| Oct 7, 2025 | mjhl | Winnipeg Monarchs @ Winkler Flyers | 1–7 | 58 | Linesman | Letkeman, Gramiak, Matuszewski |
| Oct 5, 2025 | mjhl | Winnipeg Monarchs @ Portage Terriers | 0–5 | 30 | Linesman | Letkeman, Wood, Matuszewski |
| Sep 19, 2025 | mjhl | Steinbach Pistons @ Winkler Flyers | 4–2 | 22 | Linesman | Wiebe, Letkeman, Street |
| Sep 14, 2025 | mjhl | Winnipeg Monarchs @ Winkler Flyers | 1–4 | 24 | Linesman | Tiede, Alward, Street |
| Sep 5, 2025 | mjhl | Steinbach Pistons @ Winkler Flyers | 5–2 | 56 | Linesman | Wiebe, Letkeman, Matuszewski |
| Mar 29, 2025 | mjhl | Niverville Nighthawks @ Winkler Flyers | 3–4 | 24 | Linesman | Swedlo, Peluk, Surminski |
| Mar 21, 2025 | mjhl | Niverville Nighthawks @ Winkler Flyers | 0–1 | 14 | Linesman | Peluk, Wither, Kile |
| Mar 15, 2025 | mjhl | Winnipeg Blues @ Steinbach Pistons | 0–5 | 20 | Linesman | Wiebe, Wilkinson, Lyle |
| Mar 9, 2025 | mjhl | Portage Terriers @ Winkler Flyers | 2–1 | 22 | Linesman | Peluk, Wiebe, Street |
| Feb 20, 2025 | mjhl | Niverville Nighthawks @ Winkler Flyers | 2–3 | 26 | Linesman | Mitchell, Wiebe, Street |
| Feb 17, 2025 | mjhl | Selkirk Steelers @ Portage Terriers | 3–3 | 42 | Linesman | Wiebe, Letkeman, Matuszewski |
| Feb 15, 2025 | mjhl | Waywayseecappo Wolverines @ Winkler Flyers | 2–6 | 28 | Linesman | Wiebe, Croker, Matuszewski |
| Feb 9, 2025 | mjhl | Dauphin Kings @ Winkler Flyers | 2–1 | 80 | Linesman | Swedlo, Hofer, Matuszewski |
| Feb 7, 2025 | mjhl | Winnipeg Freeze @ Winkler Flyers | 0–7 | 166 | Linesman | Wiebe, Letkeman, Street |
| Feb 1, 2025 | mjhl | Neepawa Titans @ Winkler Flyers | 2–3 | 28 | Linesman | Letkeman, Swedlo, Derksen |
| Jan 25, 2025 | mjhl | Northern Manitoba Blizzard @ Winkler Flyers | 0–2 | 28 | Linesman | Burnell, Letkeman, Street |
| Jan 24, 2025 | mjhl | Northern Manitoba Blizzard @ Winkler Flyers | 0–3 | 12 | Linesman | Powell, Wiebe, Street |
| Dec 17, 2024 | mjhl | Winnipeg Freeze @ Winkler Flyers | 0–7 | 14 | Linesman | Wilkinson, Wiebe, Grenier |
| Nov 13, 2024 | mjhl | Winnipeg Blues @ Portage Terriers | 2–5 | 33 | Linesman | Wiebe, Letkeman, Burton |
| Nov 11, 2024 | mjhl | Portage Terriers @ Winnipeg Freeze | 6–2 | 48 | Linesman | Letkeman, Wiebe, Miko |
| Oct 25, 2024 | mjhl | Winnipeg Freeze @ Niverville Nighthawks | 5–5 | 30 | Linesman | Hofer, Letkeman, Matuszewski |
| Oct 20, 2024 | mjhl | Dauphin Kings @ Winkler Flyers | 3–1 | 84 | Linesman | Alward, Wiebe, Miko |
| Oct 12, 2024 | mjhl | Swan Valley Stampeders @ Winkler Flyers | 2–7 | 36 | Linesman | Zacharias, Wiebe, Fournier |
| Sep 20, 2024 | mjhl | Steinbach Pistons @ Winkler Flyers | 2–3 | 14 | Linesman | Wiebe, Burnell, Derksen |
| Sep 13, 2024 | mjhl | Steinbach Pistons @ Winkler Flyers | 4–4 | 79 | Linesman | Letkeman, Wiebe, Derksen |
