[18] OTT Senators 5-3 TOR Maple Leafs [10] 2018-10-06 23:00
Stadium: Scotiabank Arena Round: 1
Home Manager: Mike Babcock Away Manager: Guy Boucher
Head to Head
| NHL Pre-Season | 2018/09/19 23:30 | TOR Maple Leafs v OTT Senators | L | 4-1 |
| NHL Pre-Season | 2018/09/18 23:30 | OTT Senators v TOR Maple Leafs | L | 1-4 |
| NHL | 2018/02/11 00:00 | OTT Senators v TOR Maple Leafs | L | 3-6 |
| NHL | 2018/01/21 00:00 | TOR Maple Leafs v OTT Senators | L | 4-3 |
| NHL | 2018/01/11 00:30 | OTT Senators v TOR Maple Leafs | W | 4-3 |
| NHL | 2017/10/21 23:00 | TOR Maple Leafs v OTT Senators | W | 3-6 |
| NHL Pre-Season | 2017/09/19 23:30 | OTT Senators v TOR Maple Leafs | W | 5-2 |
| NHL Pre-Season | 2017/09/18 23:30 | OTT Senators v TOR Maple Leafs | W | 6-2 |
| NHL | 2017/02/19 00:00 | OTT Senators v TOR Maple Leafs | W | 6-3 |
| NHL | 2017/01/22 00:00 | OTT Senators v TOR Maple Leafs | W | 3-2 |
| NHL | 2017/01/15 00:00 | TOR Maple Leafs v OTT Senators | L | 4-2 |
| NHL | 2016/10/12 14:55 | TOR Maple Leafs v OTT Senators | W | 4-5 |
| NHL Pre-Season | 2016/10/05 01:18 | TOR Maple Leafs v OTT Senators | D | 0-0 |