| Squirt I | ||||
| Date | Time | Location | Opponent | Score |
| September 30-October 9: 2000 Mayor's Cup Tournament | ||||
| 10/7 | 10:00 am | Charlestown | Framingham A | |
| 10/14 | 7:00 am | Neponset | @ Needham A | |
| 10/22 | 9:00 am | Hyde Park | Quincy A | |
| 10/28 | 6:00 pm | Cleveland Circle | TriBoro I | |
| 11/4 | 8:00 am | West Roxbury | Belmont I | |
| 11/11 | 5:00 pm | Neponset | @ Dorchester I | |
| 11/12 | 8:00 am | Somerville | @ South Boston A | |
| 11/18 | 11:00 am | Hyde Park | @ Wellesley Grimm | |
| 11/25 | 7:00 am | West Roxbury | Waltham I | 2-2 |
| 12/3 | 11:00 am | NU | TriCounty I | |
| 12/9 | 7:00 am | West Roxbury | Needham A | |
| 12/16 | 7:00 am | Waltham | @ Waltham I | |
| 12/23 | 7:00 am | BU | @ Quincy A | |
| 12/30 | 7:00 am | BU | South Boston A | |
| 1/6 | 8:10 am | BU | @ Belmont I | |
| 1/13 | 12:50 pm | BU | Dorchester I | |
| 1/20 | 8:10 am | BU | @ Charlestown I | |
| 1/27 | 8:10 am | West Roxbury | Wellesley Grimm | |
| 2/3 | 7:00 am | BU | @ Needham A | |
| 2/10 | 9:20 am | BU | @ TriBoro I | |
| 2/18 | 10:50 am | Loring | @ Framingham A | |
| February 19-22: District 1 State Tournament Playdowns | ||||
| 2/24 | 10:30 am | BU | Dedham I | |
| 3/3 | 8:10 am | BU | TriCounty I | |