| 03/28/2026 12:00 AM UTC |  Winkler Flyers |  Niverville Nighthawks | 0 - 4 | MJHL |
| 03/26/2026 12:30 AM UTC | Niverville Nighthawks | Winkler Flyers | 3 - 2 | MJHL |
| 03/24/2026 12:00 AM UTC | Winkler Flyers | Niverville Nighthawks | 1 - 2 | MJHL |
| 03/22/2026 12:30 AM UTC | Niverville Nighthawks | Winkler Flyers | 8 - 2 | MJHL |
| 03/14/2026 12:30 AM UTC |  Selkirk Steelers | Winkler Flyers | 2 - 6 | MJHL |
| 03/11/2026 06:00 PM UTC |  Winnipeg Blues | Winkler Flyers | 6 - 5 | MJHL |
| 03/08/2026 01:30 AM UTC | Winkler Flyers | Niverville Nighthawks | 3 - 4 | MJHL |
| 03/07/2026 01:30 AM UTC | Winkler Flyers |  Steinbach Pistons | 2 - 4 | MJHL |
| 03/02/2026 01:30 AM UTC | Winnipeg Blues | Winkler Flyers | 2 - 1 | MJHL |
| 02/28/2026 01:30 AM UTC | Winkler Flyers |  Northern Manitoba Blizzard | 8 - 0 | MJHL |
| 02/25/2026 01:30 AM UTC | Winkler Flyers |  Neepawa Titans | 5 - 0 | MJHL |
| 02/23/2026 01:30 AM UTC | Winkler Flyers | Winnipeg Blues | 6 - 2 | MJHL |
| 02/22/2026 01:30 AM UTC |  Winnipeg Monarchs | Winkler Flyers | 0 - 8 | MJHL |
| 02/16/2026 10:00 PM UTC |  Virden Oil Capitals | Winkler Flyers | 3 - 5 | MJHL |
| 02/15/2026 01:30 AM UTC | Winkler Flyers |  Waywayseecappo Wolverines | 2 - 4 | MJHL |
| 02/14/2026 01:30 AM UTC | Winkler Flyers | Virden Oil Capitals | 3 - 2 | MJHL |
| 02/11/2026 01:30 AM UTC | Winkler Flyers |  Portage Terriers | 6 - 0 | MJHL |
| 02/08/2026 01:30 AM UTC | Winkler Flyers |  Swan Valley Stampeders | 7 - 0 | MJHL |
| 02/07/2026 01:30 AM UTC | Winkler Flyers | Niverville Nighthawks | 7 - 5 | MJHL |
| 02/04/2026 01:30 AM UTC | Winkler Flyers | Winnipeg Blues | 7 - 2 | MJHL |
| 02/02/2026 12:30 AM UTC | Portage Terriers | Winkler Flyers | 6 - 5 | MJHL |
| 02/01/2026 01:30 AM UTC | Winnipeg Blues | Winkler Flyers | 1 - 4 | MJHL |
| 01/28/2026 01:00 AM UTC | Steinbach Pistons | Winkler Flyers | 3 - 1 | MJHL |
| 01/25/2026 01:30 AM UTC | Winkler Flyers | Northern Manitoba Blizzard | 8 - 1 | MJHL |
| 01/24/2026 01:00 AM UTC | Steinbach Pistons | Winkler Flyers | 2 - 0 | MJHL |
| 01/18/2026 01:30 AM UTC | Winkler Flyers |  Dauphin Kings | 5 - 2 | MJHL |
| 01/14/2026 01:30 AM UTC | Winkler Flyers | Selkirk Steelers | 5 - 3 | MJHL |
| 01/10/2026 01:30 AM UTC | Neepawa Titans | Winkler Flyers | 2 - 7 | MJHL |
| 01/07/2026 01:30 AM UTC | Selkirk Steelers | Winkler Flyers | 2 - 3 | MJHL |
| 01/05/2026 12:00 AM UTC | Winnipeg Monarchs | Winkler Flyers | 2 - 3 | MJHL |
| 01/04/2026 02:00 AM UTC | Winnipeg Monarchs | Winkler Flyers | 1 - 7 | MJHL |
