MON Canadiens 0-3 TOR Maple Leafs 2019-08-24 21:00
Stadium: Scotiabank Arena
Home Manager: Mike Babcock Away Manager: Claude Julien
Head to Head
| NHL | 2019/04/06 23:00 | TOR Maple Leafs v MON Canadiens | W | 5-6 |
| NHL | 2019/02/24 00:00 | MON Canadiens v TOR Maple Leafs | L | 3-6 |
| 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 |
Home History
| NHL | 2019/04/06 23:00 | TOR Maple Leafs v MON Canadiens | W | 5-6 |
| NHL | 2019/04/04 23:00 | MON Canadiens v WAS Capitals | L | 1-2 |
| NHL | 2019/04/02 23:30 | TB Lightning v MON Canadiens | W | 2-4 |
| NHL | 2019/03/30 23:00 | MON Canadiens v WIN Jets | W | 3-1 |
| NHL | 2019/03/28 23:00 | MON Canadiens v CLB Blue Jackets | L | 2-6 |
| NHL | 2019/03/26 23:30 | FLA Panthers v MON Canadiens | W | 1-6 |
| NHL | 2019/03/24 23:00 | MON Canadiens v CAR Hurricanes | L | 1-2 |
| NHL | 2019/03/23 23:00 | BUF Sabres v MON Canadiens | W | 4-7 |
Away 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 |