| Squirt IV | ||||
| Date | Time | Location | Opponent | Score |
| October 4-13: 2003 Mayor's Cup Tournament | ||||
| Parity Round | ||||
| Sun 10/19 | 9:20 am | Hyde Park (L/3) | Dorchester III | - |
| Sat 10/25 | 8:10 am | Charlestown | @ Hyde Park C | 0-5 |
| Sat 11/1 | 7:00 am | Waltham | Waltham E | 2-9 |
| Sat 11/8 | 9:20 am | South Boston | @ Wellesley BG | 1-8 |
| Sun 11/9 | 2:00 pm | Quincy (M/3) | @ Brookline III | - |
| Sat 11/15 | 10:30 am | Charlestown | Wellesley BL | 4-4 |
| Sun 11/23 | 2:00 pm | Quincy (L/3) | @ Allston-Brighton II | - |
| Sat 11/29 | 9:00 am | West Roxbury | Dorchester III | |
| Sun 11/30 | 4:20 pm | UMass-Boston | @ Hyde Park C | 2-10 |
| Sat 12/6 | 9:00 am | West Roxbury | Waltham E | 9-7 |
| Regular Season | ||||
| Sat 12/13 | 8:10 am | Neponset | Charlestown B | 0-10 |
| Sun 12/21 | 3:10 pm | Quincy | @ Wellesley BG | 0-8 |
| Sat 12/27 | 8:10 am | Hyde Park (M/3) | @ Dorchester III | - |
| Sun 12/28 | 9:10 am | Cleveland Circle | @ Brookline III | 6-8 |
| Sun 1/4 | 4:00 pm | Hyde Park | @ Hyde Park C | 2-6 |
| Sat 1/10 | 8:10 am | Neponset | Wellesley BL | 4-2 |
| Sat 1/17 | 3:00 pm | NU | Waltham E | |
| Sun 1/18 | 7:00 am | Charlestown | @ Charlestown B | 5-3 |
| Sat 1/24 | 9:00 am | West Roxbury | Wellesley BG | 2-3 |
| Sun 1/25 | 5:10 pm | Hyde Park | Hyde Park B | 2-8 |
| January 19-29: District 1 State Tournament Playdowns | ||||
| Sat 1/31 | 9:00 am | West Roxbury | Dorchester III | |
| Sat 2/7 | 4:00 pm | Neponset | @ Dorchester II | 0-10 |
| Sat 2/14 | 9:00 am | West Roxbury | @ Parkway III | |
| Sat 2/21 | 8:10 am | Hyde Park (L/3) | Parkway III | - |
| Sun 2/22 | 10:20 am | Cleveland Circle | @ Allston Brighton II | 2-6 |
| Sun 2/29 | 9:10 am | Cleveland Circle | Brookline III | 4-4 |
| Sat 3/6 | 9:00 am | West Roxbury | Hyde Park C | |
| Sun 3/7 | 6:20 pm | Hyde Park | Dorchester II | |