| Date | Location | Result | |
| Oct 29, 1999 | Babson | Endicott 3, Babson 0 (15-13,15-13,15-13) | Box score |
| Oct 25, 1999 | Colby-Sawyer | Endicott 3, Colby-Sawyer 0 (15-13,15-13,15-13) | Box score |
| Oct 17, 1999 | Endicott College | Endicott 3, Western New England 1 (14-16,15-8,15-3,15-7) | Box score |
| Oct 14, 1999 | Endicott College | Endicott 3, St. Joe's (CT) 0 (15-13,15-8,16-14) | Box score |
| Oct 12, 1999 | Endicott College | Endicott 3, Emmanuel 1 (15-9,15-9,8-15,15-8) | Box score |
| Oct 9, 1999 | Unknown | Endicott 3, Green Mountain 0 (15-10,15-9,15-4) | Box score |
| Oct 9, 1999 | Unknown | Endicott 3, Keene State 2 (15-10,15-8,12-15,5-15,15-8) | Box score |
| Oct 7, 1999 | Pine Manor | Endicott 3, Pine Manor College 1 (15-4,15-6,13-15,15-1) | Box score |
| Oct 5, 1999 | Roger Williams | Endicott 3, Roger Williams 1 (15-12,15-11,1-15,15-7) | Box score |
| Oct 4, 1999 | Salem State | Endicott 3, U. of New England 0 (15-5,15-6,15-12) | Box score |
| Oct 2, 1999 | Endicott College | Gordon 3, Endicott 0 (15-10,15-11,15-13) | Box score |
| Oct 1, 1999 | Salem State | Eastern Nazarene 3, Endicott 1 (15-2,15-7,6-15,15-5) | Box score |
| Sep 29, 1999 | Endicott College | Endicott 3, Rhode Island College 1 (15-2,15-11,12-15,15-9) | Box score |
| Sep 27, 1999 | Endicott College | Endicott 3, Salem State 0 (15-11,15-6,15-13) | Box score |
| Sep 25, 1999 | UMD | Endicott 3, U. Mass Dartmouth 0 (15-7,15-10,15-13) | Box score |
| Sep 25, 1999 | Fitchburg State | Endicott 3, Fitchburg State 0 (15-2,15-6,15-7) | Box score |
| Sep 23, 1999 | Endicott College | Endicott 3, Wentworth 0 (15-2,15-2,15-5) | Box score |
| Sep 21, 1999 | Endicott College | Endicott 3, Regis 1 (15-5,16-14,13-15,15-12) | Box score |
| Sep 18, 1999 | Simmons College | Endicott 3, Simmons 1 (7-15,15-8,15-4,15-9) | Box score |
| Sep 14, 1999 | St. A's | Saint Anselm's 3, Endicott 0 (15-1,15-13,15-7) | Box score |
| Sep 13, 1999 | Endicott College | Endicott 3, Plymouth State 1 (15-10,2-15,15-11,15-13) | Box score |
| Sep 11, 1999 | MMA | Endicott 3, Mass Maratime Acad. 0 (15-4,15-4,15-6) | Box score |
| Sept 8, 1999 | Endicott College | Endicott 3, Mass College of LA 0 (15-4,15-2,15-3) | Box score |
| Sept 4, 1999 | Endicott College | Endicott 3, Suffolk 0 (15-0,15-0,15-0) | Box score |
| Sept 4, 1999 | Endicott | Gordon 3, Endicott 1 (6-15,16-14,15-13,15-3) | Box score |