Stadium: George R. Newman Center Round: 1
| USA - NCAAB | 2018/12/30 18:00 | Caldwell v Assumption College | W | 70-58 |
| USA - NCAAB | 2019/11/08 21:00 | Caldwell v Saint Michael's | L | 88-114 |
| USA - NCAAB | 2019/03/02 20:00 | Bloomfield v Caldwell | L | 94-86 |
| USA - NCAAB | 2019/02/28 00:30 | Caldwell v Concordia NY | W | 73-66 |
| USA - NCAAB | 2019/02/23 20:00 | Nyack College v Caldwell | W | 53-62 |
| USA - NCAAB | 2019/02/16 20:00 | Caldwell v Holy Family | W | 69-65 |
| USA - NCAAB | 2019/02/14 00:30 | Felician v Caldwell | W | 74-87 |
| USA - NCAAB | 2019/02/09 21:00 | Caldwell v Chestnut Hill | W | 72-55 |
| USA - NCAAB | 2019/02/06 00:30 | Caldwell v Dominican College | W | 75-60 |
| USA - NCAAB | 2019/11/08 23:30 | NYIT v Assumption College | W | 74-91 |
| USA - NCAAB | 2019/02/27 01:00 | Southern New Hampshire v Assumption College | W | 60-66 |
| USA - NCAAB | 2019/02/23 20:30 | Assumption College v Stonehill | W | 59-53 |
| USA - NCAAB | 2019/02/21 00:30 | Assumption College v Franklin Pierce | L | 76-81 |
| USA - NCAAB | 2019/02/16 20:30 | Saint Michael's v Assumption College | L | 76-67 |
| USA - NCAAB | 2019/02/14 00:30 | Assumption College v St Anselm | L | 69-100 |
| USA - NCAAB | 2019/02/09 20:30 | Assumption College v Bentley | L | 65-66 |
| USA - NCAAB | 2019/02/07 00:30 | Assumption College v Merrimack | L | 55-73 |