[8] Toronto FC 1-1 Orlando City SC [9] 2019-08-10 23:30
Stadium: BMO Field Round: 1
Referee: Kevin Stott Home Manager: Greg Vanney Away Manager: James O'Connor
Head to Head
| USA MLS | 2019/05/04 20:00 | Orlando City SC v Toronto FC | W | 0-2 |
| USA MLS | 2018/07/15 00:00 | Orlando City SC v Toronto FC | L | 2-1 |
| USA MLS | 2018/05/19 00:00 | Toronto FC v Orlando City SC | W | 2-1 |
| USA MLS | 2017/07/05 23:30 | Orlando City SC v Toronto FC | W | 1-3 |
| USA MLS | 2017/05/03 23:30 | Toronto FC v Orlando City SC | W | 2-1 |
| Club Friendly List | 2017/02/19 19:00 | Orlando City SC v Toronto FC | W | 1-3 |
| USA MLS | 2016/09/28 23:30 | Toronto FC v Orlando City SC | D | 0-0 |
| USA MLS | 2016/08/24 23:30 | Orlando City SC v Toronto FC | W | 1-2 |
| USA MLS | 2016/06/25 23:30 | Orlando City SC v Toronto FC | L | 3-2 |
| Europe Friendlies | 2016/02/21 18:00 | Orlando City SC v Toronto FC | L | 2-1 |
| USA MLS | 2015/08/22 20:00 | Toronto FC v Orlando City SC | W | 5-0 |
| USA MLS | 2015/08/06 00:00 | Toronto FC v Orlando City SC | W | 4-1 |
| USA MLS | 2015/04/26 23:00 | Orlando City SC v Toronto FC | W | 0-2 |