[10] TOR Maple Leafs 2-4 BOS Bruins [5] 2019-08-16 01:00
Stadium: TD Garden
Home Manager: Bruce Cassidy Away Manager: Mike Babcock
Head to Head
| NHL | 2019/04/23 23:00 | TOR Maple Leafs v BOS Bruins | L | 1-5 |
| NHL | 2019/04/21 19:00 | BOS Bruins v TOR Maple Leafs | L | 4-2 |
| NHL | 2019/04/19 23:00 | TOR Maple Leafs v BOS Bruins | W | 2-1 |
| NHL | 2019/04/17 23:00 | BOS Bruins v TOR Maple Leafs | L | 6-4 |
| NHL | 2019/04/15 23:00 | BOS Bruins v TOR Maple Leafs | W | 2-3 |
| NHL | 2019/04/14 00:00 | TOR Maple Leafs v BOS Bruins | L | 1-4 |
| NHL | 2019/04/11 23:00 | TOR Maple Leafs v BOS Bruins | W | 4-1 |
| NHL | 2019/01/13 00:00 | BOS Bruins v TOR Maple Leafs | L | 3-2 |
Home History
| NHL | 2019/04/23 23:00 | TOR Maple Leafs v BOS Bruins | L | 1-5 |
| NHL | 2019/04/21 19:00 | BOS Bruins v TOR Maple Leafs | L | 4-2 |
| NHL | 2019/04/19 23:00 | TOR Maple Leafs v BOS Bruins | W | 2-1 |
| NHL | 2019/04/17 23:00 | BOS Bruins v TOR Maple Leafs | L | 6-4 |
| NHL | 2019/04/15 23:00 | BOS Bruins v TOR Maple Leafs | W | 2-3 |
| NHL | 2019/04/14 00:00 | TOR Maple Leafs v BOS Bruins | L | 1-4 |
| NHL | 2019/04/11 23:00 | TOR Maple Leafs v BOS Bruins | W | 4-1 |
| NHL | 2019/04/06 23:00 | TOR Maple Leafs v MON Canadiens | L | 5-6 |
Away History
| NHL | 2019/06/13 00:00 | STL Blues v BOS Bruins | L | 4-1 |
| NHL | 2019/06/10 00:00 | BOS Bruins v STL Blues | W | 5-1 |
| NHL | 2019/06/07 00:00 | STL Blues v BOS Bruins | L | 2-1 |
| NHL | 2019/06/04 00:00 | BOS Bruins v STL Blues | L | 2-4 |
| NHL | 2019/06/02 00:00 | BOS Bruins v STL Blues | W | 7-2 |
| NHL | 2019/05/30 00:00 | STL Blues v BOS Bruins | L | 3-2 |
| NHL | 2019/05/28 00:00 | STL Blues v BOS Bruins | W | 2-4 |
| NHL | 2019/05/17 00:00 | BOS Bruins v CAR Hurricanes | W | 4-0 |