22:00 | St Charles v Chicago Dutch Lions | L | 2-0 |
| USA USL League Two | 2024/06/06 23:00 | St Charles v Chicago Dutch Lions | L | 8-1 |
| USA USL League Two | 2024/06/03 00:00 | Chicago Dutch Lions v River Light SC | L | 0-2 |
| USA USL League Two | 2024/05/30 00:00 | Chicago City SC v Chicago Dutch Lions | L | 3-0 |
| USA USL League Two | 2024/05/26 00:00 | Sueno v Chicago Dutch Lions | L | 3-0 |
| USA USL League Two | 2024/05/23 00:00 | Chicago Dutch Lions v Peoria City | L | 0-6 |
| USA USL League Two | 2024/05/19 00:30 | Peoria City v Chicago Dutch Lions | L | 4-0 |
| USA USL League Two | 2024/05/16 00:00 | Chicago Dutch Lions v Des Moines Menace | L | 0-5 |
| USA USL League Two | 2023/07/16 00:00 | Chicago Dutch Lions v St Charles | W | 3-1 |
| USA USL League Two | 2024/06/06 23:00 | St Charles v Chicago Dutch Lions | W | 8-1 |
| USA USL League Two | 2024/06/02 23:00 | Chicago City SC v St Charles | D | 0-0 |
| USA USL League Two | 2024/05/26 23:00 | River Light SC v St Charles | D | 3-3 |
| USA USL League Two | 2024/05/20 00:00 | St Charles v Chicago City SC | W | 5-1 |
| USA USL League Two | 2024/05/16 00:00 | Sueno v St Charles | W | 1-2 |
| USA USL League Two | 2023/07/16 00:00 | Chicago Dutch Lions v St Charles | L | 3-1 |
| USA USL League Two | 2023/07/09 00:00 | Des Moines Menace v St Charles | L | 5-3 |
| USA USL League Two | 2023/06/28 00:00 | St Charles v Springfield ASC | W | 1-0 |