| GameDate | Time | Type | Home School | Away School | Site |
| 09/16/2025 | 4:00 PM | League | Greenwich | Darien | Greenwich High School - GHS Field 7 |
| 10/14/2025 | Canceled | League | Darien | Greenwich | Darien High School - DHS Stadium Field |
| 10/29/2025 | 5:00 PM | League | New Canaan | Greenwich | New Canaan HS - Dunning Stadium |
| 11/10/2025 | Canceled | League | Darien | Greenwich | Darien High School - DHS Stadium Field |