Cross Country
Girls
| Date | Opponent | Location |
| September 12 | Staples, St.Joseph, Central | @ Staples 4:45pm |
| September 19 | Greenwich, Ridgefield,New Canaan | @ Greenwich 4:45pm |
| September 26 | Trumbull, Stamford, Fairfield-Ludlowe, Harding | @ Trumbull 4:45pm |
| October 3 | Danbury, Westhill, Fairfield-Warde | @ Danbury 4:15pm |
| October 9 | Darien, Wilton, Brien McMahon, Norwalk | @ Darien 4:45pm |
Boys
| Date | Opponent | Location |
| September 12 | Staples, St.Joseph, Central | @ Staples 3:45pm |
| September 19 | Greenwich, Ridgefield,New Canaan | @ Greenwich 3:45pm |
| September 26 | Trumbull, Stamford, Fairfield-Ludlowe, Harding | @ Trumbull 4:00pm |
| October 3 | Danbury, Westhill, Fairfield-Warde | @ Danbury 4:15pm |
| October 9 | Darien, Wilton, Brien McMahon, Norwalk | @ Darien 4:00pm |