[27] OTT Senators 1-2 TOR Maple Leafs [11] 2019-12-16 12:00
Stadium: Scotiabank Arena
Home Manager: Sheldon Keefe Away Manager:
Head to Head
| NHL | 2019/10/02 23:00 | OTT Senators v TOR Maple Leafs | L | 3-5 |
| NHL Pre-Season | 2019/09/18 23:30 | TOR Maple Leafs v OTT Senators | W | 3-4 |
| NHL Pre-Season | 2019/09/17 21:30 | OTT Senators v TOR Maple Leafs | W | 3-1 |
| NHL | 2019/03/30 23:00 | TOR Maple Leafs v OTT Senators | W | 2-4 |
| NHL | 2019/03/16 23:00 | TOR Maple Leafs v OTT Senators | W | 2-6 |
| NHL | 2019/02/07 00:30 | OTT Senators v TOR Maple Leafs | L | 4-5 |
| NHL | 2018/10/06 23:00 | OTT Senators v TOR Maple Leafs | W | 5-3 |
| NHL Pre-Season | 2018/09/19 23:30 | TOR Maple Leafs v OTT Senators | L | 4-1 |
Home History
| NHL | 2019/12/14 18:00 | CLB Blue Jackets v OTT Senators | W | 3-4 |
| NHL | 2019/12/12 00:30 | OTT Senators v MTL Canadiens | L | 2-3 |
| NHL | 2019/12/10 00:30 | BOS Bruins v OTT Senators | W | 2-5 |
| NHL | 2019/12/07 18:00 | OTT Senators v PHI Flyers | L | 3-4 |
| NHL | 2019/12/05 02:30 | OTT Senators v EDM Oilers | W | 5-2 |
| NHL | 2019/12/04 03:00 | OTT Senators v VAN Canucks | L | 2-5 |
| NHL | 2019/12/01 00:00 | OTT Senators v CGY Flames | L | 1-3 |
| NHL | 2019/11/29 21:00 | OTT Senators v MIN Wild | L | 2-7 |
Away History
| NHL | 2019/12/15 00:00 | TOR Maple Leafs v EDM Oilers | W | 4-1 |
| NHL | 2019/12/13 02:00 | TOR Maple Leafs v CGY Flames | L | 2-4 |
| NHL | 2019/12/11 03:00 | TOR Maple Leafs v VAN Canucks | W | 4-1 |
| NHL | 2019/12/08 00:00 | TOR Maple Leafs v STL Blues | W | 5-2 |
| NHL | 2019/12/05 00:00 | COL Avalanche v TOR Maple Leafs | L | 3-1 |
| NHL | 2019/12/04 00:00 | TOR Maple Leafs v PHI Flyers | L | 1-6 |
| NHL | 2019/12/01 00:00 | BUF Sabres v TOR Maple Leafs | W | 1-2 |
| NHL | 2019/11/29 21:00 | TOR Maple Leafs v BUF Sabres | L | 4-6 |