Head to Head
| USA MLS | 2019/07/28 00:00 | CF Montreal v Philadelphia Union | W | 4-0 |
| USA MLS | 2019/04/20 17:00 | Philadelphia Union v CF Montreal | L | 3-0 |
| World Club Friendlies | 2019/02/16 21:00 | CF Montreal v Philadelphia Union | W | 1-0 |
| USA MLS | 2018/09/15 23:30 | Philadelphia Union v CF Montreal | W | 1-4 |
| USA MLS | 2018/05/12 19:00 | CF Montreal v Philadelphia Union | L | 0-2 |
| World Club Friendlies | 2018/02/22 00:23 | Philadelphia Union v CF Montreal | L | 5-0 |
| USA MLS | 2017/08/13 00:00 | Philadelphia Union v CF Montreal | W | 0-3 |
| USA MLS | 2017/07/19 23:30 | CF Montreal v Philadelphia Union | W | 2-1 |
Home History
| 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 |
| USA MLS | 2019/08/31 23:30 | CF Montreal v DC United | L | 0-3 |
Away History
| Club Friendly List | 2020/02/01 21:00 | Chicago Fire v Philadelphia Union | W | 0-3 |
| World Club Friendlies | 2020/01/29 16:00 | Atlanta United v Philadelphia Union | L | 4-0 |
| USA MLS Play-Offs | 2019/10/25 00:00 | Atlanta United v Philadelphia Union | L | 2-0 |
| USA MLS Play-Offs | 2019/10/20 19:00 | Philadelphia Union v New York Red Bulls | W | 4-3 |
| USA MLS | 2019/10/06 20:00 | Philadelphia Union v New York City FC | L | 1-2 |
| USA MLS | 2019/09/29 21:00 | Columbus Crew v Philadelphia Union | L | 2-0 |
| USA MLS | 2019/09/26 03:00 | San Jose Earthquakes v Philadelphia Union | W | 1-2 |
| USA MLS | 2019/09/22 22:30 | New York Red Bulls v Philadelphia Union | L | 2-0 |