Head to Head
| USA USL League Two | 2024/05/26 00:00 | Des Moines Menace v Chicago City SC | L | 4-1 |
| USA USL League Two | 2023/07/02 00:00 | Des Moines Menace v Chicago City SC | W | 1-2 |
| USA USL League Two | 2023/05/29 00:00 | Chicago City SC v Des Moines Menace | W | 3-1 |
| USA USL League Two | 2024/05/26 00:00 | Des Moines Menace v Chicago City SC | L | 4-1 |
| USA USL League Two | 2023/07/02 00:00 | Des Moines Menace v Chicago City SC | W | 1-2 |
| USA USL League Two | 2023/05/29 00:00 | Chicago City SC v Des Moines Menace | W | 3-1 |