| Day | Date | Opponent | Location | TV | Outcome/Time |
| Sat | 10/23/1999 | Mal Brown Scrimmage | Providence, R.I.
(Alumni Hall) | | 4:30 PM ET
|
| Thu | 11/04/1999 | Upstate New York All-Stars | Providence, R.I.
(exhibition) | | W, 88-86
Recap | Stats |
| Sun | 11/14/1999 | One World All-Stars | Providence, R.I.
(exhibition) | | W, 84-72
Recap | Stats |
| Sat | 11/20/1999 | Holy Cross | Providence, R.I. | | L, 54-43
Recap | Stats | Archived Audio |
| Mon | 11/22/1999 | Brown | Providence, R.I. | | W, 73-63
Recap | Stats | Archived Audio |
| Thu | 11/25/1999 | Michigan State | San Juan, Puerto Rico
(Puerto Rico Shootout) | ESPN2 | L, 82-58
Recap | Stats | Archived Audio |
| Fri | 11/26/1999 | Virginia | San Juan, Puerto Rico
(Puerto Rico Shootout) | | L, 80-64
Recap | Stats | Archived Audio |
| Sat | 11/27/1999 | American U., P.R. | San Juan, Puerto Rico
(Puerto Rico Shootout) | | W, 120-60
Recap | Stats |
| Tue | 11/30/1999 | Boston | Providence, R.I. | | W, 85-70
Recap | Stats | Archived Audio |
| Sat | 12/04/1999 | North Carolina State | Raleigh, N.C. | | L, 64-60
Recap | Stats | Archived Audio |
| Tue | 12/07/1999 | Rhode Island | Providence, R.I.
(Providence Civic Center) | Cox | W, 62-49
Recap | Stats | Archived Audio |
| Tue | 12/21/1999 | Central Connecticut State | Providence, R.I. | | L, 54-50
Recap | Stats | Archived Audio |
| Thu | 12/23/1999 | Arkansas | Providence, R.I. | | W, 87-81
Recap | Stats | Archived Audio |
| Mon | 12/27/1999 | Long Island | Providence, R.I. | | W, 79-63
Recap | Stats | Archived Audio |
| Thu | 12/30/1999 | Massachusetts | Providence, R.I. | | W, 61-60
Recap | Stats | Archived Audio |
| Sun | 01/02/2000 | Fordham | Providence, R.I. | | L, 71-67
Recap | Stats | Archived Audio |
| Wed | 01/05/2000 | Georgetown | Providence, R.I. | WJAR | W, 55-48
Recap | Stats | Archived Audio |
| Sat | 01/08/2000 | Boston College | Chestnut Hill, Mass. | ESPN | L, 67-62
Recap | Stats | Archived Audio |
| Wed | 01/12/2000 | Rutgers | Rutgers, N.J. | | L, 71-61
Recap | Stats | Archived Audio |
| Thu | 01/20/2000 | Villanova | Providence, R.I. | NESN | L, 66-57
Recap | Stats | Archived Audio |
| Sun | 01/23/2000 | West Virginia | Providence, R.I. | WJAR | L, 82-69
Recap | Stats | Archived Audio |
| Thu | 01/27/2000 | Connecticut | Hartford, Conn.
(Hartford Civic Center) | | L, 64-50
Recap | Stats | Archived Audio |
| Sun | 01/30/2000 | West Virginia | Morgantown, W. Va.
(Wheeling Civic Center) | NESN | L, 70-60 (OT)
Recap | Stats | Archived Audio |
| Tue | 02/01/2000 | Seton Hall | South Orange, N.J. | NESN | L, 82-67
Recap | Stats | Archived Audio |
| Sat | 02/05/2000 | Syracuse | Providence, R.I. | NESN | L, 74-58
Recap | Stats | Archived Audio |
| Tue | 02/08/2000 | St. John's | Providence, R.I. | ESPN2 | L, 61-46
Recap | Stats | Archived Audio |
| Sat | 02/12/2000 | Rutgers | Providence, R.I. | WJAR | L, 69-60
Recap | Stats | Archived Audio |
| Wed | 02/16/2000 | Miami | Coral Gables, Mia. | | W, 47-45
Recap | Stats | Archived Audio |
| Wed | 02/23/2000 | Notre Dame | Notre Dame, Ind. | | W, 89-79
Recap | Stats | Archived Audio |
| Sat | 02/26/2000 | Boston College | Providence, R.I. | WJAR | W, 45-40
Recap | Stats | Archived Audio |
| Wed | 03/01/2000 | Villanova | Villanova | NESN | L, 77-72
Recap | Stats | Archived Audio |
| Sun | 03/05/2000 | Pittsburgh | Providence, R.I. | NESN | L, 57-53
Recap | Stats | Archived Audio |
| Wed | 03/08/2000 | Seton Hall (Big East First Round) | New York
(Madison Square Garden) | | L, 85-65
Recap | Stats | Archived Audio |
