Since the 2017–18 season the Bruins and Maple Leafs have met 29 times in the regular season, with the Bruins holding a 16–13 edge in the series.
Most recently the Maple Leafs won 4–2 on March 24, 2026.
Right now the Bruins are 2–2–0 and the Maple Leafs are 2–2–0, with the Bruins at 5 days since a win against the Maple Leafs' 1.
| Season | Wins |
|---|---|
| 2025–26 | Bruins 2, Maple Leafs 1 |
| 2024–25 | Bruins 1, Maple Leafs 3 |
| 2023–24 | Bruins 4, Maple Leafs 0 |
| 2022–23 | Bruins 3, Maple Leafs 1 |
| 2021–22 | Bruins 0, Maple Leafs 3 |
| 2019–20 | Bruins 2, Maple Leafs 1 |
| 2018–19 | Bruins 3, Maple Leafs 1 |
| 2017–18 | Bruins 1, Maple Leafs 3 |
| Date | Host | Winner | Score |
|---|---|---|---|
| March 24, 2026 | Bruins home | Maple Leafs | 4–2 |
| November 11, 2025 | Bruins home | Bruins | 5–3 |
| November 8, 2025 | Maple Leafs home | Bruins | 5–3 |
| February 25, 2025 | Bruins home | Maple Leafs | 5–4 |
| January 4, 2025 | Maple Leafs home | Maple Leafs | 6–4 |
| November 5, 2024 | Maple Leafs home | Maple Leafs | 4–0 |
| October 26, 2024 | Bruins home | Bruins | 4–3 |
| March 7, 2024 | Bruins home | Bruins | 4–1 |
| March 4, 2024 | Maple Leafs home | Bruins | 4–1 |
| December 2, 2023 | Maple Leafs home | Bruins | 4–3 |
| November 2, 2023 | Bruins home | Bruins | 3–2 |
| April 6, 2023 | Bruins home | Bruins | 2–1 |
| February 1, 2023 | Maple Leafs home | Bruins | 5–2 |
| January 14, 2023 | Bruins home | Bruins | 4–3 |
| November 5, 2022 | Maple Leafs home | Maple Leafs | 2–1 |
Full schedules and drought counters: Boston Bruins and Toronto Maple Leafs.
Bruins vs Sabres, Bruins vs Red Wings, Bruins vs Panthers, Bruins vs Canadiens, Bruins vs Senators, Bruins vs Lightning, Sabres vs Red Wings, Sabres vs Panthers, Sabres vs Canadiens, Sabres vs Senators, Sabres vs Lightning, Sabres vs Maple Leafs, Red Wings vs Panthers, Red Wings vs Canadiens, Red Wings vs Senators, Red Wings vs Lightning, Red Wings vs Maple Leafs, Panthers vs Canadiens, Panthers vs Senators, Panthers vs Lightning, Panthers vs Maple Leafs, Canadiens vs Senators, Canadiens vs Lightning, Canadiens vs Maple Leafs, Senators vs Lightning, Senators vs Maple Leafs, Lightning vs Maple Leafs.