| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 9/8 | 3:45 p.m. | Varsity | League | Normal | Away | Sheehan | | | | Sheehan High School-Sheehan HS Cross Country Course | |
| TUE 9/20 | 4:00 p.m. | Varsity | League | Normal | Away | Guilford | | | | Guilford High School-East River Preserve | |
| THU 9/29 | 4:30 p.m. | Varsity | League | Normal | Away | Tournament Game - Opponent Not Known | | | | Guilford High School-Guilford Fair grounds | |
| TUE 10/11 | 4:00 p.m. | Varsity | League | Normal | Away | DanielHand | | | | Madison Surf Club-Surf Club | |
| FRI 10/14 | 3:45 p.m. | Varsity | League | Normal | Away | JonathanLaw | | | | Eisenhower Park | |