| | | | 0-0 (0-0) | Scrimmage | Gloucester, MA | - | - |
| | | | 0-0 (0-0) | Scrimmage | Gloucester, MA | - | - |
| | | L 0-9 | 0-1 (0-1) | League | Swampscott, MA | - | - |
| | | L 0-6 | 0-2 (0-1) | Non League | Gloucester, MA | - | Watch |
| | | W 3-0 | 1-2 (1-1) | League | Lynn, MA | - | - |
| | | L 0-1 | 1-3 (1-2) | League | Salem, MA | - | - |
| | | T 1-1 | 1-3-1 (1-2-1) | League | Gloucester, MA | - | Watch |
| | | T 2-2 | 1-3-2 (1-2-2) | League | Gloucester, MA | - | Watch |
| | | L 0-4 | 1-4-2 (1-3-2) | League | Gloucester, MA | - | Watch |
| | | L 0-6 | 1-5-2 (1-4-2) | League | Marblehead, MA | - | - |
| | | L 0-4 | 1-6-2 (1-5-2) | League | Winthrop, MA | - | - |
| | | L 1-3 | 1-7-2 (1-5-2) | Non League | Gloucester, MA | - | Watch |
| | | | 1-7-2 (1-5-2) | Non League | Gloucester, MA | - | Watch |
| | | L 0-6 | 1-8-2 (1-6-2) | League | Peabody, MA | - | - |
| | | L 0-4 | 1-9-2 (1-7-2) | League | Gloucester, MA | - | Watch |
| | | W 4-0 | 2-9-2 (1-7-2) | Non League | Haverhill, MA | - | - |
| | | L 0-3 | 2-10-2 (1-8-2) | League | Saugus, MA | - | - |
| | | L 1-5 | 2-11-2 (1-8-2) | Non League | Rockport, MA | - | Watch |
| | | L 0-5 | 2-12-2 (1-9-2) | League | Gloucester, MA | - | Watch |