[3] Donaldson/Iesha Shepherd 4-2 TOR Maple Leafs [7] 2018-12-19 21:00
Stadium: Scotiabank Arena Round: 189
Home Manager: Bruce Cassidy Away Manager: Mike Babcock
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 | 2018/12/18 00:30 | BOS Bruins v MTL Canadiens | W | 4-0 |
| NHL | 2018/12/16 22:00 | BUF Sabres v BOS Bruins | L | 4-2 |
| NHL | 2018/12/15 00:00 | BOS Bruins v PIT Penguins | L | 3-5 |
| NHL | 2018/12/12 00:00 | ARZ Coyotes v BOS Bruins | W | 3-4 |
| NHL | 2018/12/09 22:00 | BOS Bruins v OTT Senators | W | 2-1 |
| NHL | 2018/12/09 00:00 | TOR Maple Leafs v BOS Bruins | W | 3-6 |
| 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 |
Away History
| NHL | 2018/12/19 00:00 | TOR Maple Leafs v NJ Devils | W | 7-2 |
| NHL | 2018/12/16 00:00 | TOR Maple Leafs v FLA Panthers | L | 3-4 |
| NHL | 2018/12/14 00:30 | TOR Maple Leafs v TB Lightning | L | 1-4 |
| NHL | 2018/12/12 00:00 | TOR Maple Leafs v CAR Hurricanes | W | 4-1 |
| NHL | 2018/12/09 00:00 | TOR Maple Leafs v BOS Bruins | L | 3-6 |
| 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 |
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