| Mite II | ||||
| Date | Time | Location | Opponent | Score |
| September 30-October 9: 2000 Mayor's Cup Tournament | ||||
| 10/14 | 9:00 am | West Roxbury | @ Wellesley Open | 1-5 |
| 10/21 | 8:00 am | West Roxbury | South Boston Angels | |
| 10/22 | 3:00 pm | Hyde Park | @ Quincy B | |
| 10/28 | 10:00 am | South Boston | Needham B2 | |
| 11/4 | 7:00 am | West Roxbury | Dorchester II | |
| 11/11 | 8:00 am | West Roxbury | Allston Brighton I | 11-1 |
| 11/18 | 7:00 am | Hyde Park | @ Brookline II | |
| 11/19 | 11:00 am | Somerville | @ TriCounty II | |
| 11/25 | 11:00 am | South Boston | @ TriCounty II | |
| 12/2 | 2:00 pm | Neponset | Quincy B | |
| 12/3 | 1:00 pm | South Boston | @ South Boston Angels | |
| 12/9 | 10:30 am | Charlestown | Wellesley Plumb | |
| 12/16 | 10:30 am | Charlestown | @ Somerville II | |
| 12/30 | 9:20 am | Hyde Park | South Boston Angels | |
| 1/6 | 9:20 am | Neponset | @ Dorchester III | |
| 1/13 | 7:00 am | Hyde Park | @ Brookline II | |
| 1/20 | 8:10 am | West Roxbury | Allston Brighton I | |
| 1/21 | 4:00 pm | Hyde Park | Hyde Park B | |
| 1/27 | 8:10 am | Charlestown | @ Needham B3 | |
| 2/3 | 8:10 am | West Roxbury | South Boston C | |
| 2/11 | 4:00 pm | Hyde Park | @ Brookline III | |
| February 19-22: District 1 State Tournament Playdowns | ||||
| 2/24 | 12:10 pm | Somerville | @ Wellesley Plumb | |
| 3/3 | 7:00 am | West Roxbury | Somerville II | |