| USA - USL League Two | 2023/05/24 00:00 | Springfield ASC v Chicago Dutch Lions | L | 1-0 |
| USA - USL League Two | 2022/07/06 20:00 | Chicago Dutch Lions v Springfield ASC | W | 3-1 |
| USA - USL League Two | 2022/05/25 00:00 | Springfield ASC v Chicago Dutch Lions | W | 1-2 |
| USA - USL League Two | 2023/07/01 00:30 | Peoria City v Chicago Dutch Lions | L | 5-1 |
| USA - USL League Two | 2023/06/18 00:00 | Des Moines Menace v Chicago Dutch Lions | L | 6-0 |
| USA - USL League Two | 2023/06/15 00:00 | Chicago Dutch Lions v Chicago City SC | L | 0-2 |
| USA - USL League Two | 2023/06/11 00:00 | Chicago Dutch Lions v Peoria City | W | 2-1 |
| USA - USL League Two | 2023/06/04 19:00 | FC Wichita v Chicago Dutch Lions | L | 4-1 |
| USA - USL League Two | 2023/05/31 22:00 | St Charles v Chicago Dutch Lions | L | 2-0 |
| 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 | 2023/06/28 00:00 | St Charles v Springfield ASC | L | 1-0 |
| USA - USL League Two | 2023/06/19 00:00 | Springfield ASC v Chicago City SC | L | 0-5 |
| USA - USL League Two | 2023/06/15 00:00 | Springfield ASC v Des Moines Menace | L | 0-6 |
| USA - USL League Two | 2023/06/11 00:00 | Des Moines Menace v Springfield ASC | L | 3-0 |
| USA - USL League Two | 2023/06/05 00:00 | Springfield ASC v St Charles | L | 1-3 |
| USA - USL League Two | 2023/05/29 00:00 | Springfield ASC v FC Wichita | L | 2-4 |
| USA - USL League Two | 2023/05/24 00:00 | Springfield ASC v Chicago Dutch Lions | W | 1-0 |
| USA - USL League Two | 2023/05/20 00:30 | Chicago City SC v Springfield ASC | L | 4-2 |