| GameDate | Time | Type | Home School | Away School | Site |
| 01/07/2026 | 8:30 PM | League | Rye High School | Darien | Not Listed |
| 01/12/2026 | 7:45 PM | League | Staples | Rye High School | Intensity Fitness - Intensity Fitness |
| 01/26/2026 | Canceled | League | Darien | Rye High School | MSquash - MSquash |
| 02/02/2026 | 8:15 PM | League | Darien | Staples | MSquash - MSquash |
| 02/11/2026 | 7:45 PM | League | Staples | Rye High School | Intensity Fitness - Intensity Fitness |
| 02/12/2026 | 7:00 PM | League | Darien | | Chelsea Piers - Connecticut - Chelsea Piers Connecticut |
| 12/11/2025 | 8:00 PM | League | Darien | Rye High School | MSquash - MSquash |
| 12/15/2025 | 7:45 PM | League | Staples | Briarcliff High School | Intensity Fitness - Intensity Fitness |
| 12/18/2025 | 7:00 PM | League | Darien | Rye High School | Chelsea Piers - Connecticut - Chelsea Piers Connecticut |