| 05 Jul 2024 | Major League Soccer (USA) | FC Dallas | - : - | Portland Timbers | — | → |
| 30 Jun 2024 | Major League Soccer (USA) | Portland Timbers | - : - | Minnesota United FC | — | → |
| 23 Jun 2024 | Major League Soccer (USA) | Portland Timbers | - : - | Vancouver Whitecaps FC | — | → |
| 20 Jun 2024 | Major League Soccer (USA) | San Jose Earthquakes | - : - | Portland Timbers | — | → |
| 09 Jun 2024 | Major League Soccer (USA) | St. Louis City SC | - : - | Portland Timbers | — | → |
| 02 Jun 2024 | Major League Soccer (USA) | Portland Timbers | - : - | Houston Dynamo | — | → |
| 30 May 2024 | Major League Soccer (USA) | Austin FC | - : - | Portland Timbers | — | → |
| 26 May 2024 | Major League Soccer (USA) | Portland Timbers | - : - | Sporting Kansas City | — | → |
| 19 May 2024 | Major League Soccer (USA) | Minnesota United FC | - : - | Portland Timbers | — | → |
| 16 May 2024 | Major League Soccer (USA) | Portland Timbers | - : - | San Jose Earthquakes | — | → |
| 12 May 2024 | Major League Soccer (USA) | Portland Timbers | - : - | Seattle Sounders FC | — | → |
| 04 May 2024 | Major League Soccer (USA) | Charlotte FC | - : - | Portland Timbers | — | → |
| 28 Apr 2024 | Major League Soccer (USA) | Los Angeles FC | - : - | Portland Timbers | — | → |
| 20 Apr 2024 | Major League Soccer (USA) | Columbus Crew SC | - : - | Portland Timbers | — | → |
| 13 Apr 2024 | Major League Soccer (USA) | Portland Timbers | - : - | Los Angeles FC | — | → |
| 07 Apr 2024 | Major League Soccer (USA) | Sporting Kansas City | - : - | Portland Timbers | — | → |
| 31 Mar 2024 | Major League Soccer (USA) | Vancouver Whitecaps FC | - : - | Portland Timbers | — | → |
| 24 Mar 2024 | Major League Soccer (USA) | Portland Timbers | - : - | Philadelphia Union | — | → |
| 17 Mar 2024 | Major League Soccer (USA) | Houston Dynamo | - : - | Portland Timbers | — | → |
| 09 Mar 2024 | Major League Soccer (USA) | New York City FC | - : - | Portland Timbers | — | → |
| 03 Mar 2024 | Major League Soccer (USA) | Portland Timbers | - : - | D.C. United | — | → |
| 25 Feb 2024 | Major League Soccer (USA) | Portland Timbers | - : - | Colorado Rapids | — | → |
| 22 Oct 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Houston Dynamo | — | → |
| 07 Oct 2023 | Major League Soccer (USA) | Montreal Impact | - : - | Portland Timbers | — | → |
| 01 Oct 2023 | Major League Soccer (USA) | LA Galaxy | - : - | Portland Timbers | — | → |
| 24 Sept 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Colorado Rapids | — | → |
| 21 Sept 2023 | Major League Soccer (USA) | Portland Timbers | - : - | San Jose Earthquakes | — | → |
| 18 Sept 2023 | Major League Soccer (USA) | Austin FC | - : - | Portland Timbers | — | → |
| 10 Sept 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Los Angeles FC | — | → |
| 03 Sept 2023 | Major League Soccer (USA) | Seattle Sounders FC | - : - | Portland Timbers | — | → |
| 31 Aug 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Real Salt Lake | — | → |
| 27 Aug 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Vancouver Whitecaps FC | — | → |
| 21 Aug 2023 | Major League Soccer (USA) | Houston Dynamo | - : - | Portland Timbers | — | → |
| 16 Jul 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Columbus Crew SC | — | → |
| 05 Jul 2023 | Major League Soccer (USA) | Colorado Rapids | - : - | Portland Timbers | — | → |
| 02 Jul 2023 | Major League Soccer (USA) | Minnesota United FC | - : - | Portland Timbers | — | → |
| 25 Jun 2023 | Major League Soccer (USA) | Portland Timbers | - : - | New York City FC | — | → |
| 22 Jun 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Chicago Fire | — | → |
| 18 Jun 2023 | Major League Soccer (USA) | San Jose Earthquakes | - : - | Portland Timbers | — | → |
| 12 Jun 2023 | Major League Soccer (USA) | Portland Timbers | - : - | FC Dallas | — | → |
| 03 Jun 2023 | Major League Soccer (USA) | Seattle Sounders FC | - : - | Portland Timbers | — | → |
| 28 May 2023 | Major League Soccer (USA) | Sporting Kansas City | - : - | Portland Timbers | — | → |
| 21 May 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Minnesota United FC | — | → |
| 18 May 2023 | Major League Soccer (USA) | Real Salt Lake | - : - | Portland Timbers | — | → |
| 14 May 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Vancouver Whitecaps FC | — | → |
| 07 May 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Austin FC | — | → |
| 30 Apr 2023 | Major League Soccer (USA) | St. Louis City SC | - : - | Portland Timbers | — | → |
| 22 Apr 2023 | Major League Soccer (USA) | FC Cincinnati | - : - | Portland Timbers | — | → |
| 16 Apr 2023 | Major League Soccer (USA) | Portland Timbers | - : - | Seattle Sounders FC | — | → |
| 09 Apr 2023 | Major League Soccer (USA) | Vancouver Whitecaps FC | - : - | Portland Timbers | — | → |