- 30/06/2024 Chicago Dutch Lions 1 - 5Chicago City USL League Two
- 27/06/2024 Chicago City 0 - 2Peoria USL League Two
- 19/06/2024 Chicago City 1 - 3River Light USL League Two
- 03/07/2024 Peoria -Chicago City USL League Two
- 07/07/2024 Sueno -Chicago City USL League Two
- 14/07/2024 River Light -Chicago City USL League Two