Head to Head
| USA MLS | 2023/06/22 02:30 | Portland Timbers v Chicago Fire | L | 1-2 |
| USA MLS | 2019/08/15 03:00 | Portland Timbers v Chicago Fire | W | 3-2 |
| USA MLS | 2018/03/31 22:00 | Chicago Fire v Portland Timbers | D | 2-2 |
| USA MLS | 2017/07/06 02:30 | Portland Timbers v Chicago Fire | D | 2-2 |
| USA MLS | 2016/05/29 00:30 | Chicago Fire v Portland Timbers | D | 1-1 |
| Club Friendly List | 2016/02/28 01:00 | Portland Timbers v Chicago Fire | L | 0-2 |
| USA MLS | 2015/08/08 03:00 | Portland Timbers v Chicago Fire | W | 1-0 |
Home History
| Europe Friendlies | 2024/02/14 19:00 | Portland Timbers v San Jose Earthquakes | L | 0-1 |
| Europe Friendlies | 2024/02/10 21:00 | Portland Timbers v New York City FC | D | 1-1 |
| Europe Friendlies | 2024/01/27 20:00 | Phoenix Rising FC v Portland Timbers | W | 0-1 |
| USA MLS | 2023/10/22 01:00 | Portland Timbers v Houston Dynamo | L | 1-3 |
| USA MLS | 2023/10/07 23:30 | CF Montreal v Portland Timbers | L | 4-1 |
| USA MLS | 2023/10/01 02:30 | LA Galaxy v Portland Timbers | D | 3-3 |
| USA MLS | 2023/09/24 02:30 | Portland Timbers v Colorado Rapids | W | 3-2 |
| USA MLS | 2023/09/21 02:30 | Portland Timbers v San Jose Earthquakes | W | 2-1 |
Away History
| Europe Friendlies | 2024/02/14 22:00 | Minnesota United v Chicago Fire | W | 0-4 |
| Europe Friendlies | 2024/02/11 20:30 | Los Angeles FC v Chicago Fire | L | 3-1 |
| Europe Friendlies | 2024/02/07 21:00 | Austin FC v Chicago Fire | W | 0-1 |
| Europe Friendlies | 2024/01/27 15:30 | Chicago Fire v New York Red Bulls | D | 2-2 |
| Europe 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 |