
| Overall | Div 1 | |
| Wins | 451 | 166 |
| Draws | 202 | 81 |
| Losses | 461 | 166 |
| Pct. | 0.496 | 0.500 |
| 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 | Oct 05 | D | 2 - 2 | @ | Columbus Crew | Allan Sellers Cup | Columbus Crew lead series 33-9-28 | ||
| 2 | Oct 08 | L | 1 - 3 | Carolina RailHawks | Allan Sellers Cup | Carolina RailHawks lead series 39-8-22 | |||
| 3 | Oct 12 | W | 1 - 0 | @ | Austin FC | Allan Sellers Cup | Portland Timbers lead series 6-0-1 | ||
| 4 | Oct 15 | W | 3 - 2 | Austin FC | Allan Sellers Cup | Portland Timbers lead series 6-0-1 | |||
| 5 | Oct 19 | W | 1 - 0 | @ | Carolina RailHawks | Allan Sellers Cup | Carolina RailHawks lead series 39-8-22 | ||
| 6 | Oct 22 | W | 2 - 1 | Columbus Crew | Allan Sellers Cup | Columbus Crew lead series 33-9-28 | |||
| 7 | Oct 26 | W | 4 - 2 | @ | Los Angeles FC | Division 1 | Portland Timbers lead series 4-0-0 | ||
| 8 | Oct 29 | W | 3 - 2 | @ | Kansas City Wizards | Division 1 | Kansas City Wizards lead series 35-15-15 | ||
| 9 | Nov 02 | W | 3 - 0 | Austin FC | Division 1 | Portland Timbers lead series 6-0-1 | |||
| 10 | Nov 05 | L | 3 - 4 | @ | D.C. United | Division 1 | Portland Timbers lead series 23-9-20 | ||
| 11 | Nov 09 | W | 3 - 2 | @ | Atlanta United | Division 1 | Atlanta United lead series 22-9-19 | ||
| 12 | Nov 12 | W | 1 - 0 | (n) | Chivas USA | Allan Sellers Cup | Portland Timbers lead series 32-10-20 | ||
| 13 | Nov 16 | D | 1 - 1 | Columbus Crew | Division 1 | Columbus Crew lead series 33-9-28 | |||
| 14 | Nov 19 | W | 1 - 0 | (n) | D.C. United | Allan Sellers Cup | Portland Timbers lead series 23-9-20 | ||
| 15 | Nov 23 | L | 0 - 4 | @ | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 39-8-22 | ||
| 16 | Nov 26 | L | 1 - 4 | (n) | Carolina RailHawks | Allan Sellers Cup | Carolina RailHawks lead series 39-8-22 | ||
| 17 | Nov 30 | W | 2 - 1 | (n) | Los Angeles FC | Division 1 | Portland Timbers lead series 4-0-0 | ||
| 18 | Dec 03 | (n) | Kansas City Wizards | Division 1 | Kansas City Wizards lead series 35-15-15 | POR 3-2 (Sea-36) | |||
| 19 | Dec 07 | (n) | Austin FC | Division 1 | Portland Timbers lead series 6-0-1 | POR 3-0 (Sea-36) | |||
| 20 | Dec 10 | (n) | D.C. United | Division 1 | Portland Timbers lead series 23-9-20 | POR 1-0 (Sea-36) | |||
| 21 | Dec 14 | (n) | Atlanta United | Division 1 | Atlanta United lead series 22-9-19 | POR 3-2 (Sea-36) | |||
| 22 | Dec 17 | (n) | Columbus Crew | Division 1 | Columbus Crew lead series 33-9-28 | Draw 1-1 (Sea-36) | |||
| 23 | Dec 21 | (n) | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 39-8-22 | CAR 4-1 (Sea-36) | |||
| 25 | Jan 04 | Los Angeles FC | Division 1 | Portland Timbers lead series 4-0-0 | POR 2-1 (Sea-36) | ||||
| 27 | Jan 11 | Kansas City Wizards | Division 1 | Kansas City Wizards lead series 35-15-15 | POR 3-2 (Sea-36) | ||||
| 29 | Jan 18 | @ | Austin FC | Division 1 | Portland Timbers lead series 6-0-1 | POR 3-0 (Sea-36) | |||
| 31 | Jan 25 | D.C. United | Division 1 | Portland Timbers lead series 23-9-20 | POR 1-0 (Sea-36) | ||||
| 33 | Feb 01 | Atlanta United | Division 1 | Atlanta United lead series 22-9-19 | POR 3-2 (Sea-36) | ||||
| 35 | Feb 08 | @ | Columbus Crew | Division 1 | Columbus Crew lead series 33-9-28 | Draw 1-1 (Sea-36) | |||
| 37 | Feb 15 | Carolina RailHawks | Division 1 | Carolina RailHawks lead series 39-8-22 | CAR 4-1 (Sea-36) | ||||