[6] Orlando City SC 0-2 Toronto FC [4] 2019-05-04 20:00
Stadium: Inter&Co Stadium Round: 1
Referee: Robert Sibiga Home Manager: James O'Connor Away Manager: Greg Vanney
Head to Head
| USA MLS | 2018/07/15 00:00 | Orlando City SC v Toronto FC | W | 2-1 |
| USA MLS | 2018/05/19 00:00 | Toronto FC v Orlando City SC | L | 2-1 |
| USA MLS | 2017/07/05 23:30 | Orlando City SC v Toronto FC | L | 1-3 |
| USA MLS | 2017/05/03 23:30 | Toronto FC v Orlando City SC | L | 2-1 |
| World Club Friendlies | 2017/02/19 19:00 | Orlando City SC v Toronto FC | L | 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 | L | 1-2 |
| USA MLS | 2016/06/25 23:30 | Orlando City SC v Toronto FC | W | 3-2 |
Home History
| USA MLS | 2019/04/27 17:00 | New York City FC v Orlando City SC | D | 1-1 |
| USA MLS | 2019/04/20 19:00 | Orlando City SC v Vancouver Whitecaps | W | 1-0 |
| USA MLS | 2019/04/14 01:00 | Real Salt Lake v Orlando City SC | L | 2-1 |
| USA MLS | 2019/04/06 23:30 | Orlando City SC v Colorado Rapids | W | 4-3 |
| USA MLS | 2019/03/31 22:30 | Orlando City SC v DC United | L | 1-2 |
| USA MLS | 2019/03/23 23:30 | New York Red Bulls v Orlando City SC | W | 0-1 |
| USA MLS | 2019/03/16 20:00 | Orlando City SC v CF Montreal | L | 1-3 |
| USA MLS | 2019/03/09 18:00 | Chicago Fire v Orlando City SC | D | 1-1 |
Away History
| USA MLS | 2019/04/27 19:00 | Toronto FC v Portland Timbers | L | 1-2 |
| USA MLS | 2019/04/20 00:00 | Toronto FC v Minnesota United FC | W | 4-3 |
| USA MLS | 2019/04/13 20:00 | Seattle Sounders v Toronto FC | L | 3-2 |
| USA MLS | 2019/04/06 19:00 | Toronto FC v Chicago Fire | D | 2-2 |
| USA MLS | 2019/03/30 00:00 | Toronto FC v New York City FC | W | 4-0 |
| USA MLS | 2019/03/17 23:30 | Toronto FC v New England Revolution | W | 3-2 |
| USA MLS | 2019/03/02 18:00 | Philadelphia Union v Toronto FC | W | 1-3 |
| CONCACAF Champions Cup | 2019/02/27 01:00 | Toronto FC v CA Independiente de la Chorrera | D | 1-1 |
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