| | | |
| March 8, 2025 | T | Westchester SC 1 at Greenville Triumph SC 1 | Final |
| March 29, 2025 | W | Westchester SC 3 at Texoma FC 1 | Final |
| April 5, 2025 | L | Westchester SC 0 at AV Alta FC 2 | Final |
| April 19, 2025 | T | Westchester SC 4 at Richmond Kickers 4 | Final |
| April 27, 2025 | L | Rhode Island FC 4 at Westchester SC 1 (Jagermeister Cup) | Final |
| May 4, 2025 | L | Westchester SC 1 at Spokane Velocity FC 3 | Final |
| May 10, 2025 | L | Charlotte Independence 3 at Westchester SC 2 | Final |
| May 17, 2025 | T | Forward Madison FC 1 at Westchester SC 1 | Final |
| May 25, 2025 | T | Richmond Kickers 2 at Westchester SC 2 | Final |
| May 31, 2025 | L | Hartford Athletic 3 at Westchester SC 2 (Jagermeister Cup) | Final |
| June 7, 2025 | T | One Knoxville SC 1 at Westchester SC 1 | Final |
| June 15, 2025 | L | AV Alta FC 5 at Westchester SC 2 | Final |
| June 18, 2025 | W | Westchester SC 2 at Forward Madison FC 1 | Final |
| June 28, 2025 | L | Westchester SC 0 at Pittsburgh Riverhounds SC 1 (Jagermeister Cup) | Final |
| July 2, 2025 | L | Greenville Triumph SC 3 at Westchester SC 0 | Final |
| July 12, 2025 | L | Westchester SC 1 at FC Naples 2 | Final |
| July 16, 2025 | L | Spokane Velocity FC 3 at Westchester SC 2 | Final |
| July 19, 2025 | T | Westchester SC 1 at One Knoxville SC 1 | Final |
| July 26, 2025 | L | Westchester SC 0 at Detroit City FC 3 (Jagermeister Cup) | Final |
| August 1, 2025 | | Chattanooga Red Wolves SC at Westchester SC | 7:00 p.m. |
| August 6, 2025 | | Westchester SC at Union Omaha | 8:00 p.m. |
| August 10, 2025 | | South Georgia Tormenta FC at Westchester SC | 7:00 p.m. |
| August 15, 2025 | | Westchester SC at Charlotte Independence | 7:00 p.m. |
| August 24, 2025 | | Portland Hearts of Pine at Westchester SC | 7:00 p.m. |
| August 30, 2025 | | Westchester SC at FC Naples | 7:00 p.m. |
| September 3, 2025 | | Richmond Kickers at Westchester SC | 7:00 p.m. |
| September 7, 2025 | | Westchester SC at Spokane Velocity FC | 7:00 p.m. |
| September 13, 2025 | | Union Omaha at Westchester SC | 7:00 p.m. |
| September 21, 2025 | | Texoma FC at Westchester SC | 7:00 p.m. |
| September 28, 2025 | | Forward Madison FC at Westchester SC | 7:00 p.m. |
| October 3, 2025 | | Westchester SC at South Georgia Tormenta FC | 7:00 p.m. |
| October 12, 2025 | | FC Naples at Westchester SC | 2:00 p.m. |
| October 18, 2025 | | Westchester SC at Portland Hearts of Pine | 5:00 p.m. |
| October 25, 2025 | | Westchester SC at Chattanooga Red Wolves SC | 7:00 p.m. |
Westchester SC Schedule
