[2] TOR Maple Leafs 3-6 BOS Bruins [15] 2018-12-09 00:00
Stadium: TD Garden Round: 1
Home Manager: Bruce Cassidy Away Manager: Mike Babcock
Head to Head
| NHL | 2018/11/27 00:00 | BOS Bruins v TOR Maple Leafs | W | 2-4 |
| NHL | 2018/11/11 00:00 | TOR Maple Leafs v BOS Bruins | L | 1-5 |
| NHL | 2018/04/25 23:30 | TOR Maple Leafs v BOS Bruins | L | 4-7 |
| NHL | 2018/04/23 23:00 | BOS Bruins v TOR Maple Leafs | W | 1-3 |
| NHL | 2018/04/22 00:00 | TOR Maple Leafs v BOS Bruins | W | 4-3 |
| NHL | 2018/04/19 23:00 | BOS Bruins v TOR Maple Leafs | L | 3-1 |
| NHL | 2018/04/16 23:00 | BOS Bruins v TOR Maple Leafs | W | 2-4 |
| NHL | 2018/04/15 00:00 | TOR Maple Leafs v BOS Bruins | L | 3-7 |
Home History
| NHL | 2018/12/07 00:00 | DET Red Wings v TOR Maple Leafs | L | 5-4 |
| NHL | 2018/12/05 00:30 | TOR Maple Leafs v BUF Sabres | W | 4-3 |
| NHL | 2018/12/02 00:00 | TOR Maple Leafs v MIN Wild | W | 5-3 |
| NHL | 2018/11/29 00:30 | SJ Sharks v TOR Maple Leafs | W | 3-5 |
| NHL | 2018/11/27 00:00 | BOS Bruins v TOR Maple Leafs | W | 2-4 |
| NHL | 2018/11/25 00:00 | PHI Flyers v TOR Maple Leafs | W | 0-6 |
| NHL | 2018/11/24 00:00 | TOR Maple Leafs v CLB Blue Jackets | L | 2-4 |
| NHL | 2018/11/22 00:00 | TOR Maple Leafs v CAR Hurricanes | L | 2-5 |
Away History
| NHL | 2018/12/07 00:30 | BOS Bruins v TB Lightning | L | 2-3 |
| NHL | 2018/12/05 00:00 | BOS Bruins v FLA Panthers | L | 0-5 |
| NHL | 2018/12/02 00:00 | DET Red Wings v BOS Bruins | L | 4-2 |
| NHL | 2018/11/30 00:00 | NY Islanders v BOS Bruins | W | 1-2 |
| NHL | 2018/11/27 00:00 | BOS Bruins v TOR Maple Leafs | L | 2-4 |
| NHL | 2018/11/25 00:00 | BOS Bruins v MON Canadiens | W | 3-2 |
| NHL | 2018/11/24 00:30 | PIT Penguins v BOS Bruins | W | 1-2 |
| NHL | 2018/11/22 00:30 | BOS Bruins v DET Red Wings | L | 2-3 |