[7] TOR Maple Leafs 2-3 DET Red Wings [28] 2019-02-02 00:30
Stadium: Little Caesars Arena Round: 1
Home Manager: Jeff Blashill Away Manager: Mike Babcock
Head to Head
| NHL | 2018/12/24 00:30 | DET Red Wings v TOR Maple Leafs | W | 4-5 |
| NHL | 2018/12/07 00:00 | DET Red Wings v TOR Maple Leafs | L | 5-4 |
| NHL | 2018/10/11 23:30 | TOR Maple Leafs v DET Red Wings | W | 5-3 |
| NHL Pre-Season | 2018/09/29 23:05 | TOR Maple Leafs v DET Red Wings | L | 1-5 |
| NHL Pre-Season | 2018/09/29 23:00 | DET Red Wings v TOR Maple Leafs | L | 5-1 |
| NHL Pre-Season | 2018/09/28 23:30 | DET Red Wings v TOR Maple Leafs | W | 2-6 |
| NHL | 2018/03/24 23:00 | DET Red Wings v TOR Maple Leafs | W | 3-4 |
| NHL | 2018/02/19 00:00 | TOR Maple Leafs v DET Red Wings | W | 3-2 |
Home History
| NHL | 2019/01/24 00:30 | WAS Capitals v TOR Maple Leafs | W | 3-6 |
| NHL | 2019/01/21 00:00 | ARZ Coyotes v TOR Maple Leafs | L | 4-2 |
| NHL | 2019/01/19 00:00 | TOR Maple Leafs v FLA Panthers | L | 1-3 |
| NHL | 2019/01/18 00:30 | TOR Maple Leafs v TB Lightning | W | 4-2 |
| NHL | 2019/01/15 00:00 | COL Avalanche v TOR Maple Leafs | L | 6-3 |
| NHL | 2019/01/13 00:00 | BOS Bruins v TOR Maple Leafs | L | 3-2 |
| NHL | 2019/01/11 00:00 | TOR Maple Leafs v NJ Devils | W | 4-2 |
| NHL | 2019/01/08 00:00 | NAS Predators v TOR Maple Leafs | L | 4-0 |
Away History
| NHL | 2019/01/23 02:00 | DET Red Wings v EDM Oilers | W | 3-2 |
| NHL | 2019/01/20 21:00 | DET Red Wings v VAN Canucks | L | 2-3 |
| NHL | 2019/01/19 02:00 | DET Red Wings v CAL Flames | L | 4-6 |
| NHL | 2019/01/16 00:30 | ANA Ducks v DET Red Wings | W | 1-3 |
| NHL | 2019/01/13 01:00 | DET Red Wings v MIN Wild | W | 5-2 |
| NHL | 2019/01/12 01:00 | DET Red Wings v WIN Jets | L | 2-4 |
| NHL | 2019/01/09 00:30 | MON Canadiens v DET Red Wings | L | 3-2 |
| NHL | 2019/01/06 22:00 | WAS Capitals v DET Red Wings | L | 3-2 |