| NCAAB | 02/09 21:00 | 1 | Caldwell Cougars v Chestnut Hill Griffins | W | 72-55 | |
| NCAAB | 02/06 00:30 | 1 | Caldwell Cougars v Dominican (NY) Chargers | W | 75-60 | |
| NCAAB | 02/02 20:00 | 1 | Wilmington Wildcats v Caldwell Cougars | W | 67-78 | |
| NCAAB | 01/31 00:30 | 1 | Caldwell Cougars v Post | W | 80-69 | |
| NCAAB | 01/29 00:30 | 1 | Caldwell Cougars v USciences Devils | W | 76-48 | |
| NCAAB | 01/21 22:00 | 1 | Jefferson Rams v Caldwell Cougars | L | 63-60 | |
| NCAAB | 01/17 00:30 | 1 | Caldwell Cougars v Nyack Warriors | W | 76-71 | |
| NCAAB | 01/12 20:00 | 1 | Goldey-Beacom Lightning v Caldwell Cougars | L | 85-58 | |
| NCAAB | 01/09 00:30 | 1 | Caldwell Cougars v Dominican (NY) Chargers | L | 55-67 | |
| NCAAB | 01/05 20:00 | 1 | Caldwell Cougars v Georgian Court Lions | W | 67-50 | |
| NCAAB | 01/03 01:00 | 1 | Felician Golden Falcons v Caldwell Cougars | L | 85-80 | |
| NCAAB | 12/30 18:00 | 1 | Caldwell Cougars v Assumption Greyhound | W | 70-58 | |
| NCAAB | 12/20 00:00 | 1 | Lynn Fighting Knights v Caldwell Cougars | L | 65-63 | |
| NCAAB | 12/17 23:30 | 1 | Caldwell Cougars v Nova Southeastern | L | 72-106 | |
| NCAAB | 12/16 18:00 | 1 | Caldwell Cougars v Palm Beach Atlantic Sailfish | L | 73-84 | |
| NCAAB | 12/08 20:00 | 1 | Caldwell Cougars v Bloomfield Bears | L | 79-86 | |
| NCAAB | 12/05 00:00 | 1 | Concordia NY Clippers v Caldwell Cougars | W | 74-80 | |
| NCAAB | 12/01 20:00 | - | Queens NY Knights v Caldwell Cougars | W | 57-61 | |
| NCAAB | 11/29 00:00 | 1 | Post v Caldwell Cougars | W | 76-81 | |
| NCAAB | 11/25 18:00 | 1 | Southern Connecticut State Owls v Caldwell Cougars | L | 81-69 | |
| NCAAB | 11/14 23:00 | 1 | Caldwell Cougars v Franklin Pierce Ravens | W | 95-91 | |
| NCAAB | 11/10 17:00 | 1 | Caldwell Cougars v Roberts Wesleyan Redhawks | W | 84-70 | |
| NCAAB | 11/09 18:30 | 1 | Daemen Wildcats v Caldwell Cougars | L | 75-60 | |
| NCAAB | 12/09 00:00 | - | Binghamton v Caldwell Cougars | W | 52-63 | |
| NCAAB | 11/08 12:00 | - | Fairleigh Dickinson v Caldwell Cougars | L | 89-71 | |
| NCAAB | 02/09 12:00 | - | Rutgers v Caldwell Cougars | L | 70-62 | |
| NCAAB | 11/11 12:00 | - | Seton Hall v Caldwell Cougars | L | 91-52 |