[18] DET Red Wings 4-2 SP Cailungo [3] 2023-12-23 12:30
Stadium: Scotiabank Arena
Home Manager: Sheldon Keefe Away Manager: Derek Lalonde
Head to Head
| NHL | 2023/11/17 19:00 | TOR Maple Leafs v DET Red Wings | L | 3-2 |
| NHL Pre-Season | 2023/10/07 23:00 | TOR Maple Leafs v DET Red Wings | W | 3-4 |
| NHL Pre-Season | 2023/10/05 23:00 | DET Red Wings v TOR Maple Leafs | L | 3-4 |
| 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 |
Home History
| NHL | 2023/12/23 00:00 | PHI Flyers v DET Red Wings | W | 6-7 |
| NHL | 2023/12/21 00:30 | DET Red Wings v WPG Jets | L | 2-5 |
| NHL | 2023/12/19 00:00 | ANA Ducks v DET Red Wings | L | 4-3 |
| NHL | 2023/12/17 00:00 | DET Red Wings v PHI Flyers | L | 0-1 |
| NHL | 2023/12/15 00:30 | CAR Hurricanes v DET Red Wings | L | 2-1 |
| NHL | 2023/12/13 00:30 | DET Red Wings v STL Blues | W | 6-4 |
| NHL | 2023/12/12 01:00 | DET Red Wings v DAL Stars | L | 3-6 |
| NHL | 2023/12/10 00:00 | OTT Senators v DET Red Wings | L | 5-1 |
Away History
| NHL | 2023/12/22 00:00 | TOR Maple Leafs v BUF Sabres | L | 3-9 |
| NHL | 2023/12/20 00:00 | NY Rangers v TOR Maple Leafs | L | 5-2 |
| NHL | 2023/12/17 00:00 | PIT Penguins v TOR Maple Leafs | W | 0-7 |
| NHL | 2023/12/15 00:00 | CLB Blue Jackets v TOR Maple Leafs | L | 6-5 |
| NHL | 2023/12/13 00:00 | TOR Maple Leafs v NY Rangers | W | 7-3 |
| NHL | 2023/12/12 00:00 | TOR Maple Leafs v NY Islanders | L | 3-4 |
| NHL | 2023/12/10 00:00 | NSH Predators v TOR Maple Leafs | W | 0-4 |
| NHL | 2023/12/08 00:00 | TOR Maple Leafs v OTT Senators | W | 4-3 |