TOR Maple Leafs 4-5 CHI Blackhawks 2016-10-22 23:00
Stadium: United Center Round: 1
Home History
| NHL | 2016/10/21 00:00 | TOR Maple Leafs v MIN Wild | L | 2-3 |
| NHL | 2016/10/20 00:00 | TOR Maple Leafs v WIN Jets | L | 4-5 |
| NHL | 2016/10/15 23:00 | BOS Bruins v TOR Maple Leafs | W | 1-4 |
| NHL | 2016/10/12 14:55 | TOR Maple Leafs v OTT Senators | L | 4-5 |
| NHL Pre-Season | 2016/10/08 22:56 | TOR Maple Leafs v DET Red Wings | L | 0-2 |
| NHL Pre-Season | 2016/10/07 22:54 | DET Red Wings v TOR Maple Leafs | L | 2-1 |
| NHL Pre-Season | 2016/10/05 01:18 | TOR Maple Leafs v OTT Senators | D | 0-0 |
| NHL Pre-Season | 2016/10/02 22:39 | MON Canadiens v TOR Maple Leafs | W | 2-3 |
Away History
| NHL | 2016/10/21 23:00 | CHI Blackhawks v CLB Blue Jackets | L | 2-3 |
| NHL | 2016/10/19 00:30 | PHI Flyers v CHI Blackhawks | W | 4-7 |
| NHL | 2016/10/16 00:30 | NAS Predators v CHI Blackhawks | W | 3-5 |
| NHL | 2016/10/15 00:00 | CHI Blackhawks v NAS Predators | L | 2-3 |
| NHL | 2016/10/12 14:55 | STL Blues v CHI Blackhawks | L | 5-2 |
| NHL Pre-Season | 2016/10/08 23:55 | CHI Blackhawks v STL Blues | L | 1-2 |
| NHL Pre-Season | 2016/10/05 00:39 | DET Red Wings v CHI Blackhawks | W | 1-6 |
| NHL Pre-Season | 2016/10/02 21:45 | CHI Blackhawks v DET Red Wings | D | 0-0 |