| USA USL League Two | 2023/05/21 00:30 | Peoria City v St Charles | W | 2-3 |
| USA USL League Two | 2023/05/08 00:00 | St Charles v Des Moines Menace | L | 0-4 |
| USA USL League Two | 2023/05/27 00:00 | Chicago Dutch Lions v Des Moines Menace | L | 0-5 |
| USA USL League Two | 2023/05/24 00:00 | Springfield ASC v Chicago Dutch Lions | L | 1-0 |
| USA USL League Two | 2022/07/10 21:30 | Kaw Valley FC v Chicago Dutch Lions | L | 3-0 |
| USA USL League Two | 2022/07/06 20:00 | Chicago Dutch Lions v Springfield ASC | W | 3-1 |
| USA USL League Two | 2022/06/30 00:00 | Chicago Dutch Lions v Chicago City SC | L | 3-5 |
| USA USL League Two | 2022/06/26 00:00 | Chicago Dutch Lions v Chicago FC United | L | 1-7 |
| USA USL League Two | 2022/06/23 00:00 | Chicago FC United v Chicago Dutch Lions | L | 8-0 |
| USA USL League Two | 2022/06/19 22:00 | Chicago Dutch Lions v Kaw Valley FC | L | 0-3 |