Stadium: Scotiabank Arena
Home Manager: Derek Lalonde Away Manager: Sheldon Keefe
| NHL | 2023/04/02 23:00 | DET Red Wings v TOR Maple Leafs | W | 5-2 |
| NHL | 2023/01/13 00:00 | TOR Maple Leafs v DET Red Wings | W | 1-4 |
| NHL | 2023/01/08 00:00 | DET Red Wings v TOR Maple Leafs | L | 1-4 |
| NHL | 2022/11/29 00:00 | TOR Maple Leafs v DET Red Wings | L | 4-2 |
| NHL Pre-Season | 2022/10/08 23:00 | DET Red Wings v TOR Maple Leafs | L | 1-5 |
| NHL Pre-Season | 2022/10/07 23:30 | TOR Maple Leafs v DET Red Wings | W | 2-4 |
| NHL | 2022/04/26 23:00 | DET Red Wings v TOR Maple Leafs | L | 0-3 |
| NHL | 2022/02/27 00:30 | TOR Maple Leafs v DET Red Wings | L | 10-7 |
| NHL | 2023/04/13 23:00 | DET Red Wings v TB Lightning | L | 0-5 |
| NHL | 2023/04/11 23:00 | DET Red Wings v CAR Hurricanes | L | 1-4 |
| NHL | 2023/04/10 23:00 | DAL Stars v DET Red Wings | L | 6-1 |
| NHL | 2023/04/08 17:00 | PIT Penguins v DET Red Wings | L | 5-1 |
| NHL | 2023/04/06 23:00 | BUF Sabres v DET Red Wings | L | 7-6 |
| NHL | 2023/04/04 23:00 | DET Red Wings v MTL Canadiens | W | 5-0 |
| NHL | 2023/04/02 23:00 | DET Red Wings v TOR Maple Leafs | W | 5-2 |
| NHL | 2023/04/01 00:00 | DET Red Wings v WPG Jets | L | 2-6 |
| NHL | 2023/05/12 23:00 | FLA Panthers v TOR Maple Leafs | L | 3-2 |
| NHL | 2023/05/10 23:00 | TOR Maple Leafs v FLA Panthers | W | 2-1 |
| NHL | 2023/05/07 22:30 | TOR Maple Leafs v FLA Panthers | L | 2-3 |
| NHL | 2023/05/04 23:00 | FLA Panthers v TOR Maple Leafs | L | 3-2 |
| NHL | 2023/05/02 23:00 | FLA Panthers v TOR Maple Leafs | L | 4-2 |
| NHL | 2023/04/29 23:00 | TOR Maple Leafs v TB Lightning | W | 2-1 |
| NHL | 2023/04/27 23:00 | TB Lightning v TOR Maple Leafs | L | 4-2 |
| NHL | 2023/04/24 23:30 | TOR Maple Leafs v TB Lightning | W | 5-4 |