| Sep 5, 2026 | vs Watertown High SchoolD3 · #44 | | |
| Sep 9, 2026 | @ Ethel Walker School | Scrimmage | Ethel Walker |
| Sep 9, 2026 | @ Suffield Academy | Scrimmage | Ethel Walker |
| Sep 12, 2026 | @ Canterbury School | Scrimmage | Canterbury School |
| Sep 16, 2026 | @ Greenwich Country Day School | W 2-0 | Greenwich Country Day School |
| Sep 19, 2026 | @ Convent of the Sacred Heart | T 1-1 | Sacred Heart Greenwich |
| Sep 23, 2026 | vs Suffield Academy | W 5-0 | Taft School |
| Sep 25, 2026 | vs Berkshire School | W 3-0 | |
| Sep 27, 2026 | vs The Rivers School | | Suffield Academy |
| Sep 27, 2026 | @ NE Prep | | Suffield Academy |
| Sep 30, 2026 | vs Deerfield Academy | W 4-1 | Taft School |
| Oct 3, 2026 | @ Loomis-Chaffee | W 1-0 | Barton Field |
| Oct 7, 2026 | vs Greenwich Academy | W 3-0 | Taft School |
| Oct 10, 2026 | @ Northfield Mount Hermon School | W 2-0 | Northfield Mount Hermon School |
| Oct 14, 2026 | vs Miss Porter's School | | Taft School |
| Oct 17, 2026 | @ Choate Rosemary Hall | T 1-1 | Choate Rosemary Hall |
| Oct 21, 2026 | vs The Williston Northampton School | W 1-0 | Taft School |
| Oct 24, 2026 | vs Worcester Academy | L 0-3 | Taft School |
| Oct 31, 2026 | @ Kent School | W 7-0 | Kent School |
| Nov 4, 2026 | vs Westminster School | L 1-2 | |
| Nov 7, 2026 | @ Ethel Walker School | | Ethel Walker School |
| Nov 11, 2026 | @ Kingswood Oxford School | T 1-1 | Kingswood Oxford School |
| Nov 14, 2026 | vs The Hotchkiss School | T 1-1 | |
| Dec 12, 2026 | @ FC Stars Blue ECNL G2011/12 | | |
| Dec 13, 2026 | @ FC Stars White ECNL G2011/12 | | |
| Dec 19, 2026 | vs SUSA FC ECNL G2011/12 | | FSA-Farmington Sports Arena - Field 6 |
| Dec 20, 2026 | vs East Meadow Soccer Club ECNL G2011/12 | | FSA-Farmington Sports Arena - Field 7 |
| Feb 28, 2027 | vs World Class FC ECNL G2011/12 | | FSA-Farmington Sports Arena - Field 6 |
| Mar 6, 2027 | @ East Meadow Soccer Club ECNL G2011/12 | | East Meadow Field of Dreams - South Turf |
| Mar 7, 2027 | @ SUSA FC ECNL G2011/12 | | |
| Mar 13, 2027 | vs Select ECNL G2011/12 | | FSA-Farmington Sports Arena - Field 6 |
| Mar 27, 2027 | @ Select ECNL G2011/12 | | |
| Apr 11, 2027 | @ Scorpions SC ECNL G2011/12 | | |
| Apr 21, 2027 | vs Connecticut FC United ECNL G2011/12 | | |
| Apr 25, 2027 | vs FC Stars Blue ECNL G2011/12 | | FSA-Farmington Sports Arena - Field 6 |
| May 1, 2027 | vs Scorpions SC ECNL G2011/12 | | FSA-Farmington Sports Arena - Field 6 |
| May 8, 2027 | @ Connecticut FC United ECNL G2011/12 | | |
| May 15, 2027 | vs FC Stars White ECNL G2011/12 | | FSA-Farmington Sports Arena - Field 6 |
| Jun 5, 2027 | @ World Class FC ECNL G2011/12 | | |
