| Sep 4, 2026 | mjhl | Steinbach Pistons @ Winkler Flyers | 3–5 | 24 | Linesman | Wiebe, Wither, Sibbald |
| Mar 4, 2026 | mjhl | Winnipeg Blues @ Portage Terriers | 4–5 | 12 | Linesman | Wiebe, Letkeman, Sibbald |
| Feb 28, 2026 | mjhl | Northern Manitoba Blizzard @ Winnipeg Monarchs | 1–5 | 12 | Linesman | Comte, Krzyzaniak, Nordman |
| Jan 24, 2026 | mjhl | Northern Manitoba Blizzard @ Winkler Flyers | 1–8 | 30 | Linesman | Martin, Wither, Sibbald |
| Dec 20, 2025 | mjhl | Winnipeg Blues @ Winkler Flyers | 3–9 | 74 | Linesman | Wilkinson, Heide, Sibbald |
| Dec 7, 2025 | mjhl | Portage Terriers @ Winkler Flyers | 3–0 | 64 | Linesman | Zacharias, Tiede, Street |
| Dec 4, 2025 | mjhl | Winnipeg Monarchs @ Winkler Flyers | 2–4 | 18 | Linesman | Wiebe, Appleyard, Sibbald |
| Oct 7, 2025 | mjhl | Winnipeg Monarchs @ Winkler Flyers | 1–7 | 58 | Linesman | Letkeman, Gramiak, Sibbald |
| Oct 5, 2025 | mjhl | Winnipeg Monarchs @ Portage Terriers | 0–5 | 30 | Linesman | Letkeman, Wood, Sibbald |
| Sep 5, 2025 | mjhl | Steinbach Pistons @ Winkler Flyers | 5–2 | 56 | Linesman | Wiebe, Letkeman, Sibbald |
| Mar 2, 2025 | mjhl | Waywayseecappo Wolverines @ Winkler Flyers | 1–4 | 10 | Linesman | Burnell, Hofer, Miko |
| Feb 17, 2025 | mjhl | Selkirk Steelers @ Portage Terriers | 3–3 | 42 | Linesman | Wiebe, Letkeman, Sibbald |
| Feb 15, 2025 | mjhl | Waywayseecappo Wolverines @ Winkler Flyers | 2–6 | 28 | Linesman | Wiebe, Croker, Sibbald |
| Feb 9, 2025 | mjhl | Dauphin Kings @ Winkler Flyers | 2–1 | 80 | Linesman | Swedlo, Hofer, Sibbald |
| Jan 18, 2025 | mjhl | Virden Oil Capitals @ Winkler Flyers | 1–4 | 23 | Linesman | Gramiak, Zacharias, Surminski |
| Dec 1, 2024 | mjhl | Winnipeg Blues @ Winkler Flyers | 1–4 | 60 | Linesman | Burnell, Zacharias, Derksen |
| Nov 22, 2024 | mjhl | Swan Valley Stampeders @ Winkler Flyers | 4–3 | 18 | Linesman | Wood, Hill, Street |
| Oct 25, 2024 | mjhl | Winnipeg Freeze @ Niverville Nighthawks | 5–5 | 30 | Linesman | Hofer, Letkeman, Sibbald |
| Oct 13, 2024 | mjhl | Portage Terriers @ Winkler Flyers | 2–6 | 38 | Linesman | Letkeman, Wilkinson, Grenier |
| Sep 27, 2024 | mjhl | Northern Manitoba Blizzard @ Portage Terriers | 5–1 | 20 | Linesman | Mitchell, Letkeman, Cameron |
| Mar 6, 2024 | mjhl | Steinbach Pistons @ Winkler Flyers | 1–3 | 10 | Linesman | Friesen, Wiebe, Grenier |
| Feb 2, 2024 | mjhl | Dauphin Kings @ Winkler Flyers | 2–3 | 40 | Linesman | Mitchell, Swedlo, Kile |
| Jan 31, 2024 | mjhl | SJHL 18U Blue @ MJHL 18U White | 5–2 | 52 | Linesman | Austin, Martin, Loewen |
| Jan 5, 2024 | mjhl | Niverville Nighthawks @ Winkler Flyers | 3–7 | 63 | Linesman | Peluk, Friesen, Lyle |
| Dec 10, 2023 | mjhl | Swan Valley Stampeders @ Winkler Flyers | 2–6 | 30 | Linesman | Powell, Wiebe, Derksen |
