| Fri, Aug 27
| | South Eugene (Non-League) | Wells HS | 2-1 | | W |
| South Eugene (Non-League) | Wells HS |
| Tue, Aug 31
| | Liberty (Non-League) | Buckman Field | 4-2 | | W |
| Liberty (Non-League) | Buckman Field |
| Fri, Sep 03
| | South Salem (Non-League) | Wells HS | 3-3 | | T |
| South Salem (Non-League) | Wells HS |
| Tue, Sep 07
| | David Douglas (Non-League) | David Douglas HS | 5-1 | | W |
| David Douglas (Non-League) | David Douglas HS |
| Mon, Sep 13
| | Reynolds (Non-League) | Gradin Park | 5-0 | | W |
| Reynolds (Non-League) | Gradin Park |
| Thu, Sep 16
| | McMinnville (Non-League) | Buckman Field | 1-2 | | L |
| McMinnville (Non-League) | Buckman Field |
| Tue, Sep 21
| | Wilsonville (Non-League) | Wilsonville HS | 1-0 | | W |
| Wilsonville (Non-League) | Wilsonville HS |
| Sat, Sep 25
| | Central CatholicNon-League | Strasser Park | 3-1 | | W |
| Central CatholicNon-League | Strasser Park |
| Fri, Oct 01
| | McDaniel (League) | McDaniel HS | 1-0 | | W |
| McDaniel (League) | McDaniel HS |
| Mon, Oct 04
| | Roosevelt (League) | Roosevelt HS | 2-0 | | W |
| Roosevelt (League) | Roosevelt HS |
| Wed, Oct 06
| | Franklin (League) | Buckman Field | 1-1 | | T |
| Franklin (League) | Buckman Field |
| Tue, Oct 12
| | Cleveland (League) | Cleveland HS | 1-0 | | W |
| Cleveland (League) | Cleveland HS |
| Fri, Oct 15
| | Ida B. Wells (League) | Wells HS | 1-2 | | L |
| Ida B. Wells (League) | Wells HS |
| Tue, Oct 19
| | Benson (League) | Buckman Field | 8-0 | | W |
| Benson (League) | Buckman Field |
| Fri, Oct 22
| | Grant (League) | Buckman Field | 0-1 | | L |
| Grant (League) | Buckman Field |
| Fri, Oct 29
| | Reynolds (First Round) | Wells HS | 2-0 | | W |
| Reynolds (First Round) | Wells HS |
| Wed, Nov 03
| | Mountainside(Second Round) | Wells HS | 3-2 | | W |
| Mountainside(Second Round) | Wells HS |
| Sat, Nov 06
| | Jesuit (Quarter Final) | Jesuit HS | 0-4 | | L |
| Jesuit (Quarter Final) | Jesuit HS |
