[10] MON Canadiens 3-6 TOR Maple Leafs [8] 2019-02-24 00:00
Stadium: Scotiabank Arena Round: 1
Home Manager: Mike Babcock Away Manager: Claude Julien
Head to Head
| NHL | 2019/02/10 00:00 | TOR Maple Leafs v MON Canadiens | L | 4-3 |
| NHL | 2018/10/03 23:00 | MON Canadiens v TOR Maple Leafs | L | 2-3 |
| NHL Pre-Season | 2018/09/26 23:30 | TOR Maple Leafs v MON Canadiens | L | 5-3 |
| NHL Pre-Season | 2018/09/24 23:30 | MON Canadiens v TOR Maple Leafs | W | 5-1 |
| NHL | 2018/04/07 23:00 | MON Canadiens v TOR Maple Leafs | L | 2-4 |
| NHL | 2018/03/17 23:00 | MON Canadiens v TOR Maple Leafs | L | 0-4 |
| NHL | 2017/11/19 00:00 | TOR Maple Leafs v MON Canadiens | L | 6-0 |
| NHL | 2017/10/14 23:00 | TOR Maple Leafs v MON Canadiens | L | 4-3 |
Home History
| NHL | 2019/02/22 00:30 | PHI Flyers v MON Canadiens | W | 1-5 |
| NHL | 2019/02/20 00:30 | CLB Blue Jackets v MON Canadiens | W | 2-3 |
| NHL | 2019/02/18 00:00 | MON Canadiens v FLA Panthers | L | 3-6 |
| NHL | 2019/02/17 00:00 | MON Canadiens v TB Lightning | L | 0-3 |
| NHL | 2019/02/15 01:00 | MON Canadiens v NAS Predators | L | 1-3 |
| NHL | 2019/02/10 00:00 | TOR Maple Leafs v MON Canadiens | L | 4-3 |
| NHL | 2019/02/08 00:30 | WIN Jets v MON Canadiens | W | 2-5 |
| NHL | 2019/02/06 00:30 | ANA Ducks v MON Canadiens | W | 1-4 |
Away History
| NHL | 2019/02/22 00:00 | WAS Capitals v TOR Maple Leafs | L | 3-2 |
| NHL | 2019/02/20 01:00 | TOR Maple Leafs v STL Blues | L | 2-3 |
| NHL | 2019/02/17 00:00 | TOR Maple Leafs v ARZ Coyotes | L | 0-2 |
| NHL | 2019/02/15 03:00 | TOR Maple Leafs v VGS Golden Knights | W | 6-3 |
| NHL | 2019/02/13 02:00 | TOR Maple Leafs v COL Avalanche | W | 5-2 |
| NHL | 2019/02/11 00:00 | TOR Maple Leafs v NY Rangers | L | 1-4 |
| NHL | 2019/02/10 00:00 | TOR Maple Leafs v MON Canadiens | W | 4-3 |
| NHL | 2019/02/07 00:30 | OTT Senators v TOR Maple Leafs | W | 4-5 |