
| Overall | Div 1 | |
| Wins | 479 | 181 |
| Draws | 212 | 88 |
| Losses | 475 | 178 |
| Pct. | 0.502 | 0.503 |
| Columbus Crew (CLB) | S15 - S15 |
| FC Dallas (DAL) | S15 - S15 |
| Carolina Railhawks (CAR) | S17 - S17 |
| New England Revolution (NE) | S17 - S17 |
| Atlanta Silverbacks (ATL) | S21 - S21 |
| John Holden (S3-13), Vacant (S4-29), Dave Dowson (S15-15), Phil McIntosh (S15-15), Steve Allan (S17-17), Steve Turner (S17-17), Jason Dowson (S17-17), David Blair (S18-19), Paul Cockayne (S20-23), Bryce Kalmbach (S21-21), Derek Purvis (S24-31), |
| M | DATE | SCORE | OPPONENT | COMPETITION | HEAD TO HEAD RESULTS | LAST MATCH | |||
| 1 | Mar 22 | D | 2 - 2 | Seattle Sounders | Allan Sellers Cup | Portland Timbers lead series 20-8-18 | |||
| 2 | Mar 25 | W | 2 - 1 | Los Angeles FC | Allan Sellers Cup | Portland Timbers lead series 9-1-1 | |||
| 3 | Mar 29 | W | 2 - 1 | @ | Charleston Battery | Allan Sellers Cup | Portland Timbers lead series 24-9-15 | ||
| 4 | Apr 01 | W | 1 - 0 | Charleston Battery | Allan Sellers Cup | Portland Timbers lead series 24-9-15 | |||
| 5 | Apr 05 | W | 5 - 4 | @ | Los Angeles FC | Allan Sellers Cup | Portland Timbers lead series 9-1-1 | ||
| 6 | Apr 08 | W | 4 - 0 | @ | Seattle Sounders | Allan Sellers Cup | Portland Timbers lead series 20-8-18 | ||
| 7 | Apr 12 | W | 1 - 0 | @ | Los Angeles FC | Division 1 | Portland Timbers lead series 9-1-1 | ||
| 8 | Apr 15 | W | 4 - 3 | @ | Inter Miami | Division 1 | Portland Timbers lead series 6-2-1 | ||
| 9 | Apr 19 | D | 1 - 1 | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 42-9-24 | |||
| 10 | Apr 22 | W | 1 - 0 | @ | D.C. United | Division 1 | Portland Timbers lead series 27-9-22 | ||
| 11 | Apr 26 | D | 2 - 2 | @ | Austin FC | Division 1 | Portland Timbers lead series 9-3-3 | ||
| 12 | Apr 29 | D | 2 - 2 | (n) | Austin FC | Allan Sellers Cup | Portland Timbers lead series 9-3-3 | ||
| 13 | May 03 | D | 0 - 0 | Colorado Rapids | Division 1 | Portland Timbers lead series 29-10-23 | |||
| 14 | May 06 | L | 0 - 5 | (n) | Carolina RailHawks | Allan Sellers Cup | Carolina RailHawks lead series 42-9-24 | ||
| 15 | May 10 | L | 1 - 6 | @ | Charleston Battery | Division 1 | Portland Timbers lead series 24-9-15 | ||
| 17 | May 17 | L | 2 - 5 | (n) | Los Angeles FC | Division 1 | Portland Timbers lead series 9-1-1 | ||
| 18 | May 20 | W | 2 - 0 | (n) | Inter Miami | Division 1 | Portland Timbers lead series 6-2-1 | ||
| 19 | May 24 | W | 4 - 2 | (n) | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 42-9-24 | ||
| 20 | May 27 | L | 3 - 5 | (n) | D.C. United | Division 1 | Portland Timbers lead series 27-9-22 | ||
| 21 | May 31 | L | 1 - 6 | (n) | Austin FC | Division 1 | Portland Timbers lead series 9-3-3 | ||
| 22 | Jun 03 | W | 3 - 0 | (n) | Colorado Rapids | Division 1 | Portland Timbers lead series 29-10-23 | ||
| 23 | Jun 07 | L | 1 - 2 | (n) | Charleston Battery | Division 1 | Portland Timbers lead series 24-9-15 | ||
| 24 | Jun 10 | W | 1 - 0 | (n) | Chivas USA | Dave Dowson Shield | Portland Timbers lead series 33-10-20 | ||
| 25 | Jun 14 | D | 4 - 4 | Los Angeles FC | Division 1 | Portland Timbers lead series 9-1-1 | |||
| 26 | Jun 17 | W | 5 - 0 | (n) | D.C. United | Dave Dowson Shield | Portland Timbers lead series 27-9-22 | ||
| 27 | Jun 21 | W | 6 - 2 | Inter Miami | Division 1 | Portland Timbers lead series 6-2-1 | |||
| 28 | Jun 24 | W | 6 - 1 | (n) | Los Angeles FC | Dave Dowson Shield | Portland Timbers lead series 9-1-1 | ||
| 29 | Jun 28 | L | 0 - 5 | @ | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 42-9-24 | ||
| 30 | Jul 01 | W | 1 - 0 | (n) | Colorado Rapids | Dave Dowson Shield | Portland Timbers lead series 29-10-23 | ||
| 31 | Jul 05 | W | 3 - 2 | D.C. United | Division 1 | Portland Timbers lead series 27-9-22 | |||
| 33 | Jul 12 | W | 4 - 1 | Austin FC | Division 1 | Portland Timbers lead series 9-3-3 | |||
| 35 | Jul 19 | L | 0 - 5 | @ | Colorado Rapids | Division 1 | Portland Timbers lead series 29-10-23 | ||
| 36 | Jul 22 | L | 0 - 2 | (n) | Atlanta United | Dave Dowson Shield | Atlanta United lead series 23-11-20 | ||
| 37 | Jul 26 | L | 2 - 4 | Charleston Battery | Division 1 | Portland Timbers lead series 24-9-15 | |||