| NCAAB | 03/11 22:00 | - | Caldwell v Saint Anselm | W | 80-71 | |
| NCAAB | 03/05 19:30 | 1 | Caldwell v Jefferson | W | 72-69 | |
| NCAAB | 03/04 22:00 | 2 | Caldwell v Chestnut Hill | W | 67-65 | |
| NCAAB | 02/28 23:00 | 1 | Caldwell v Wilmington U | W | 86-77 | |
| NCAAB | 02/25 21:00 | - | Caldwell v Bloomfield | L | 59-89 | |
| NCAAB | 02/18 20:00 | - | Nyack College v Caldwell | L | 68-67 | |
| NCAAB | 02/15 00:30 | - | Caldwell v Post | W | 64-59 | |
| NCAAB | 02/11 20:00 | - | Caldwell v Jefferson | W | 97-95 | |
| NCAAB | 02/09 00:00 | - | Uni of Bridgeport v Caldwell | W | 71-78 | |
| NCAAB | 02/01 01:00 | - | Felician v Caldwell | W | 59-85 | |
| NCAAB | 01/28 20:00 | - | Chestnut Hill v Caldwell | W | 68-70 | |
| NCAAB | 01/26 00:30 | - | Caldwell v Dominican College | W | 67-66 | |
| NCAAB | 01/21 20:00 | - | Caldwell v Wilmington U | W | 97-79 | |
| NCAAB | 01/18 00:30 | - | Bloomfield v Caldwell | W | 61-75 | |
| NCAAB | 01/14 19:00 | - | Georgian Court v Caldwell | W | 72-84 | |
| NCAAB | 01/11 00:30 | - | Post v Caldwell | W | 77-81 | |
| NCAAB | 01/07 20:00 | - | Caldwell v Goldey-Beacom Lightning | L | 84-87 | |
| NCAAB | 01/05 00:30 | - | Caldwell v Uni of Bridgeport | W | 100-81 | |
| NCAAB | 12/31 19:00 | - | Holy Family v Caldwell | W | 53-74 | |
| NCAAB | 12/30 00:30 | - | Dominican College v Caldwell | L | 87-75 | |
| NCAAB | 12/15 00:30 | - | Caldwell v Adelphi | L | 79-85 | |
| NCAAB | 12/10 18:00 | - | Caldwell v Franklin Pierce | L | 66-88 | |
| NCAAB | 12/07 00:30 | - | Caldwell v Felician | W | 91-72 | |
| NCAAB | 12/03 20:00 | - | Caldwell v Nyack College | W | 94-60 | |
| NCAAB | 12/01 00:00 | - | Caldwell v Lincoln PA | W | 66-65 | |
| NCAAB | 11/27 18:00 | - | Caldwell v Mercy | W | 91-74 | |
| NCAAB | 11/17 00:30 | - | Southern Connecticut State v Caldwell | L | 72-69 | |
| NCAAB | 11/11 22:00 | - | Assumption College v Caldwell | L | 82-72 | |
| NCAAB | 02/29 20:00 | 1 | Caldwell v Bloomfield | L | 74-91 | |
| NCAAB | 02/27 01:00 | 1 | Felician v Caldwell | L | 104-91 |