5th Boys · 5th Boys - Division 2 · 2019-20 · Milton
Rank 2 · Record 10-14 · Power 1796.6
| 2020-03-11 | D2S-FLBC | 38-31 |
| 2020-03-07 | D2S-Norton | 41-35 |
| 2020-03-01 | D2S-Dartmouth (green) | 55-29 |
| 2020-02-23 | D2N-Framingham (navy) | 57-40 |
| 2020-02-09 | D2N-Wellesley (a) | 43-46 |
| 2020-02-05 | D1S-North Quincy (sampson) | 23-46 |
| 2020-02-02 | D2N-Newton (black) | 55-67 |
| 2020-02-01 | D2W-Dedham (white) | 38-39 |
| 2020-01-26 | D2S-Acushnet / Fairhaven | 42-52 |
| 2020-01-19 | D2N-Woburn (black) | 31-44 |
| 2020-01-12 | D2E-Easton (krause) | 47-72 |
| 2020-01-12 | D2W-Medfield (bolduc) | 38-50 |
| 2020-01-05 | D2N-Natick | 40-47 |
| 2019-12-22 | D2W-Westwood (a) | 53-38 |
| 2019-12-15 | D2W-Norwood (gold) | 64-29 |
| 2019-12-08 | D2N-Revere | 39-25 |
| 2019-12-07 | D4N-Concord-Carlisle (maroon) | 45-42 |
| 2019-12-01 | Hingham 5B D1 | 36-50 |
| 2019-11-30 | D2S-Norton | 51-43 |
| 2019-11-30 | Hanover 5B D1 | 25-41 |
| 2019-11-24 | D2S-Mansfield (green) | 32-54 |
| 2019-11-24 | D3E-Millis (maroon) | 40-41 |
| 2019-11-23 | D3E-Millis (maroon) | 37-36 |
| 2019-11-23 | D2N-Framingham (navy) | 33-37 |