Stadium: Harvey Hubbell Gymnasium Round: 1
| NCAAB | 2019/11/10 18:30 | Uni of Bridgeport v Post | L | 87-90 |
| NCAAB | 2019/11/09 00:00 | Uni of Bridgeport v Goldey-Beacom Lightning | W | 92-86 |
| NCAAB | 2019/03/09 22:00 | Uni of Bridgeport v Daemen | W | 79-77 |
| NCAAB | 2019/03/03 20:00 | Daemen v Uni of Bridgeport | L | 93-71 |
| NCAAB | 2019/03/02 01:00 | Roberts Wesleyan v Uni of Bridgeport | W | 62-67 |
| NCAAB | 2019/02/23 20:30 | NYIT v Uni of Bridgeport | W | 84-103 |
| NCAAB | 2019/02/21 00:00 | Uni of Bridgeport v LIU Post | W | 144-76 |
| NCAAB | 2019/02/14 00:00 | Molloy v Uni of Bridgeport | L | 78-69 |
| NCAAB | 2019/11/17 18:00 | Bentley v Molloy | W | 74-71 |
| NCAAB | 2019/11/09 22:00 | Bentley v Concordia NY | W | 97-56 |
| NCAAB | 2019/11/09 00:00 | Bentley v Wilmington U | W | 109-74 |
| NCAAB | 2019/02/23 20:00 | Merrimack v Bentley | L | 65-54 |
| NCAAB | 2019/02/09 20:30 | Assumption v Bentley | W | 65-66 |
| NCAAB | 2019/02/02 20:30 | Bentley v Pace | L | 74-76 |
| NCAAB | 2019/01/26 20:30 | Southern Connecticut State v Bentley | L | 100-88 |
| NCAAB | 2019/01/24 00:30 | Adelphi v Bentley | L | 92-82 |