| NCAAB | 03/02 21:00 | - | Wingate Bulldogs v Virginia-Wise Highland Cavaliers | L | 87-63 | |
| NCAAB | 02/29 00:30 | - | Tusculum Pioneers v Virginia-Wise Highland Cavaliers | L | 83-75 | |
| NCAAB | 02/26 23:00 | - | Virginia-Wise Highland Cavaliers v Lincoln Memorial | L | 61-86 | |
| NCAAB | 02/22 00:30 | - | Virginia-Wise Highland Cavaliers v Carson Newman Eagles | L | 83-94 | |
| NCAAB | 02/17 21:00 | - | Newberry Wolves v Virginia-Wise Highland Cavaliers | L | 57-52 | |
| NCAAB | 02/15 00:30 | - | Virginia-Wise Highland Cavaliers v Lincoln Memorial | - | Postponed | |
| NCAAB | 02/13 22:30 | - | Emory And Henry Wasps v Virginia-Wise Highland Cavaliers | - | View | |
| NCAAB | 02/10 21:00 | - | Virginia-Wise Highland Cavaliers v Limestone Saints | W | 121-119 | |
| NCAAB | 02/08 00:30 | - | Virginia-Wise Highland Cavaliers v Tusculum Pioneers | L | 68-70 | |
| NCAAB | 02/03 21:00 | - | Mars Hill Lions v Virginia-Wise Highland Cavaliers | W | 69-77 | |
| NCAAB | 02/01 00:30 | - | Virginia-Wise Highland Cavaliers v Emory And Henry Wasps | L | 70-71 | |
| NCAAB | 01/27 21:00 | - | Virginia-Wise Highland Cavaliers v Catawba Indians | L | 67-85 | |
| NCAAB | 01/20 21:00 | - | Coker Cobras v Virginia-Wise Highland Cavaliers | L | 109-103 | |
| NCAAB | 01/18 22:00 | - | Carson Newman Eagles v Virginia-Wise Highland Cavaliers | L | 109-72 | |
| NCAAB | 01/13 21:00 | - | Virginia-Wise Highland Cavaliers v Anderson Trojans | W | 93-87 | |
| NCAAB | 01/11 00:30 | - | Lincoln Memorial v Virginia-Wise Highland Cavaliers | L | 94-73 | |
| NCAAB | 01/06 21:00 | - | Lenoir-Rhyne Bears v Virginia-Wise Highland Cavaliers | L | 85-78 | |
| NCAAB | 01/04 00:30 | - | Virginia-Wise Highland Cavaliers v Mars Hill Lions | W | 99-86 | |
| NCAAB | 12/30 21:00 | - | West Liberty Hilltoppers v Virginia-Wise Highland Cavaliers | L | 90-79 | |
| NCAAB | 12/18 21:00 | - | Virginia-Wise Highland Cavaliers v Chowan Hawks | L | 76-79 | |
| NCAAB | 12/09 21:00 | - | Virginia-Wise Highland Cavaliers v Newberry Wolves | W | 79-69 | |
| NCAAB | 12/02 21:00 | - | Limestone Saints v Virginia-Wise Highland Cavaliers | L | 71-63 | |
| NCAAB | 11/30 00:00 | - | Virginia-Wise Highland Cavaliers v Piedmont International Bruins | W | 94-67 | |
| NCAAB | 11/25 21:00 | - | Virginia-Wise Highland Cavaliers v Wingate Bulldogs | L | 73-75 | |
| NCAAB | 11/21 23:00 | - | Virginia-Wise Highland Cavaliers v Southern Wesleyan Warriors | W | 89-76 | |
| NCAAB | 11/18 19:00 | - | Virginia-Wise Highland Cavaliers v North Georgia Nighthawks | L | 68-78 | |
| NCAAB | 11/16 00:00 | - | Virginia-Wise Highland Cavaliers v Johnson & Wales (NC) | W | 102-80 | |
| NCAAB | 11/12 21:00 | - | Virginia-Wise Highland Cavaliers v Lees-McRae Bobcats | L | 99-100 | |
| NCAAB | 11/12 00:30 | - | Virginia-Wise Highland Cavaliers v King Tornados | W | 90-69 | |
| NCAAB | 03/05 21:00 | 1 | Catawba Indians v Virginia-Wise Highland Cavaliers | L | 101-69 |