Head to Head
| USA - USL League Two | 2022/07/02 00:00 | Chicago FC United v Chicago City SC | L | 1-0 |
| USA - USL League Two | 2022/05/23 00:00 | Chicago FC United v Chicago City SC | D | 3-3 |
Home History
| USA - USL League Two | 2022/07/03 23:00 | Chicago City SC v Springfield ASC | W | 4-2 |
| USA - USL League Two | 2022/07/02 00:00 | Chicago FC United v Chicago City SC | L | 1-0 |
| USA - USL League Two | 2022/06/30 00:00 | Chicago Dutch Lions v Chicago City SC | W | 3-5 |
| USA - USL League Two | 2022/06/26 00:30 | Kaw Valley FC v Chicago City SC | L | 2-0 |
| USA - USL League Two | 2022/06/25 00:00 | FC Wichita v Chicago City SC | L | 3-1 |
| USA - USL League Two | 2022/06/19 00:00 | Chicago City SC v Kaw Valley FC | W | 5-3 |
| USA - USL League Two | 2022/06/17 00:00 | Chicago City SC v FC Wichita | W | 3-0 |
| USA - USL League Two | 2022/06/09 00:00 | Chicago City SC v Chicago Dutch Lions | W | 3-2 |
Away History
| USA - USL League Two | 2022/07/02 00:00 | Chicago FC United v Chicago City SC | W | 1-0 |
| USA - USL League Two | 2022/06/29 23:30 | Chicago FC United v St Louis Lions | W | 2-0 |
| USA - USL League Two | 2022/06/26 00:00 | Chicago Dutch Lions v Chicago FC United | W | 1-7 |
| USA - USL League Two | 2022/06/23 00:00 | Chicago FC United v Chicago Dutch Lions | W | 8-0 |
| USA - USL League Two | 2022/06/19 18:30 | Chicago FC United v FC Wichita | W | 5-1 |
| USA - USL League Two | 2022/06/17 00:00 | Chicago FC United v Kaw Valley FC | L | 1-2 |
| USA - USL League Two | 2022/06/11 20:00 | St Louis Lions v Chicago FC United | D | 2-2 |
| USA - USL League Two | 2022/06/09 00:00 | Springfield ASC v Chicago FC United | W | 1-7 |