| NCAAB | 11/15 00:00 | - | Ball State v Oakland City | L | 92-51 | |
| NCAAB | 11/07 23:30 | - | Oakland City v Appalachian State | L | 49-87 | |
| NCAAB | 11/11 00:00 | - | Oakland City v Chattanooga | L | 49-93 | |
| NCAAB | 12/20 23:00 | - | Oakland City v Indiana State | L | 69-78 | |
| NCAAB | 02/23 20:00 | 1 | Oakland City v Southeastern Baptist Chargers | W | 104-90 | |
| NCAAB | 02/22 20:00 | 1 | Oakland City v Southeastern Baptist Chargers | W | 100-84 | |
| NCAAB | 02/19 01:00 | 1 | Oakland City v Kentucky Wesleyan | L | 62-74 | |
| NCAAB | 02/15 19:00 | 1 | Oakland City v Salem International Tigers | L | 102-116 | |
| NCAAB | 02/15 01:00 | 1 | Oakland City v Salem International Tigers | L | 96-125 | |
| NCAAB | 02/08 21:00 | 1 | Colégio Simmons (KY) v Oakland City | L | 92-71 | |
| NCAAB | 02/08 00:00 | 1 | Boyce v Oakland City | W | 80-94 | |
| NCAAB | 02/01 21:00 | 1 | Oakland City v Boyce | W | 107-84 | |
| NCAAB | 01/30 01:00 | 1 | Oakland City v Campbellsville Horrodsburg | W | 106-66 | |
| NCAAB | 01/25 21:00 | 1 | Oakland City v Colégio Simmons (KY) | W | 75-74 | |
| NCAAB | 01/18 19:00 | 1 | Midway v Oakland City | L | 92-86 | |
| NCAAB | 01/11 21:00 | 1 | Oakland City v Wilberforce | L | 85-91 | |
| NCAAB | 12/18 01:00 | 1 | Brescia KY v Oakland City | L | 112-94 | |
| NCAAB | 12/15 21:00 | 1 | Oakland City v Ohio University Chillcothe Hilltoppers | W | 108-76 | |
| NCAAB | 12/14 21:00 | 1 | Oakland City v Ohio University Chillcothe Hilltoppers | W | 110-61 | |
| NCAAB | 12/12 01:00 | 1 | Oakland City v Campbellsville University Somerset | W | 104-103 | |
| NCAAB | 12/07 21:00 | 1 | Oakland City v Illinois Springfield | L | 71-108 | |
| NCAAB | 11/29 23:00 | 1 | Campbellsville Tigers v Oakland City | L | 106-69 | |
| NCAAB | 11/27 01:30 | 1 | Southern Indiana v Oakland City | L | 121-58 | |
| NCAAB | 11/23 20:00 | 1 | Wilberforce v Oakland City | L | 98-90 | |
| NCAAB | 11/21 01:00 | 1 | Kentucky Wesleyan v Oakland City | L | 100-68 | |
| NCAAB | 11/16 21:00 | 1 | Oakland City v Welch Flames | W | 96-89 | |
| NCAAB | 11/12 23:00 | - | Engenheiros do Instituto Tecnológico de Rose-Hulman v Oakland City | L | 98-90 | |
| NCAAB | 11/10 00:00 | 1 | Hillsdale Chargers v Oakland City | L | 105-54 | |
| NCAAB | 11/08 19:30 | 1 | Malone v Oakland City | L | 93-77 | |
| NCAAB | 11/06 02:00 | 1 | Austin Peay v Oakland City | L | 110-67 |