[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 |
Home History
| Canada Championships | 2019/08/07 23:30 | Ottawa Fury FC v Toronto FC | W | 0-2 |
| USA MLS | 2019/08/03 22:00 | New York Red Bulls v Toronto FC | L | 2-0 |
| USA MLS | 2019/07/28 00:00 | Toronto FC v FC Cincinnati | W | 2-1 |
| USA MLS | 2019/07/20 23:30 | Toronto FC v Houston Dynamo | L | 1-3 |
| USA MLS | 2019/07/18 00:00 | Toronto FC v New York Red Bulls | W | 3-1 |
| USA MLS | 2019/07/13 23:30 | CF Montreal v Toronto FC | W | 0-2 |
| USA MLS | 2019/07/05 02:30 | LA Galaxy v Toronto FC | L | 2-0 |
| USA MLS | 2019/06/30 00:00 | DC United v Toronto FC | D | 1-1 |
Away History
| USA US Open Cup | 2019/08/06 23:30 | Orlando City SC v Atlanta United | L | 0-2 |
| USA MLS | 2019/08/03 23:30 | Orlando City SC v FC Dallas | W | 2-0 |
| USA MLS | 2019/07/27 23:00 | New England Revolution v Orlando City SC | L | 4-1 |
| USA MLS | 2019/07/21 23:30 | Orlando City SC v New York Red Bulls | L | 0-1 |
| USA MLS | 2019/07/19 02:00 | Portland Timbers v Orlando City SC | D | 1-1 |
| USA MLS | 2019/07/13 23:30 | Orlando City SC v Columbus Crew | W | 1-0 |
| USA US Open Cup | 2019/07/10 23:30 | Orlando City SC v New York City FC | W | 6-5 |
| USA MLS | 2019/07/07 20:30 | Philadelphia Union v Orlando City SC | D | 2-2 |