[8] Chicago Fire 1-3 Orlando City SC [5] 2023-08-21 00:30
Stadium: Soldier Field
Referee: Lukasz Szpala Home Manager: Frank Klopas Away Manager: Oscar Pareja
Head to Head
| USA MLS | 2023/07/01 23:30 | Orlando City SC v Chicago Fire | L | 3-1 |
| USA MLS | 2022/04/09 17:00 | Orlando City SC v Chicago Fire | L | 1-0 |
| USA MLS | 2022/03/05 23:00 | Chicago Fire v Orlando City SC | D | 0-0 |
| USA MLS | 2021/08/22 00:00 | Orlando City SC v Chicago Fire | L | 1-0 |
| USA MLS | 2021/07/08 00:00 | Chicago Fire v Orlando City SC | W | 3-1 |
| USA MLS | 2020/09/19 23:30 | Orlando City SC v Chicago Fire | L | 4-1 |
| USA MLS | 2019/10/06 20:00 | Orlando City SC v Chicago Fire | W | 2-5 |
| USA MLS | 2019/03/09 18:00 | Chicago Fire v Orlando City SC | D | 1-1 |
Home History
| Leagues Cup | 2023/08/05 00:00 | Chicago Fire v Club America | L | 0-1 |
| Leagues Cup | 2023/08/01 00:00 | Chicago Fire v Puebla | L | 10-11 |
| Leagues Cup | 2023/07/28 00:30 | Minnesota United FC v Chicago Fire | W | 2-3 |
| USA MLS | 2023/07/16 00:30 | Chicago Fire v Toronto FC | W | 1-0 |
| USA MLS | 2023/07/13 00:30 | Chicago Fire v CF Montreal | W | 3-0 |
| USA MLS | 2023/07/09 00:30 | Chicago Fire v Nashville SC | W | 1-0 |
| USA MLS | 2023/07/01 23:30 | Orlando City SC v Chicago Fire | L | 3-1 |
| USA MLS | 2023/06/25 00:30 | Sporting Kansas City v Chicago Fire | W | 0-1 |
Away History
| Leagues Cup | 2023/08/03 01:35 | Inter Miami CF v Orlando City SC | L | 3-1 |
| Leagues Cup | 2023/07/29 23:30 | Orlando City SC v Santos Laguna | W | 3-2 |
| Leagues Cup | 2023/07/22 00:00 | Orlando City SC v Houston Dynamo | W | 6-5 |
| USA MLS | 2023/07/15 23:30 | Atlanta United v Orlando City SC | W | 1-2 |
| USA MLS | 2023/07/09 01:30 | Real Salt Lake v Orlando City SC | L | 4-0 |
| USA MLS | 2023/07/04 23:30 | Orlando City SC v Toronto FC | W | 4-0 |
| USA MLS | 2023/07/01 23:30 | Orlando City SC v Chicago Fire | W | 3-1 |
| USA MLS | 2023/06/25 02:30 | Seattle Sounders v Orlando City SC | D | 0-0 |
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