| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 8/24/25 | Philadelphia Union vs Chicago Fire | Major League Soccer | 4:0 | Yes | No |
| 6/26/25 | Chicago Fire vs Philadelphia Union | Major League Soccer | 0:1 | No | No |
| 7/4/24 | Chicago Fire vs Philadelphia Union | Major League Soccer | 4:3 | Yes | Yes |
| 2/25/24 | Philadelphia Union vs Chicago Fire | Major League Soccer | 2:2 | Yes | Yes |
| 4/16/23 | Chicago Fire vs Philadelphia Union | Major League Soccer | 2:2 | Yes | Yes |
| 3/12/23 | Philadelphia Union vs Chicago Fire | Major League Soccer | 1:0 | No | No |
| 8/14/22 | Philadelphia Union vs Chicago Fire | Major League Soccer | 4:1 | Yes | Yes |
| 6/30/22 | Chicago Fire vs Philadelphia Union | Major League Soccer | 1:0 | No | No |
| 8/2/21 | Philadelphia Union vs Chicago Fire | Major League Soccer | 1:1 | No | Yes |
| 6/27/21 | Chicago Fire vs Philadelphia Union | Major League Soccer | 3:3 | Yes | Yes |
| 5/8/21 | Chicago Fire vs Philadelphia Union | Major League Soccer | 0:2 | No | No |
| 3/20/21 | Chicago Fire vs Philadelphia Union | Club Friendly | 1:0 | No | No |
| 10/29/20 | Philadelphia Union vs Chicago Fire | Major League Soccer | 2:1 | Yes | Yes |
| 2/1/20 | Philadelphia Union vs Chicago Fire | Club Friendly | 3:0 | Yes | No |
| 8/18/19 | Chicago Fire vs Philadelphia Union | Major League Soccer | 2:0 | No | No |
| 7/21/19 | Philadelphia Union vs Chicago Fire | Major League Soccer | 2:0 | No | No |
| 8/9/18 | Philadelphia Union vs Chicago Fire | Us Open Cup | 3:0 | Yes | No |
| 7/12/18 | Chicago Fire vs Philadelphia Union | Major League Soccer | 3:4 | Yes | Yes |
| 7/12/18 | Chicago Fire vs Philadelphia Union | Major League Soccer | 3:4 | Yes | Yes |
| 5/31/18 | Philadelphia Union vs Chicago Fire | Major League Soccer | 3:1 | Yes | Yes |
| 5/31/18 | Philadelphia Union vs Chicago Fire | Major League Soccer | 3:1 | Yes | Yes |
| 10/15/17 | Chicago Fire vs Philadelphia Union | Major League Soccer | 3:2 | Yes | Yes |
| 9/24/17 | Philadelphia Union vs Chicago Fire | Major League Soccer | 3:1 | Yes | Yes |