| NCAAB | 02/22 20:00 | 1 | Caldwell v Dominican College | L | 49-67 | |
| NCAAB | 02/15 20:00 | 1 | Holy Family v Caldwell | L | 69-51 | |
| NCAAB | 02/13 00:00 | 1 | Concordia NY v Caldwell | L | 85-73 | |
| NCAAB | 02/08 20:00 | 1 | Caldwell v Wilmington U | L | 69-75 | |
| NCAAB | 02/05 00:30 | 1 | Post v Caldwell | L | 81-66 | |
| NCAAB | 02/01 20:00 | 1 | Caldwell v Jefferson | L | 70-79 | |
| NCAAB | 01/30 00:30 | 1 | Caldwell v Nyack College | W | 80-79 | |
| NCAAB | 01/22 00:30 | 1 | Caldwell v Felician | W | 79-68 | |
| NCAAB | 01/19 20:00 | 1 | Chestnut Hill v Caldwell | W | 71-90 | |
| NCAAB | 01/16 00:30 | 1 | University of The Sciences Devils v Caldwell | W | 64-78 | |
| NCAAB | 01/11 19:00 | 1 | Georgian Court v Caldwell | L | 85-79 | |
| NCAAB | 01/09 00:30 | 1 | Caldwell v Concordia NY | W | 100-66 | |
| NCAAB | 01/04 20:00 | 1 | Caldwell v Goldey-Beacom Lightning | W | 91-73 | |
| NCAAB | 12/31 00:00 | 1 | Rutgers v Caldwell | L | 94-49 | |
| NCAAB | 12/22 18:00 | 1 | Caldwell v Stonehill | W | 63-61 | |
| NCAAB | 12/14 20:00 | 1 | Bloomfield v Caldwell | L | 82-77 | |
| NCAAB | 12/07 20:00 | 1 | Caldwell v Post | W | 84-81 | |
| NCAAB | 12/04 22:30 | 1 | Nyack College v Caldwell | W | 65-80 | |
| NCAAB | 11/26 22:00 | 1 | Caldwell v Norfolk State | W | 64-54 | |
| NCAAB | 11/21 00:30 | 1 | Dominican College v Caldwell | L | 78-56 | |
| NCAAB | 11/17 22:00 | 1 | Caldwell v Saint Michael's | W | 80-70 | |
| NCAAB | 11/16 22:00 | 1 | Caldwell v Saint Rose | L | 88-90 | |
| NCAAB | 11/14 00:00 | 1 | Caldwell v Southern Connecticut State | W | 78-67 | |
| NCAAB | 11/09 22:30 | 1 | Caldwell v Assumption College | L | 73-100 | |
| NCAAB | 11/08 21:00 | 1 | Caldwell v Saint Michael's | L | 88-114 | |
| NCAAB | 03/02 20:00 | 1 | Bloomfield College Bears v Caldwell | L | 94-86 | |
| NCAAB | 02/28 00:30 | 1 | Caldwell v Concordia NY | W | 73-66 | |
| NCAAB | 02/23 20:00 | 1 | Nyack College v Caldwell | W | 53-62 | |
| NCAAB | 02/16 20:00 | 1 | Caldwell v Holy Family | W | 69-65 | |
| NCAAB | 02/14 00:30 | 1 | Felician v Caldwell | W | 74-87 |