[6] Orlando City SC 2-4 CF Montreal [13] 2021-09-15 23:30
Stadium: Inter&Co Stadium
Referee: Rubiel Vazquez Home Manager: Oscar Pareja Away Manager: Wilfried Nancy
Head to Head
| USA MLS | 2020/11/02 00:30 | CF Montreal v Orlando City SC | W | 0-1 |
| USA MLS is Back Tournament | 2020/07/26 00:00 | Orlando City SC v CF Montreal | W | 1-0 |
| 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 |
Home History
| USA MLS | 2021/09/10 23:00 | Atlanta United v Orlando City SC | L | 3-0 |
| USA MLS | 2021/09/04 23:30 | Orlando City SC v Columbus Crew | W | 3-2 |
| USA MLS | 2021/08/28 00:30 | Orlando City SC v Inter Miami CF | D | 0-0 |
| USA MLS | 2021/08/22 00:00 | Orlando City SC v Chicago Fire | W | 1-0 |
| USA MLS | 2021/08/19 00:30 | Nashville SC v Orlando City SC | D | 1-1 |
| Leagues Cup | 2021/08/12 23:00 | Orlando City SC v Santos Laguna | L | 0-1 |
| USA MLS | 2021/08/07 23:30 | FC Cincinnati v Orlando City SC | D | 1-1 |
| USA MLS | 2021/08/05 00:00 | Orlando City SC v Inter Miami CF | D | 1-1 |
Away History
| USA MLS | 2021/09/12 00:00 | CF Montreal v Nashville SC | L | 0-1 |
| USA MLS | 2021/08/27 23:30 | CF Montreal v Toronto FC | W | 3-1 |
| USA MLS | 2021/08/22 00:00 | Philadelphia Union v CF Montreal | D | 1-1 |
| USA MLS | 2021/08/18 23:30 | FC Cincinnati v CF Montreal | D | 0-0 |
| USA MLS | 2021/08/15 00:00 | CF Montreal v New York Red Bulls | W | 2-1 |
| USA MLS | 2021/08/09 00:00 | DC United v CF Montreal | L | 2-1 |
| USA MLS | 2021/08/04 23:30 | CF Montreal v Atlanta United | D | 2-2 |
| USA MLS | 2021/08/01 00:00 | Inter Miami CF v CF Montreal | L | 2-1 |