| Date | Location | Result | |
| 3-1-00 | North Andover, Mass. | Merrimack College 77, Bentley College 67 | Box score |
| 2-27-00 | Colchester, Vt. | Bentley College 70, St. Michael's College 68 | Box score |
| 2-23-00 | Springfield, Mass. | American International 70, Bentley College 56 | Box score |
| 2-19-00 | Waltham, Mass. | Saint Anselm College 85, Bentley College 71 | Box score |
| 2-14-00 | Syracuse, N.Y. | Bentley College 84, Le Moyne College 66 | Box score |
| 2-12-00 | Colchester, Vt. | St. Michael's College 71, Bentley College 57 | Box score |
| 2-9-00 | Waltham, Mass. | Bentley College 76, Bryant College 58 | Box score |
| 2-5-00 | Waltham, Mass. | Merrimack College 83, Bentley College 70 | Box score |
| 2-1-00 | New York, N.Y. | Pace University 88, Bentley College 85 | Box score |
| 1-29-00 | Waltham, Mass. | Bentley College 76, Assumption College 66 | Box score |
| 1-26-00 | Waltham, Mass. | American International 91, Bentley College 88 | Box score |
| 1-22-00 | Waltham, Mass. | Bentley College 82, Stonehill College 55 | Box score |
| 1-19-00 | Worcester, Mass. | Bentley College 84, Assumption College 70 | Box score |
| 1-15-00 | Waltham, Mass. | Bentley College 80, Pace University 67 | Box score |
| 1-12-00 | North Andover, Mass. | Bentley College 74, Merrimack College 56 | Box score |
| 1-8-00 | Smithfield, R.I. | Bentley College 92, Bryant College 68 | Box score |
| 1-5-00 | Manchester, N.H. | Saint Anselm College 94, Bentley College 72 | Box score |
| 12-30-99 | Albany, N.Y. | Bentley College 75, College of Saint Rose 74 | Box score |
| 12-29-99 | Albany, N.Y. | Bentley College 64, Franklin Pierce College 59 | Box score |
| 12-28-99 | Albany, N.Y. | Bentley College 70, Bloomsburg University 66 | Box score |
| 12-19-99 | Waltham, Mass. | Bentley College 74, UMass-Lowell 70 | Box score |
| 12-11-99 | Easton, Mass. | Stonehill College 73, Bentley College 66 | Box score |
| 12-7-99 | Waltham, Mass. | Bentley College 69, St. Michael's College 68 | Box score |
| 12-4-99 | Waltham, Mass. | Bentley College 84, Le Moyne College 60 | Box score |
| 12-1-99 | West Haven, Conn. | Bentley College 90, Univ. of New Haven 65 | Box score |
| 11-28-99 | Rindge, N.H. | Franklin Pierce College 80, Bentley College 77 | Box score |
| 11-20-99 | Waltham, Mass. | Bentley College 79, Adelphi University 72 | Box score |
| 11-19-99 | Waltham, Mass. | Bloomsburg University 81, Bentley College 64 | Box score |