Since the 2017–18 season the Maple Leafs and Red Wings have met 30 times in the regular season, with the Maple Leafs holding a 18–12 edge in the series.
Most recently the Red Wings won 2–1 on January 21, 2026.
Right now the Maple Leafs are 3–3–1 and the Red Wings are 1–3–2, with the Red Wings at 8 days since a win against the Maple Leafs' 4.
| Season | Wins |
|---|---|
| 2025–26 | Maple Leafs 0, Red Wings 4 |
| 2024–25 | Maple Leafs 3, Red Wings 1 |
| 2023–24 | Maple Leafs 1, Red Wings 2 |
| 2022–23 | Maple Leafs 2, Red Wings 2 |
| 2021–22 | Maple Leafs 4, Red Wings 0 |
| 2019–20 | Maple Leafs 3, Red Wings 0 |
| 2018–19 | Maple Leafs 2, Red Wings 2 |
| 2017–18 | Maple Leafs 3, Red Wings 1 |
| Date | Host | Winner | Score |
|---|---|---|---|
| January 21, 2026 | Maple Leafs home | Red Wings | 2–1 |
| December 28, 2025 | Red Wings home | Red Wings | 3–2 |
| October 13, 2025 | Maple Leafs home | Red Wings | 3–2 |
| October 11, 2025 | Red Wings home | Red Wings | 6–3 |
| April 17, 2025 | Maple Leafs home | Maple Leafs | 4–3 |
| December 27, 2024 | Red Wings home | Maple Leafs | 5–2 |
| December 14, 2024 | Red Wings home | Red Wings | 4–2 |
| November 8, 2024 | Maple Leafs home | Maple Leafs | 3–1 |
| April 13, 2024 | Maple Leafs home | Red Wings | 5–4 |
| January 14, 2024 | Maple Leafs home | Red Wings | 4–2 |
| November 17, 2023 | Red Wings home | Maple Leafs | 3–2 |
| April 2, 2023 | Maple Leafs home | Red Wings | 5–2 |
| January 12, 2023 | Red Wings home | Red Wings | 4–1 |
| January 7, 2023 | Maple Leafs home | Maple Leafs | 4–1 |
| November 28, 2022 | Red Wings home | Maple Leafs | 4–2 |
Full schedules and drought counters: Toronto Maple Leafs and Detroit Red Wings.
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