| | T 1-1 | 0-0-1 (0-0) | Non League | Danbury, CT | - | Watch |
| | W 3-1 | 1-0-1 (0-0) | Non League | Wilton, CT | - | Watch |
| | 2-0 | 1-0-1 (0-0) | Non League | Bridgeport, CT | - | Watch |
| | W 3-0 | 2-0-1 (0-0) | Non League | Stamford, CT | - | - |
| | W 2-0 | 3-0-1 (0-0) | Non League | Darien, CT | - | - |
| | W 7-0 | 4-0-1 (0-0) | Non League | Trumbull, CT | - | Watch |
| | W 3-1 | 5-0-1 (1-0) | League | Norwalk, CT | - | Watch |
| | L 0-1 | 5-1-1 (1-1) | League | Westport, CT | - | - |
| | W 3-0 | 6-1-1 (2-1) | League | Ridgefield, CT | - | - |
| | W 3-0 | 7-1-1 (3-1) | League | New Canaan, CT | - | Watch |
| | L 0-1 | 7-2-1 (3-1) | Non League | Glastonbury, CT | - | - |
| | L 1-4 | 7-3-1 (3-2) | League | Trumbull, CT | - | Watch |
| | W 1-0 | 8-3-1 (4-2) | League | Norwalk, CT | - | - |
| | W 2-0 | 9-3-1 (5-2) | League | Fairfield, CT | - | Watch |
| | L 2-3 | 9-4-1 (5-2) | Non League | Glastonbury, CT | - | - |