Orlando City SC 3-2 Toronto FC 2016-06-25 23:30
Stadium: Camping World Stadium Round: 16
Referee: Ismail Elfath Home Manager: Adrian Heath Away Manager: Greg Vanney
Head to Head
| Europe Friendlies | 2016/02/21 18:00 | Orlando City SC v Toronto FC | W | 2-1 |
| USA MLS | 2015/08/22 20:00 | Toronto FC v Orlando City SC | L | 5-0 |
| USA MLS | 2015/08/06 00:00 | Toronto FC v Orlando City SC | L | 4-1 |
| USA MLS | 2015/04/26 23:00 | Orlando City SC v Toronto FC | L | 0-2 |
Home History
| USA MLS | 2016/06/18 23:30 | Orlando City SC v San Jose Earthquakes | D | 2-2 |
| USA US Open Cup | 2016/06/15 23:00 | Jacksonville FC v Orlando City SC | W | 0-1 |
| USA MLS | 2016/05/29 20:30 | New York City FC v Orlando City SC | D | 2-2 |
| USA MLS | 2016/05/25 23:30 | Orlando City SC v Philadelphia Union | D | 2-2 |
| USA MLS | 2016/05/21 23:30 | Orlando City SC v CF Montreal | W | 2-1 |
| USA MLS | 2016/05/15 19:30 | Sporting Kansas City v Orlando City SC | L | 2-1 |
| USA MLS | 2016/05/06 23:00 | Orlando City SC v New York Red Bulls | D | 1-1 |
| USA MLS | 2016/04/30 23:30 | New England Revolution v Orlando City SC | D | 2-2 |
Away History
| Canada Championships | 2016/06/21 23:30 | Toronto FC v Vancouver Whitecaps | W | 1-0 |
| USA MLS | 2016/06/18 23:30 | Toronto FC v LA Galaxy | W | 1-0 |
| Canada Championships | 2016/06/08 23:30 | CF Montreal v Toronto FC | D | 0-0 |
| Canada Championships | 2016/06/01 23:30 | Toronto FC v CF Montreal | W | 4-2 |
| USA MLS | 2016/05/28 23:00 | New York Red Bulls v Toronto FC | L | 3-0 |
| USA MLS | 2016/05/21 21:00 | Toronto FC v Columbus Crew | D | 0-0 |
| USA MLS | 2016/05/18 23:00 | Toronto FC v New York City FC | D | 1-1 |
| USA MLS | 2016/05/14 23:30 | Toronto FC v Vancouver Whitecaps | L | 3-4 |