[1] Orlando City SC 1-0 Montreal Impact [3] 2020-07-26 00:00
Stadium: ESPN Wide World of Sports Complex Round: 4
Referee: Marcos De Oliveira Home Manager: Oscar Pareja Away Manager: Thierry Henry
Head to Head
| World Club Friendlies | 2020/02/08 23:00 | Orlando City SC v CF Montreal | W | 1-0 |
| USA MLS | 2019/06/01 21:00 | CF Montreal v Orlando City SC | W | 0-3 |
| USA MLS | 2019/03/16 20:00 | Orlando City SC v CF Montreal | L | 1-3 |
| USA MLS | 2018/06/23 23:50 | Orlando City SC v CF Montreal | L | 0-2 |
| USA MLS | 2018/06/13 23:30 | CF Montreal v Orlando City SC | L | 3-0 |
| USA MLS | 2017/08/05 23:30 | CF Montreal v Orlando City SC | L | 2-1 |
| USA MLS | 2017/06/17 23:30 | Orlando City SC v CF Montreal | D | 3-3 |
| USA MLS | 2016/10/02 17:00 | Orlando City SC v CF Montreal | L | 0-1 |
| USA MLS | 2016/09/07 23:30 | CF Montreal v Orlando City SC | W | 1-4 |
| USA MLS | 2016/05/21 23:30 | Orlando City SC v CF Montreal | W | 2-1 |
| USA MLS | 2015/10/03 23:30 | Orlando City SC v CF Montreal | W | 2-1 |
| USA MLS | 2015/06/21 00:00 | CF Montreal v Orlando City SC | L | 2-0 |
| USA MLS | 2015/03/28 20:00 | CF Montreal v Orlando City SC | D | 2-2 |