| | | CANC | 0-0 (0-0) | League | North Eastham, MA | - | - |
| | | | 0-0 (0-0) | Non League | North Eastham, MA | - | - |
| | | W 4-1 | 1-0 (1-0) | League | North Eastham, MA | - | - |
| | | W 4-0 | 2-0 (2-0) | League | North Eastham, MA | - | - |
| | | W 2-0 | 3-0 (3-0) | League | Nantucket, MA | - | - |
| | | CANC | 3-0 (3-0) | Non League | Nantucket, MA | - | - |
| | | W 1-0 | 4-0 (4-0) | League | Oak Bluffs, MA | - | - |
| | | T 2-2 | 4-0-1 (4-0-1) | League | North Eastham, MA | - | - |
| | | PPD | 4-0-1 (4-0-1) | League | East Sandwich, MA | - | - |
| | | W 2-0 | 5-0-1 (5-0-1) | League | North Eastham, MA | - | - |
| | | W 1-0 | 6-0-1 (5-0-1) | Non League | North Eastham, MA | - | - |
| | | L 0-3 | 6-1-1 (5-1-1) | League | East Sandwich, MA | - | - |
| | | W 1-0 | 7-1-1 (6-1-1) | League | Falmouth, MA | - | Watch |
| | | L 0-3 | 7-2-1 (6-2-1) | League | South Yarmouth, MA | - | - |
| | | L 0-1 | 7-3-1 (6-3-1) | League | North Eastham, MA | - | - |
| | | W 1-0 | 8-3-1 (6-3-1) | Non League | Hyannis, MA | - | - |
| | | | 8-3-1 (6-3-1) | League | North Eastham, MA | - | - |
| | | T 1-1 | 8-3-2 (6-3-1) | Non League | Harwich, MA | - | - |
| | | | 8-3-2 (6-3-1) | League | North Eastham, MA | - | - |
| | | L 0-1 | 8-4-2 (6-4-1) | League | North Eastham, MA | - | - |
| | | CANC | 8-4-2 (6-4-1) | Non League | Hyannis, MA | - | - |