| Date | Location | Result | |
| Nov 13, 1999 | Easton, Mass. | Bentley College 48, Stonehill College 27 | Box score |
| Nov 06, 1999 | Waltham, Mass. | C.W. Post 28, Bentley College 21 | Box score |
| Oct 30, 1999 | Worcester, Mass. | Bentley College 54, Assumption College 14 | Box score |
| Oct 23, 1999 | Waltham, Mass. | Plymouth State 17, Bentley College 12 | Box score |
| Oct 16, 1999 | Pleasantville, N.Y. | Pace University 34, Bentley College 27 | Box score |
| Oct 09, 1999 | Smithfield, R.I. | Bryant College 44, Bentley College 39 | Box score |
| Oct 01, 1999 | Waltham, Mass. | Bentley College 27, UMass-Lowell 14 | Box score |
| Sep 24, 1999 | Waltham, Mass. | Amer. International 44, Bentley College 26 | Box score |
| Sep 17, 1999 | New Haven, Conn. | Southern Connecticut 38, Bentley College 0 | Box score |
| Sep 10, 1999 | Waltham, Mass. | Merrimack College 14, Bentley College 9 | Box score |
| Sep 02, 1999 | Erie, Pa. | Bentley College 30, Gannon University 14 | Box score |