[10] BOS Bruins 3-2 TOR Maple Leafs [4] 2019-01-13 00:00
Stadium: Scotiabank Arena Round: 1
Home Manager: Mike Babcock Away Manager: Bruce Cassidy
Head to Head
| NHL | 2018/12/09 00:00 | TOR Maple Leafs v BOS Bruins | W | 3-6 |
| NHL | 2018/11/27 00:00 | BOS Bruins v TOR Maple Leafs | L | 2-4 |
| 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 |
Home History
| NHL | 2019/01/11 00:00 | WAS Capitals v BOS Bruins | L | 4-2 |
| NHL | 2019/01/09 00:00 | MIN Wild v BOS Bruins | W | 0-4 |
| NHL | 2019/01/06 00:00 | BUF Sabres v BOS Bruins | W | 1-2 |
| NHL | 2019/01/04 00:00 | CAL Flames v BOS Bruins | W | 4-6 |
| NHL | 2019/01/01 18:00 | BOS Bruins v CHI Blackhawks | W | 4-2 |
| NHL | 2018/12/30 00:00 | BOS Bruins v BUF Sabres | W | 3-2 |
| NHL | 2018/12/28 00:00 | NJ Devils v BOS Bruins | L | 5-2 |
| NHL | 2018/12/23 22:00 | BOS Bruins v CAR Hurricanes | L | 3-5 |
Away History
| NHL | 2019/01/11 00:00 | TOR Maple Leafs v NJ Devils | W | 4-2 |
| NHL | 2019/01/08 00:00 | NAS Predators v TOR Maple Leafs | L | 4-0 |
| NHL | 2019/01/06 00:00 | VAN Canucks v TOR Maple Leafs | W | 0-5 |
| NHL | 2019/01/03 19:00 | MIN Wild v TOR Maple Leafs | L | 4-3 |
| NHL | 2018/12/30 00:00 | NY Islanders v TOR Maple Leafs | L | 4-0 |
| NHL | 2018/12/29 00:00 | TOR Maple Leafs v CLB Blue Jackets | W | 4-2 |
| NHL | 2018/12/24 00:30 | DET Red Wings v TOR Maple Leafs | W | 4-5 |
| NHL | 2018/12/23 00:00 | NY Rangers v TOR Maple Leafs | W | 3-5 |