Head to Head
| 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 |
Home History
| USA MLS | 2019/10/06 20:00 | Orlando City SC v Chicago Fire | L | 2-5 |
| USA MLS | 2019/09/29 21:00 | FC Cincinnati v Orlando City SC | D | 1-1 |
| USA MLS | 2019/09/22 00:30 | Houston Dynamo v Orlando City SC | L | 2-1 |
| USA MLS | 2019/09/14 23:30 | Orlando City SC v New England Revolution | D | 3-3 |
| USA MLS | 2019/09/07 23:30 | Orlando City SC v Los Angeles FC | D | 2-2 |
| USA MLS | 2019/09/01 02:30 | San Jose Earthquakes v Orlando City SC | L | 3-0 |
| USA MLS | 2019/08/24 00:00 | Orlando City SC v Atlanta United | L | 0-1 |
| USA MLS | 2019/08/18 00:00 | Minnesota United v Orlando City SC | D | 1-1 |
Away History
| World Club Friendlies | 2020/02/06 00:00 | CF Montreal v Philadelphia Union | L | 0-1 |
| Club Friendly List | 2020/01/28 16:30 | DC United v CF Montreal | W | 1-3 |
| USA MLS | 2019/10/06 20:00 | CF Montreal v New York Red Bulls | W | 3-0 |
| USA MLS | 2019/09/29 21:00 | CF Montreal v Atlanta United | D | 1-1 |
| Canada Championships | 2019/09/25 23:30 | Toronto FC v CF Montreal | W | 2-3 |
| USA MLS | 2019/09/22 02:30 | LA Galaxy v CF Montreal | L | 2-1 |
| Canada Championships | 2019/09/18 23:30 | CF Montreal v Toronto FC | W | 1-0 |
| USA MLS | 2019/09/14 23:30 | CF Montreal v FC Cincinnati | L | 0-1 |