
| Overall | Div 1 | |
| Wins | 473 | 178 |
| Draws | 211 | 87 |
| Losses | 471 | 175 |
| Pct. | 0.501 | 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 8-0-1 | |||
| 3 | Mar 29 | W | 2 - 1 | @ | Charleston Battery | Allan Sellers Cup | Portland Timbers lead series 24-9-14 | ||
| 4 | Apr 01 | W | 1 - 0 | Charleston Battery | Allan Sellers Cup | Portland Timbers lead series 24-9-14 | |||
| 5 | Apr 05 | W | 5 - 4 | @ | Los Angeles FC | Allan Sellers Cup | Portland Timbers lead series 8-0-1 | ||
| 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 8-0-1 | ||
| 8 | Apr 15 | W | 4 - 3 | @ | Inter Miami | Division 1 | Portland Timbers lead series 5-2-1 | ||
| 9 | Apr 19 | D | 1 - 1 | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 41-9-24 | |||
| 10 | Apr 22 | W | 1 - 0 | @ | D.C. United | Division 1 | Portland Timbers lead series 25-9-22 | ||
| 11 | Apr 26 | D | 2 - 2 | @ | Austin FC | Division 1 | Portland Timbers lead series 8-3-3 | ||
| 12 | Apr 29 | D | 2 - 2 | (n) | Austin FC | Allan Sellers Cup | Portland Timbers lead series 8-3-3 | ||
| 13 | May 03 | D | 0 - 0 | Colorado Rapids | Division 1 | Portland Timbers lead series 28-10-22 | |||
| 14 | May 06 | L | 0 - 5 | (n) | Carolina RailHawks | Allan Sellers Cup | Carolina RailHawks lead series 41-9-24 | ||
| 15 | May 10 | L | 1 - 6 | @ | Charleston Battery | Division 1 | Portland Timbers lead series 24-9-14 | ||
| 17 | May 17 | L | 2 - 5 | (n) | Los Angeles FC | Division 1 | Portland Timbers lead series 8-0-1 | ||
| 18 | May 20 | W | 2 - 0 | (n) | Inter Miami | Division 1 | Portland Timbers lead series 5-2-1 | ||
| 19 | May 24 | W | 4 - 2 | (n) | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 41-9-24 | ||
| 20 | May 27 | L | 3 - 5 | (n) | D.C. United | Division 1 | Portland Timbers lead series 25-9-22 | ||
| 21 | May 31 | L | 1 - 6 | (n) | Austin FC | Division 1 | Portland Timbers lead series 8-3-3 | ||
| 22 | Jun 03 | W | 3 - 0 | (n) | Colorado Rapids | Division 1 | Portland Timbers lead series 28-10-22 | ||
| 23 | Jun 07 | L | 1 - 2 | (n) | Charleston Battery | Division 1 | Portland Timbers lead series 24-9-14 | ||
| 24 | Jun 10 | W | 1 - 0 | (n) | Chivas USA | Dave Dowson Shield | Portland Timbers lead series 33-10-20 | ||
| 25 | Jun 14 | Los Angeles FC | Division 1 | Portland Timbers lead series 8-0-1 | LAF 5-2 (Sea-37) | ||||
| 27 | Jun 21 | Inter Miami | Division 1 | Portland Timbers lead series 5-2-1 | POR 2-0 (Sea-37) | ||||
| 29 | Jun 28 | @ | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 41-9-24 | POR 4-2 (Sea-37) | |||
| 31 | Jul 05 | D.C. United | Division 1 | Portland Timbers lead series 25-9-22 | DC 5-3 (Sea-37) | ||||
| 33 | Jul 12 | Austin FC | Division 1 | Portland Timbers lead series 8-3-3 | AUS 6-1 (Sea-37) | ||||
| 35 | Jul 19 | @ | Colorado Rapids | Division 1 | Portland Timbers lead series 28-10-22 | POR 3-0 (Sea-37) | |||
| 37 | Jul 26 | Charleston Battery | Division 1 | Portland Timbers lead series 24-9-14 | CHA 2-1 (Sea-37) | ||||