| 03/06/2026 01:00 AM UTC |  Chicago Crush |  Chicago Cougars | 6 - 1 | USPHL Elite |
| 03/05/2026 01:00 AM UTC | Chicago Crush | Chicago Cougars | 5 - 2 | USPHL Elite |
| 03/01/2026 10:00 PM UTC |  Chicago T-Rex | Chicago Cougars | 3 - 7 | USPHL Elite |
| 02/28/2026 10:00 PM UTC | Chicago T-Rex | Chicago Cougars | 1 - 4 | USPHL Elite |
| 02/16/2026 01:00 AM UTC | Chicago Cougars | Chicago Crush | 0 - 7 | USPHL Elite |
| 02/14/2026 04:00 PM UTC | Chicago Cougars |  Fort Wayne Spacemen | 2 - 6 | USPHL Elite |
| 02/14/2026 01:00 AM UTC | Chicago Cougars | Chicago T-Rex | 6 - 1 | USPHL Elite |
| 02/07/2026 06:45 PM UTC |  Metro Jets | Chicago Cougars | 2 - 0 | USPHL Elite |
| 02/06/2026 04:30 PM UTC | Metro Jets | Chicago Cougars | 9 - 2 | USPHL Elite |
| 02/05/2026 05:00 PM UTC | Metro Jets | Chicago Cougars | 12 - 3 | USPHL Elite |
| 02/01/2026 06:30 PM UTC | Chicago Cougars | Metro Jets | 3 - 7 | USPHL Elite |
| 01/31/2026 10:30 PM UTC | Chicago Cougars | Metro Jets | 3 - 8 | USPHL Elite |
| 01/30/2026 10:00 PM UTC | Chicago Cougars | Metro Jets | 1 - 8 | USPHL Elite |
| 01/18/2026 04:00 PM UTC | Chicago Cougars |  Red River Spartans 18U AAA | 1 - 9 | USPHL Elite |
| 01/17/2026 09:00 PM UTC | Chicago Cougars | Red River Spartans 18U AAA | 2 - 7 | USPHL Elite |
| 01/16/2026 10:00 PM UTC | Chicago Cougars | Red River Spartans 18U AAA | 4 - 2 | USPHL Elite |
| 01/11/2026 06:00 PM UTC | Chicago Cougars | Fort Wayne Spacemen | 0 - 2 | USPHL Elite |
| 01/06/2026 12:30 AM UTC | Chicago T-Rex | Chicago Cougars | 4 - 1 | USPHL Elite |
| 12/13/2025 10:30 PM UTC | Fort Wayne Spacemen | Chicago Cougars | 1 - 0 | USPHL Elite |
| 12/12/2025 04:00 PM UTC | Chicago Cougars | Red River Spartans 18U AAA | 2 - 5 | USPHL Elite |
| 12/09/2025 12:30 AM UTC | Chicago Cougars | Chicago T-Rex | 8 - 3 | USPHL Elite |
| 12/06/2025 09:00 PM UTC | Chicago T-Rex | Chicago Cougars | 5 - 4 | USPHL Elite |
| 12/06/2025 01:00 AM UTC | Chicago Cougars | Chicago T-Rex | 4 - 5 | USPHL Elite |
| 12/02/2025 12:30 AM UTC | Chicago Cougars | Chicago T-Rex | 1 - 3 | USPHL Elite |
| 11/30/2025 08:00 PM UTC | Chicago Crush | Chicago Cougars | 7 - 2 | USPHL Elite |
| 11/23/2025 05:00 PM UTC | Metro Jets | Chicago Cougars | 7 - 0 | USPHL Elite |
| 11/24/2025 01:00 AM UTC |  Hershey Cubs | Chicago Cougars | 7 - 0 | USPHL Elite |
| 11/22/2025 04:00 PM UTC | Chicago Cougars |  Charlotte Rush | 0 - 8 | USPHL Elite |
| 11/18/2025 12:00 AM UTC | Chicago T-Rex | Chicago Cougars | 7 - 4 | USPHL Elite |
| 11/01/2025 05:00 PM UTC | Chicago Cougars | Red River Spartans 18U AAA | 0 - 3 | USPHL Elite |
| 10/31/2025 01:00 PM UTC | Chicago Cougars |  Hampton Roads Whalers | 0 - 10 | USPHL Elite |
| 10/31/2025 07:00 PM UTC | Metro Jets | Chicago Cougars | 5 - 0 | USPHL Elite |
| 10/30/2025 06:10 PM UTC | Fort Wayne Spacemen | Chicago Cougars | 2 - 4 | USPHL Elite |
| 10/26/2025 06:00 PM UTC | Chicago Crush | Chicago Cougars | 9 - 0 | USPHL Elite |
| 10/24/2025 09:00 PM UTC | Chicago Cougars | Fort Wayne Spacemen | 1 - 10 | USPHL Elite |
| 10/19/2025 03:30 PM UTC | Chicago Cougars | Chicago T-Rex | 4 - 2 | USPHL Elite |
| 10/18/2025 09:00 PM UTC | Chicago Cougars | Fort Wayne Spacemen | 1 - 6 | USPHL Elite |
| 10/17/2025 10:00 PM UTC | Chicago Crush | Chicago Cougars | 8 - 1 | USPHL Elite |
| 10/14/2025 12:00 AM UTC | Chicago Cougars | Chicago T-Rex | 3 - 7 | USPHL Elite |
| 10/05/2025 02:30 PM UTC | Fort Wayne Spacemen | Chicago Cougars | 6 - 2 | USPHL Elite |
| 09/28/2025 02:30 PM UTC | Fort Wayne Spacemen | Chicago Cougars | 4 - 1 | USPHL Elite |
