Estadio: Ray Oosting Gymnasium Round: 3
| NCAAB | 2020/02/15 20:00 | Hamilton v Trinity Bantams | L | 90-71 |
| NCAAB | 2020/02/15 00:00 | Amherst v Trinity Bantams | W | 85-89 |
| NCAAB | 2020/02/08 20:00 | Trinity Bantams v Bates | W | 114-78 |
| NCAAB | 2020/02/08 00:00 | Trinity Bantams v Tufts | L | 58-88 |
| NCAAB | 2020/02/01 20:00 | Trinity Bantams v Williams (MA) | W | 73-60 |
| NCAAB | 2020/02/01 00:00 | Trinity Bantams v Middlebury | W | 82-76 |
| NCAAB | 2020/01/25 20:00 | Conn College v Trinity Bantams | W | 94-104 |
| NCAAB | 2020/01/23 00:00 | Trinity Bantams v Pine Manor Gators | W | 107-73 |
| NCAAB | 2020/02/15 20:00 | Middlebury v Bates | L | 87-90 |
| NCAAB | 2020/02/15 00:00 | Middlebury v Tufts | W | 86-74 |
| NCAAB | 2020/02/01 20:00 | Conn College v Middlebury | W | 61-77 |
| NCAAB | 2020/02/01 00:00 | Trinity Bantams v Middlebury | L | 82-76 |
| NCAAB | 2020/01/25 20:00 | Middlebury v Williams (MA) | W | 84-66 |
| NCAAB | 2020/01/18 20:00 | Middlebury v Bowdoin | W | 93-71 |
| NCAAB | 2020/01/18 00:00 | Middlebury v Colby White | L | 82-89 |
| NCAAB | 2020/01/14 22:00 | Middlebury v Albertus Magnus | W | 84-76 |