[9] PIT Penguins 5-3 DET Red Wings [31] 2019-12-08 00:00
Stadium: Little Caesars Arena
Home Manager: Jeff Blashill Away Manager: Mike Sullivan
Head to Head
| NHL Pre-Season | 2019/09/25 23:00 | DET Red Wings v PIT Penguins | W | 2-4 |
| NHL Pre-Season | 2019/09/22 21:00 | PIT Penguins v DET Red Wings | L | 2-3 |
| NHL | 2019/04/04 23:00 | DET Red Wings v PIT Penguins | W | 1-4 |
| NHL | 2019/04/02 23:30 | PIT Penguins v DET Red Wings | L | 1-4 |
| NHL | 2018/12/28 00:00 | DET Red Wings v PIT Penguins | W | 2-5 |
| NHL Pre-Season | 2018/09/23 19:00 | DET Red Wings v PIT Penguins | L | 3-2 |
| NHL Pre-Season | 2018/09/19 23:30 | PIT Penguins v DET Red Wings | L | 2-3 |
| NHL | 2018/03/27 23:30 | PIT Penguins v DET Red Wings | L | 2-5 |
Home History
| NHL | 2019/12/07 00:00 | ARZ Coyotes v PIT Penguins | W | 0-2 |
| NHL | 2019/12/05 01:00 | STL Blues v PIT Penguins | W | 0-3 |
| NHL | 2019/12/01 01:00 | PIT Penguins v STL Blues | L | 2-5 |
| NHL | 2019/11/30 00:00 | PIT Penguins v CLB Blue Jackets | L | 2-5 |
| NHL | 2019/11/28 00:00 | VAN Canucks v PIT Penguins | W | 6-8 |
| NHL | 2019/11/26 00:00 | CAL Flames v PIT Penguins | W | 2-3 |
| NHL | 2019/11/23 00:00 | NJ Devils v PIT Penguins | W | 1-4 |
| NHL | 2019/11/22 00:00 | PIT Penguins v NY Islanders | L | 3-4 |
Away History
| NHL | 2019/12/03 00:30 | NY Islanders v DET Red Wings | L | 4-1 |
| NHL | 2019/12/01 00:00 | WAS Capitals v DET Red Wings | L | 5-2 |
| NHL | 2019/11/29 21:00 | DET Red Wings v PHI Flyers | L | 1-6 |
| NHL | 2019/11/28 00:00 | TOR Maple Leafs v DET Red Wings | L | 6-0 |
| NHL | 2019/11/25 00:00 | CAR Hurricanes v DET Red Wings | L | 2-0 |
| NHL | 2019/11/24 00:00 | DET Red Wings v NJ Devils | L | 1-5 |
| NHL | 2019/11/22 00:00 | DET Red Wings v CLB Blue Jackets | L | 4-5 |
| NHL | 2019/11/20 00:30 | OTT Senators v DET Red Wings | L | 4-3 |