Schedule:
Please note: All rankings shown are the rankings of the teams on the date that they played one another
| Game | Date | Away Team (Rank) | Away Score | Home Score | Home Team (Rank) | Game Status | Result | Margin |
|---|---|---|---|---|---|---|---|---|
| 1 | 2019-11-05 | UMass-Lowell (264) | 64 | 79 | Massachusetts (223) | Final | W | 15 |
| 2 | 2019-11-09 | Massachusetts (223) | 62 | 60 | Fairfield (319) | Final | W | 2 |
| 3 | 2019-11-12 | Northeastern (92) | 71 | 80 | Massachusetts (223) | Final | W | 9 |
| 4 | 2019-11-16 | Central Connecticut State (316) | 43 | 89 | Massachusetts (223) | Final | W | 46 |
| 5 | 2019-11-20 | Rider (172) | 72 | 82 | Massachusetts (35) | Final | W | 10 |
| 6 | 2019-11-23 | Massachusetts (35) | 46 | 58 | Virginia (15) | Final | L | -12 |
| 7 | 2019-11-24 | Massachusetts (35) | 63 | 78 | St. John's (72) | Final | L | -15 |
| 8 | 2019-11-29 | Massachusetts (70) | 57 | 82 | Rutgers (88) | Final | L | -25 |
| 9 | 2019-12-04 | South Carolina (116) | 84 | 80 | Massachusetts (113) | Final | L | -4 |
| 10 | 2019-12-07 | Massachusetts (113) | 55 | 89 | Harvard (158) | Final | L | -34 |
| 11 | 2019-12-11 | Yale (74) | 83 | 80 | Massachusetts (159) | Final (OT) | L | -3 |
| 12 | 2019-12-20 | Maine (311) | 53 | 74 | Massachusetts (167) | Final | W | 21 |
| 13 | 2019-12-30 | Massachusetts (152) | 79 | 85 | Akron (81) | Final | L | -6 |
| 14 | 2020-01-05 | Massachusetts (138) | 80 | 83 | Saint Louis (87) | Final (OT) | L | -3 |
| 15 | 2020-01-08 | La Salle (96) | 69 | 77 | Massachusetts (158) | Final | W | 8 |
| 16 | 2020-01-11 | Massachusetts (158) | 60 | 88 | Dayton (11) | Final | L | -28 |
| 17 | 2020-01-15 | Massachusetts (160) | 61 | 74 | St. Bonaventure (125) | Final | L | -13 |
| 18 | 2020-01-18 | George Washington (238) | 75 | 51 | Massachusetts (160) | Final | L | -24 |
| 19 | 2020-01-22 | Massachusetts (189) | 63 | 73 | George Mason (113) | Final | L | -10 |
| 20 | 2020-01-25 | Duquesne (52) | 64 | 73 | Massachusetts (189) | Final | W | 9 |
| 21 | 2020-01-29 | Saint Joseph's (244) | 76 | 91 | Massachusetts (177) | Final | W | 15 |
| 22 | 2020-02-01 | Massachusetts (177) | 50 | 85 | Davidson (107) | Final | L | -35 |
| 23 | 2020-02-04 | Massachusetts (187) | 67 | 73 | Rhode Island (34) | Final | L | -6 |
| 24 | 2020-02-09 | George Mason (134) | 67 | 69 | Massachusetts (187) | Final | W | 2 |
| 25 | 2020-02-15 | Dayton (6) | 71 | 63 | Massachusetts (176) | Final | L | -8 |
| 26 | 2020-02-18 | Saint Louis (90) | 63 | 67 | Massachusetts (172) | Final | W | 4 |
| 27 | 2020-02-22 | Massachusetts (172) | 57 | 49 | Fordham (251) | Final | W | 8 |
| 28 | 2020-02-26 | Virginia Commonwealth (64) | 52 | 60 | Massachusetts (154) | Final | W | 8 |
| 29 | 2020-02-29 | Massachusetts (154) | 71 | 95 | Richmond (47) | Final | L | -24 |
| 30 | 2020-03-04 | Massachusetts (146) | 75 | 64 | La Salle (148) | Final | W | 11 |
| 31 | 2020-03-07 | Rhode Island (52) | 64 | 63 | Massachusetts (146) | Final | L | -1 |
| 32 | 2020-03-12 | Virginia Commonwealth (38) | 0 | 0 | Massachusetts (182) | Cancelled | - | - |