[7] BOS Bruins 2-4 TOR Maple Leafs [4] 2018-11-27 00:00
Estadio: Scotiabank Arena Round: 1
Home Manager: Mike Babcock Away Manager: Bruce Cassidy
Head to Head
| NHL | 2018/11/11 00:00 | TOR Maple Leafs v BOS Bruins | W | 1-5 |
| NHL | 2018/04/25 23:30 | TOR Maple Leafs v BOS Bruins | W | 4-7 |
| NHL | 2018/04/23 23:00 | BOS Bruins v TOR Maple Leafs | L | 1-3 |
| NHL | 2018/04/22 00:00 | TOR Maple Leafs v BOS Bruins | L | 4-3 |
| NHL | 2018/04/19 23:00 | BOS Bruins v TOR Maple Leafs | W | 3-1 |
| NHL | 2018/04/16 23:00 | BOS Bruins v TOR Maple Leafs | L | 2-4 |
| NHL | 2018/04/15 00:00 | TOR Maple Leafs v BOS Bruins | W | 3-7 |
| NHL | 2018/04/12 23:00 | TOR Maple Leafs v BOS Bruins | W | 1-5 |
| NHL | 2018/02/25 00:00 | BOS Bruins v TOR Maple Leafs | L | 3-4 |
| NHL | 2018/02/04 00:00 | TOR Maple Leafs v BOS Bruins | W | 1-4 |
| NHL | 2017/11/12 00:00 | TOR Maple Leafs v BOS Bruins | L | 4-1 |
| NHL | 2017/11/11 00:00 | BOS Bruins v TOR Maple Leafs | L | 2-3 |
| NHL | 2017/03/20 23:30 | BOS Bruins v TOR Maple Leafs | L | 2-4 |
| NHL | 2017/02/05 00:00 | TOR Maple Leafs v BOS Bruins | L | 6-5 |
| NHL | 2016/12/11 00:00 | TOR Maple Leafs v BOS Bruins | L | 4-1 |
| NHL | 2016/10/15 23:00 | BOS Bruins v TOR Maple Leafs | L | 1-4 |