[3] Montreal Impact 0-3 Orlando City SC [10] 2019-06-01 21:00
Stadion: Saputo Stadium Round: 1
Schiedsrichter: Christopher Penso Home Manager: Remi Garde Away Manager: James O'Connor
Head to Head
| USA - MLS | 2019/03/16 20:00 | Orlando City SC v CF Montreal | W | 1-3 |
| USA - MLS | 2018/06/23 23:50 | Orlando City SC v CF Montreal | W | 0-2 |
| USA - MLS | 2018/06/13 23:30 | CF Montreal v Orlando City SC | W | 3-0 |
| USA - MLS | 2017/08/05 23:30 | CF Montreal v Orlando City SC | W | 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 | W | 0-1 |
| USA - MLS | 2016/09/07 23:30 | CF Montreal v Orlando City SC | L | 1-4 |
| USA - MLS | 2016/05/21 23:30 | Orlando City SC v CF Montreal | L | 2-1 |
Home History
| USA - MLS | 2019/05/29 23:30 | CF Montreal v Real Salt Lake | W | 2-1 |
| USA - MLS | 2019/05/25 02:30 | Los Angeles FC v CF Montreal | L | 4-2 |
| USA - MLS | 2019/05/18 17:00 | CF Montreal v New England Revolution | D | 0-0 |
| USA - MLS | 2019/05/11 17:00 | FC Cincinnati v CF Montreal | L | 2-1 |
| USA - MLS | 2019/05/09 00:00 | New York Red Bulls v CF Montreal | W | 1-2 |
| USA - MLS | 2019/05/04 21:00 | CF Montreal v New York City FC | L | 0-2 |
| USA - MLS | 2019/04/28 16:30 | CF Montreal v Chicago Fire | W | 1-0 |
| USA - MLS | 2019/04/24 23:30 | New England Revolution v CF Montreal | W | 0-3 |
Away History
| USA - MLS | 2019/05/24 23:00 | Orlando City SC v LA Galaxy | L | 0-1 |
| USA - MLS | 2019/05/19 19:00 | Orlando City SC v FC Cincinnati | W | 5-1 |
| USA - MLS | 2019/05/16 02:30 | Seattle Sounders v Orlando City SC | L | 2-1 |
| USA - MLS | 2019/05/12 18:30 | Atlanta United v Orlando City SC | L | 1-0 |
| USA - MLS | 2019/05/04 20:00 | Orlando City SC v Toronto FC | L | 0-2 |
| USA - MLS | 2019/04/27 17:00 | New York City FC v Orlando City SC | D | 1-1 |
| USA - MLS | 2019/04/20 19:00 | Orlando City SC v Vancouver Whitecaps | W | 1-0 |
| USA - MLS | 2019/04/14 01:00 | Real Salt Lake v Orlando City SC | L | 2-1 |