| Fri, Sep 3 | West Allis Central Bulldog Invite | McCarty Park | Milwaukee, WI | | | |
| Thu, Sep 9 | Ladish Invitational | East Troy HS | East Troy, WI | | | |
| Thu, Sep 16 | Whitefish Bay Cross Country Invitational | Kletzsch Park | Whitefish Bay, WI | | | |
| Sat, Sep 25 | Midwest Invite | Blackhawk GC | Janesville, WI | | | |
| Thu, Sep 30 | Mukwonago Invitational | Mukwonago HS | Mukwonago, WI | | | |
| Fri, Oct 8 | WISCO Lutheran Invite | McCarty Park | Milwaukee, WI | | | |
| Sat, Oct 16 | Wisconsin Little Ten Conference Meet | West Bend East HS | West Bend, WI | | | |
| Thu, Oct 21 | South Milwaukee JV Invitational | South Milwaukee HS | South Milwaukee, WI | | | |
| Sat, Oct 23 | WIAA Division 2 Sectional 7 - Pewaukee | Pewaukee HS | Pewaukee, WI | 9:30 AM | | |
| Sat, Oct 30 | WIAA State Cross Country Championships | Ridges Golf Course | Wisconsin Rapids, WI | 11:00 AM | | |