| 12/21/2025 01:30 AM UTC | Winkler Flyers | Winnipeg Blues | 9 - 3 | MJHL |
| 12/15/2025 01:30 AM UTC | Winkler Flyers | Winnipeg Monarchs | 3 - 4 | MJHL |
| 12/14/2025 01:30 AM UTC | Niverville Nighthawks | Winkler Flyers | 8 - 2 | MJHL |
| 12/11/2025 01:30 AM UTC | Neepawa Titans | Winkler Flyers | 7 - 3 | MJHL |
| 12/08/2025 01:30 AM UTC | Winkler Flyers | Portage Terriers | 0 - 3 | MJHL |
| 12/05/2025 01:30 AM UTC | Winkler Flyers | Winnipeg Monarchs | 4 - 2 | MJHL |
| 11/30/2025 10:00 PM UTC | Dauphin Kings | Winkler Flyers | 0 - 4 | MJHL |
| 11/30/2025 01:00 AM UTC | Northern Manitoba Blizzard | Winkler Flyers | 4 - 5 | MJHL |
| 11/29/2025 01:00 AM UTC | Northern Manitoba Blizzard | Winkler Flyers | 1 - 3 | MJHL |
| 11/24/2025 12:30 AM UTC | Portage Terriers | Winkler Flyers | 3 - 2 | MJHL |
| 11/23/2025 01:30 AM UTC | Winkler Flyers | Virden Oil Capitals | 2 - 1 | MJHL |
| 11/19/2025 01:30 AM UTC | Waywayseecappo Wolverines | Winkler Flyers | 3 - 5 | MJHL |
| 11/16/2025 01:30 AM UTC | Winkler Flyers | Swan Valley Stampeders | 6 - 2 | MJHL |
| 11/15/2025 01:30 AM UTC | Winkler Flyers | Waywayseecappo Wolverines | 5 - 0 | MJHL |
| 11/12/2025 01:30 AM UTC | Winkler Flyers | Portage Terriers | 2 - 3 | MJHL |
| 11/08/2025 01:30 AM UTC | Niverville Nighthawks | Winkler Flyers | 2 - 1 | MJHL |
| 10/26/2025 09:00 PM UTC | Dauphin Kings | Winkler Flyers | 3 - 1 | MJHL |
| 10/26/2025 12:00 AM UTC | Swan Valley Stampeders | Winkler Flyers | 3 - 6 | MJHL |
| 10/25/2025 12:00 AM UTC | Swan Valley Stampeders | Winkler Flyers | 1 - 2 | MJHL |
| 10/22/2025 12:30 AM UTC | Winkler Flyers | Neepawa Titans | 6 - 3 | MJHL |
| 10/20/2025 12:30 AM UTC | Winkler Flyers | Dauphin Kings | 5 - 1 | MJHL |
| 10/18/2025 12:30 AM UTC | Virden Oil Capitals | Winkler Flyers | 6 - 2 | MJHL |
| 10/15/2025 12:30 AM UTC | Winkler Flyers | Selkirk Steelers | 2 - 3 | MJHL |
| 10/13/2025 12:30 AM UTC | Winkler Flyers | Selkirk Steelers | 2 - 3 | MJHL |
| 10/08/2025 12:30 AM UTC | Winkler Flyers | Winnipeg Monarchs | 7 - 1 | MJHL |
| 10/06/2025 12:30 AM UTC | Winkler Flyers | Niverville Nighthawks | 4 - 5 | MJHL |
| 10/04/2025 12:30 AM UTC | Niverville Nighthawks | Winkler Flyers | 4 - 2 | MJHL |
| 09/28/2025 11:30 PM UTC | Portage Terriers | Winkler Flyers | 4 - 1 | MJHL |
| 09/26/2025 12:30 AM UTC | Waywayseecappo Wolverines | Winkler Flyers | 3 - 8 | MJHL |
| 09/21/2025 11:00 PM UTC | Steinbach Pistons | Winkler Flyers | 7 - 2 | MJHL |
| 09/20/2025 12:30 AM UTC | Winkler Flyers | Steinbach Pistons | 2 - 4 | MJHL |
