[5] Orlando City SC 1-3 Montreal Impact [4] 2019-03-16 20:00
Stadium: Inter&Co Stadium Round: 1
Referee: Tim Ford Home Manager: James O'Connor Away Manager: Remi Garde
Head to Head
| 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 |
Home History
| USA - MLS | 2019/03/09 18:00 | Chicago Fire v Orlando City SC | D | 1-1 |
| USA - MLS | 2019/03/02 19:30 | Orlando City SC v New York City FC | D | 2-2 |
| Venskabskampe for klubhold | 2019/02/21 00:30 | Orlando City SC v New England Revolution | W | 6-2 |
| Venskabskampe for klubhold | 2019/02/17 00:30 | Orlando City SC v New York City FC | W | 2-1 |
| USA - MLS | 2018/10/28 20:30 | New York Red Bulls v Orlando City SC | L | 1-0 |
| USA - MLS | 2018/10/21 19:00 | Orlando City SC v Columbus Crew | W | 2-1 |
| USA - MLS | 2018/10/17 23:30 | Orlando City SC v Seattle Sounders | L | 1-2 |
| USA - MLS | 2018/10/13 23:30 | New England Revolution v Orlando City SC | L | 2-0 |
Away History
| USA - MLS | 2019/03/09 22:00 | Houston Dynamo v CF Montreal | L | 2-1 |
| USA - MLS | 2019/03/03 03:00 | San Jose Earthquakes v CF Montreal | W | 1-2 |
| Venskabskampe for klubhold | 2019/02/24 00:00 | CF Montreal v DC United | W | 3-0 |
| Venskabskampe for klubhold | 2019/02/21 00:00 | Tampa Bay Rowdies v CF Montreal | D | 0-0 |
| Venskabskampe for klubhold | 2019/02/16 21:00 | CF Montreal v Philadelphia Union | W | 1-0 |
| Europa - Venskabskampe | 2019/02/06 21:00 | CF Montreal v Nashville SC | W | 2-0 |
| Europa - Venskabskampe | 2019/01/31 00:00 | FC Cincinnati v CF Montreal | D | 1-1 |
| USA - MLS | 2018/10/28 20:30 | New England Revolution v CF Montreal | L | 1-0 |