Stadium: Subaru Park
Referee: Muhammad Hassan Home Manager: Jim Curtin Away Manager: Frank Klopas
| USA MLS | 2023/04/16 00:30 | Chicago Fire v Philadelphia Union | D | 2-2 |
| USA MLS | 2023/03/12 00:30 | Philadelphia Union v Chicago Fire | W | 1-0 |
| USA MLS | 2022/08/13 23:30 | Philadelphia Union v Chicago Fire | W | 4-1 |
| USA MLS | 2022/06/30 00:00 | Chicago Fire v Philadelphia Union | L | 1-0 |
| USA MLS | 2021/08/01 22:00 | Philadelphia Union v Chicago Fire | D | 1-1 |
| USA MLS | 2021/06/27 00:00 | Chicago Fire v Philadelphia Union | D | 3-3 |
| USA MLS | 2021/05/08 17:00 | Chicago Fire v Philadelphia Union | W | 0-2 |
| USA MLS | 2020/10/28 23:30 | Philadelphia Union v Chicago Fire | W | 2-1 |
| World Club Friendlies | 2024/01/23 23:30 | Austin FC v Philadelphia Union | D | 1-1 |
| World Club Friendlies | 2024/01/21 19:00 | Philadelphia Union v Flamengo | L | 0-2 |
| USA MLS | 2023/11/26 01:00 | FC Cincinnati v Philadelphia Union | L | 1-0 |
| USA MLS | 2023/11/09 00:00 | New England Revolution v Philadelphia Union | W | 0-1 |
| USA MLS | 2023/10/28 21:00 | Philadelphia Union v New England Revolution | W | 3-1 |
| USA MLS | 2023/10/21 22:00 | New England Revolution v Philadelphia Union | L | 2-1 |
| USA MLS | 2023/10/07 23:30 | Philadelphia Union v Nashville SC | D | 0-0 |
| USA MLS | 2023/10/04 23:30 | Philadelphia Union v Atlanta United | W | 3-2 |
| World Club Friendlies | 2024/01/23 15:00 | Chicago Fire v Loudoun United FC | W | 5-1 |
| USA MLS | 2023/10/21 22:00 | New York City FC v Chicago Fire | L | 1-0 |
| USA MLS | 2023/10/08 00:30 | Chicago Fire v Charlotte FC | L | 0-2 |
| USA MLS | 2023/10/05 00:30 | Chicago Fire v Inter Miami CF | W | 4-1 |
| USA MLS | 2023/09/30 23:30 | New York Red Bulls v Chicago Fire | W | 0-1 |
| USA MLS | 2023/09/24 00:30 | Chicago Fire v New England Revolution | D | 2-2 |
| USA MLS | 2023/09/20 23:30 | Columbus Crew v Chicago Fire | L | 3-0 |
| USA MLS | 2023/09/16 23:30 | CF Montreal v Chicago Fire | D | 0-0 |