Face à face
| USL, League Two, Playoffs | 2022/06/09 00:00 | Springfield Asc v Chicago FC United | W | 1-7 |
Home History
| USL, League Two, Playoffs | 2022/07/07 00:00 | Chicago City SC v Chicago FC United | W | 2-4 |
| USL, League Two, Playoffs | 2022/07/02 00:00 | Chicago FC United v Chicago City SC | W | 1-0 |
| USL, League Two, Playoffs | 2022/06/29 23:30 | Chicago FC United v St. Louis | W | 2-0 |
| USL, League Two, Playoffs | 2022/06/26 00:00 | Chicago Dutch Lions FC v Chicago FC United | W | 1-7 |
| USL, League Two, Playoffs | 2022/06/23 00:00 | Chicago FC United v Chicago Dutch Lions FC | W | 8-0 |
| USL, League Two, Playoffs | 2022/06/19 18:30 | Chicago FC United v FC Wichita | W | 5-1 |
| USL, League Two, Playoffs | 2022/06/17 00:00 | Chicago FC United v Kaw Valley FC | L | 1-2 |
| USL, League Two, Playoffs | 2022/06/11 20:00 | St. Louis v Chicago FC United | D | 2-2 |
Away History
| USL, League Two, Playoffs | 2022/07/06 20:00 | Chicago Dutch Lions FC v Springfield Asc | L | 3-1 |
| USL, League Two, Playoffs | 2022/07/03 23:00 | Chicago City SC v Springfield Asc | L | 4-2 |
| USL, League Two, Playoffs | 2022/06/23 00:00 | Springfield Asc v St. Louis | L | 1-4 |
| USL, League Two, Playoffs | 2022/06/18 22:00 | St. Louis v Springfield Asc | L | 4-1 |
| USL, League Two, Playoffs | 2022/06/12 22:30 | Kaw Valley FC v Springfield Asc | L | 4-1 |
| USL, League Two, Playoffs | 2022/06/09 00:00 | Springfield Asc v Chicago FC United | L | 1-7 |
| USL, League Two, Playoffs | 2022/06/02 00:00 | Chicago City SC v Springfield Asc | L | 1-0 |
| USL, League Two, Playoffs | 2022/05/29 00:00 | Springfield Asc v Kaw Valley FC | D | 1-1 |