| Wed, Sep 11 | Hood River Invitational | Hood River Valley HS | Hood River, OR | 3:00 PM | | |
| Wed, Sep 18 | 5A Preview | Franklin HS | Portland, OR | 4:00 PM | | |
| Sat, Sep 21 | Three Course Challenge | Seaside 3 Course | Seaside, OR | | | |
| Wed, Sep 25 | PIL Relays | Pier Park | Portland, OR | 4:00 PM | | |
| Sat, Sep 28 | Nike Pre Nationals | Portland Meadows Race Track | Portland, OR | 8:30 AM | | |
| Wed, Oct 2 | PIL Meet @ Lents/Madison HS | Lents Park | Portland, OR | | | |
| Wed, Oct 9 | Benson, Madison, LaSalle @ Wilson | Gabriel Park | Portland, OR | | | |
| Sat, Oct 12 | George Fox XC Classic | Willamette Mission State Park (Brooks) | Gervais, OR | 11:30 AM | | |
| Wed, Oct 16 | Madison, Roosevelt, and Lasalle at Cleveland | Westmoreland Park | Portland, OR | | | |
| Wed, Oct 23 | PIL 5A District Meet | Franklin HS | Portland, OR | | | |
| Sat, Nov 2 | OSAA 5A State Championships | Lane Community College | Eugene, OR | 1:00 PM | | |
