[22] MON Canadiens 1-3 BOS Bruins [2] 2019-09-17 04:00
Stadium: TD Garden
Home Manager: Claude Julien Away Manager: Bruce Cassidy
Head to Head
| NHL | 2019/01/15 00:30 | MTL Canadiens v BOS Bruins | W | 3-2 |
| NHL | 2018/12/18 00:30 | BOS Bruins v MTL Canadiens | L | 4-0 |
| NHL | 2018/11/25 00:00 | BOS Bruins v MTL Canadiens | L | 3-2 |
| NHL | 2018/10/27 23:00 | MTL Canadiens v BOS Bruins | W | 3-0 |
| NHL | 2018/03/03 22:00 | MTL Canadiens v BOS Bruins | L | 1-2 |
| NHL | 2018/01/21 00:00 | BOS Bruins v MTL Canadiens | L | 4-1 |
| NHL | 2018/01/18 00:30 | MTL Canadiens v BOS Bruins | L | 1-4 |
| NHL | 2018/01/14 00:00 | BOS Bruins v MTL Canadiens | L | 4-3 |
Home History
| NHL Pre-Season | 2019/09/16 23:00 | MTL Canadiens v NJ Devils | W | 4-2 |
| NHL | 2019/04/06 23:00 | TOR Maple Leafs v MTL Canadiens | W | 5-6 |
| NHL | 2019/04/04 23:00 | MTL Canadiens v WAS Capitals | L | 1-2 |
| NHL | 2019/04/02 23:30 | TB Lightning v MTL Canadiens | W | 2-4 |
| NHL | 2019/03/30 23:00 | MTL Canadiens v WPG Jets | W | 3-1 |
| NHL | 2019/03/28 23:00 | MTL Canadiens v CLB Blue Jackets | L | 2-6 |
| NHL | 2019/03/26 23:30 | FLA Panthers v MTL Canadiens | W | 1-6 |
| NHL | 2019/03/24 23:00 | MTL Canadiens v CAR Hurricanes | L | 1-2 |
Away History
| NHL Pre-Season | 2019/09/16 23:00 | NJ Devils v BOS Bruins | L | 4-3 |
| 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 |