| 04/24/2022 12:30 AM UTC |  Dauphin Kings |  Winkler Flyers | 5 - 1 | MJHL |
| 04/22/2022 12:00 AM UTC | Winkler Flyers | Dauphin Kings | 2 - 5 | MJHL |
| 04/21/2022 12:00 AM UTC | Winkler Flyers | Dauphin Kings | 5 - 4 | MJHL |
| 04/18/2022 12:30 AM UTC | Dauphin Kings | Winkler Flyers | 3 - 1 | MJHL |
| 04/17/2022 12:30 AM UTC | Dauphin Kings | Winkler Flyers | 4 - 2 | MJHL |
| 04/07/2022 12:30 AM UTC |  Winnipeg Blues | Winkler Flyers | 2 - 4 | MJHL |
| 04/03/2022 11:00 PM UTC | Winkler Flyers | Winnipeg Blues | 3 - 1 | MJHL |
| 04/02/2022 12:30 AM UTC | Winkler Flyers | Winnipeg Blues | 4 - 3 | MJHL |
| 03/31/2022 12:30 AM UTC | Winnipeg Blues | Winkler Flyers | 5 - 3 | MJHL |
| 03/29/2022 12:30 AM UTC | Winnipeg Blues | Winkler Flyers | 1 - 0 | MJHL |
| 03/26/2022 12:30 AM UTC | Winkler Flyers | Winnipeg Blues | 9 - 3 | MJHL |
| 03/19/2022 12:30 AM UTC |  Winnipeg Freeze | Winkler Flyers | 0 - 5 | MJHL |
| 03/13/2022 01:30 AM UTC | Winkler Flyers |  Portage Terriers | 7 - 1 | MJHL |
| 03/12/2022 01:30 AM UTC | Portage Terriers | Winkler Flyers | 1 - 3 | MJHL |
| 03/10/2022 01:30 AM UTC | Winkler Flyers | Winnipeg Blues | 3 - 2 | MJHL |
| 03/08/2022 01:30 AM UTC |  Steinbach Pistons | Winkler Flyers | 4 - 3 | MJHL |
| 03/06/2022 01:30 AM UTC | Winnipeg Blues | Winkler Flyers | 2 - 7 | MJHL |
| 03/05/2022 01:30 AM UTC | Winkler Flyers | Winnipeg Blues | 4 - 1 | MJHL |
| 03/03/2022 01:30 AM UTC | Winkler Flyers |  Selkirk Steelers | 4 - 5 | MJHL |
| 02/27/2022 01:30 AM UTC | Portage Terriers | Winkler Flyers | 2 - 5 | MJHL |
| 02/26/2022 01:30 AM UTC | Winkler Flyers | Portage Terriers | 6 - 2 | MJHL |
| 02/24/2022 01:30 AM UTC | Winkler Flyers | Selkirk Steelers | 1 - 2 | MJHL |
| 02/20/2022 01:30 AM UTC | Selkirk Steelers | Winkler Flyers | 2 - 6 | MJHL |
| 02/16/2022 01:30 AM UTC | Winnipeg Blues | Winkler Flyers | 4 - 3 | MJHL |
| 02/12/2022 01:30 AM UTC | Selkirk Steelers | Winkler Flyers | 4 - 1 | MJHL |
| 02/10/2022 01:30 AM UTC | Winkler Flyers | Steinbach Pistons | 1 - 4 | MJHL |
| 02/06/2022 01:30 AM UTC | Winkler Flyers | Steinbach Pistons | 3 - 2 | MJHL |
| 02/05/2022 01:30 AM UTC | Steinbach Pistons | Winkler Flyers | 3 - 4 | MJHL |
| 01/30/2022 12:15 AM UTC | Winnipeg Freeze | Winkler Flyers | 3 - 5 | MJHL |
| 01/29/2022 01:30 AM UTC | Winkler Flyers | Winnipeg Freeze | 4 - 1 | MJHL |
| 01/20/2022 01:30 AM UTC | Winkler Flyers | Winnipeg Freeze | 7 - 2 | MJHL |
| 01/16/2022 09:00 PM UTC | Winkler Flyers |  Waywayseecappo Wolverines | 2 - 3 | MJHL |
| 01/15/2022 01:30 AM UTC | Waywayseecappo Wolverines | Winkler Flyers | 4 - 1 | MJHL |
