| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Sunday | August 24, 2025 | 5:00 PM | 6:00 PM | Other | Pawling Elementary School | |
| Tuesday | August 26, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Elementary School | |
| Thursday | August 28, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Sunday | August 31, 2025 | 12:30 PM | 6:30 PM | Other | Hunterbrook Park | |
| Tuesday | September 2, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | September 4, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Saturday | September 6, 2025 | 3:15 PM | 4:45 PM | Game | Flowers Park | vs. Westchester Flames |
| Tuesday | September 9, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | September 11, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Sunday | September 14, 2025 | 10:30 AM | 12:00 PM | Game | Pawling Recreation | vs. Manhattan SC North |
| Tuesday | September 16, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | September 18, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Saturday | September 20, 2025 | 12:30 PM | 2:00 PM | Game | John F. Kennedy Elementary School | vs. Brewster |
| Tuesday | September 23, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | September 25, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Saturday | September 27, 2025 | 2:00 PM | 3:30 PM | Game | Pawling Recreation | vs. Greenberg Utd |
| Monday | September 29, 2025 | 5:15 PM | 6:15 PM | Training | Pawling Elementary School | |
| Tuesday | September 30, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | October 2, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Saturday | October 4, 2025 | 10:30 AM | 12:00 PM | Game | FC Transylvania | vs. FC Transylvania White |
| Tuesday | October 7, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | October 9, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Saturday | October 11, 2025 | 12:30 PM | 6:30 PM | Game | Greenvale Park | vs. Poughkeepsie Tournament |
| Sunday | October 12, 2025 | 12:30 PM | 5:30 PM | Game | Town Center Park | vs. Beekman Cup Tournament |
| Tuesday | October 14, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | October 16, 2025 | 5:00 PM | 6:30 PM | Training | Pawling Recreation | |
| Tuesday | October 21, 2025 | 5:00 PM | 6:30 PM | Training | Pawling Recreation | |
| Thursday | October 23, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Friday | October 24, 2025 | 6:35 PM | 8:35 PM | Other | Marist University | |
| Tuesday | October 28, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | October 30, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Saturday | November 1, 2025 | 2:00 PM | 3:30 PM | Game | Van Cortlandt Park | vs. Bronx Youth |
| Tuesday | November 4, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Thursday | November 6, 2025 | 5:30 PM | 7:00 PM | Training | Pawling Recreation | |
| Saturday | November 8, 2025 | 2:00 PM | 3:30 PM | Game | Pawling Recreation | vs. JPSC Red |