[3] BOS Bruins 2-4 DET Red Wings [31] 2019-11-09 00:30
Stadium: Little Caesars Arena
Home Manager: Jeff Blashill Away Manager: Bruce Cassidy
Head to Head
| NHL | 2019/03/31 23:30 | BOS Bruins v DET Red Wings | L | 3-6 |
| NHL | 2018/12/02 00:00 | DET Red Wings v BOS Bruins | L | 4-2 |
| NHL | 2018/11/22 00:30 | BOS Bruins v DET Red Wings | L | 2-3 |
| NHL | 2018/10/13 19:00 | DET Red Wings v BOS Bruins | W | 2-8 |
| NHL Pre-Season | 2018/09/26 23:00 | DET Red Wings v BOS Bruins | L | 3-2 |
| NHL Pre-Season | 2018/09/22 23:00 | BOS Bruins v DET Red Wings | L | 3-4 |
| NHL | 2018/03/07 00:00 | DET Red Wings v BOS Bruins | W | 5-6 |
| NHL | 2018/02/07 00:30 | BOS Bruins v DET Red Wings | W | 3-2 |
Home History
| NHL | 2019/11/06 00:30 | BOS Bruins v MON Canadiens | L | 4-5 |
| NHL | 2019/11/05 00:00 | PIT Penguins v BOS Bruins | W | 4-6 |
| NHL | 2019/11/02 23:00 | OTT Senators v BOS Bruins | W | 2-5 |
| NHL | 2019/10/29 23:00 | SJ Sharks v BOS Bruins | W | 1-5 |
| NHL | 2019/10/27 23:00 | BOS Bruins v NY Rangers | W | 7-4 |
| NHL | 2019/10/26 23:00 | STL Blues v BOS Bruins | W | 0-3 |
| NHL | 2019/10/22 23:00 | TOR Maple Leafs v BOS Bruins | W | 2-4 |
| NHL | 2019/10/19 23:00 | BOS Bruins v TOR Maple Leafs | L | 3-4 |
Away History
| NHL | 2019/11/07 01:00 | DET Red Wings v NY Rangers | L | 1-5 |
| NHL | 2019/11/05 00:30 | NAS Predators v DET Red Wings | L | 6-1 |
| NHL | 2019/11/02 23:00 | DET Red Wings v FLA Panthers | L | 0-4 |
| NHL | 2019/11/01 23:30 | DET Red Wings v CAR Hurricanes | L | 3-7 |
| NHL | 2019/10/29 23:30 | EDM Oilers v DET Red Wings | W | 1-3 |
| NHL | 2019/10/27 21:00 | STL Blues v DET Red Wings | L | 5-4 |
| NHL | 2019/10/25 23:30 | BUF Sabres v DET Red Wings | L | 2-0 |
| NHL | 2019/10/23 23:30 | DET Red Wings v OTT Senators | L | 2-5 |