| 01/09/2022 09:00 PM UTC | Winkler Flyers | Dauphin Kings | 4 - 3 | MJHL |
| 01/08/2022 01:30 AM UTC | Dauphin Kings | Winkler Flyers | 4 - 6 | MJHL |
| 12/19/2021 01:30 AM UTC | Winkler Flyers |  OCN Blizzard | 4 - 1 | MJHL |
| 12/18/2021 01:30 AM UTC | Winkler Flyers | OCN Blizzard | 8 - 6 | MJHL |
| 12/12/2021 09:00 PM UTC | Winkler Flyers |  Neepawa Titans | 6 - 4 | MJHL |
| 12/11/2021 01:30 AM UTC | Neepawa Titans | Winkler Flyers | 3 - 2 | MJHL |
| 12/05/2021 09:00 PM UTC | Winkler Flyers |  Virden Oil Capitals | 1 - 3 | MJHL |
| 12/04/2021 01:30 AM UTC | Virden Oil Capitals | Winkler Flyers | 5 - 1 | MJHL |
| 11/28/2021 01:00 AM UTC |  Swan Valley Stampeders | Winkler Flyers | 6 - 5 | MJHL |
| 11/27/2021 01:00 AM UTC | Swan Valley Stampeders | Winkler Flyers | 0 - 2 | MJHL |
| 11/24/2021 07:30 PM UTC | Winkler Flyers | Virden Oil Capitals | 3 - 2 | MJHL |
| 11/23/2021 01:30 AM UTC | Swan Valley Stampeders | Winkler Flyers | 4 - 1 | MJHL |
| 11/21/2021 01:30 AM UTC | Selkirk Steelers | Winkler Flyers | 3 - 5 | MJHL |
| 11/18/2021 01:30 AM UTC | Winkler Flyers | Selkirk Steelers | 4 - 3 | MJHL |
| 11/14/2021 01:30 AM UTC | Selkirk Steelers | Winkler Flyers | 3 - 2 | MJHL |
| 11/13/2021 01:30 AM UTC | Winkler Flyers | Selkirk Steelers | 6 - 3 | MJHL |
| 11/07/2021 12:30 AM UTC | Winnipeg Blues | Winkler Flyers | 3 - 2 | MJHL |
| 11/06/2021 12:30 AM UTC | Winkler Flyers | Winnipeg Blues | 4 - 1 | MJHL |
| 10/31/2021 12:30 AM UTC | Winkler Flyers | Winnipeg Blues | 3 - 4 | MJHL |
| 10/30/2021 12:30 AM UTC | Winnipeg Blues | Winkler Flyers | 4 - 1 | MJHL |
| 10/24/2021 12:30 AM UTC | Winkler Flyers | Winnipeg Freeze | 7 - 2 | MJHL |
| 10/23/2021 01:00 AM UTC | Winnipeg Freeze | Winkler Flyers | 1 - 4 | MJHL |
| 10/16/2021 11:15 PM UTC | Winnipeg Freeze | Winkler Flyers | 0 - 3 | MJHL |
| 10/16/2021 12:30 AM UTC | Winkler Flyers | Winnipeg Freeze | 8 - 5 | MJHL |
| 10/10/2021 12:30 AM UTC | Steinbach Pistons | Winkler Flyers | 3 - 0 | MJHL |
| 10/09/2021 12:30 AM UTC | Winkler Flyers | Steinbach Pistons | 3 - 2 | MJHL |
| 10/03/2021 12:30 AM UTC | Winkler Flyers | Steinbach Pistons | 1 - 4 | MJHL |
| 10/02/2021 12:30 AM UTC | Steinbach Pistons | Winkler Flyers | 5 - 0 | MJHL |
| 09/26/2021 12:30 AM UTC | Portage Terriers | Winkler Flyers | 3 - 2 | MJHL |
| 09/25/2021 12:30 AM UTC | Winkler Flyers | Portage Terriers | 4 - 3 | MJHL |
| 09/19/2021 11:30 PM UTC | Portage Terriers | Winkler Flyers | 2 - 8 | MJHL |
| 09/19/2021 12:30 AM UTC | Winkler Flyers | Portage Terriers | 6 - 4 | MJHL |
