| NCAAF | 11/09 18:00 | 1 | Emory And Henry Wasps v Virginia Wise Highland Cavaliers | - | View | |
| NCAAF | 11/02 18:00 | 1 | Virginia Wise Highland Cavaliers v Tusculum Pioneers | W | 35-27 | |
| NCAAF | 10/26 18:00 | 1 | Virginia Wise Highland Cavaliers v Mars Hill Lions | L | 17-31 | |
| NCAAF | 10/19 17:00 | 1 | Carson–Newman Eagles v Virginia Wise Highland Cavaliers | L | 35-23 | |
| NCAAF | 10/12 18:00 | 1 | Virginia Wise Highland Cavaliers v Anderson Trojans | L | 13-20 | |
| NCAAF | 10/05 18:00 | 1 | Virginia Wise Highland Cavaliers v Wingate Bulldogs | L | 0-33 | |
| NCAAF | 09/28 23:00 | 1 | Newberry Wolves v Virginia Wise Highland Cavaliers | - | Postponed | |
| NCAAF | 09/21 18:00 | 1 | Virginia Wise Highland Cavaliers v Catawba College | W | 31-28 | |
| NCAAF | 09/14 19:00 | 1 | Concord University Mountain Lions v Virginia Wise Highland Cavaliers | W | 0-28 | |
| NCAAF | 09/07 21:30 | 1 | East Tennessee State v Virginia Wise Highland Cavaliers | L | 61-0 | |
| NCAAF | 11/11 17:00 | 1 | Virginia Wise Highland Cavaliers v Wingate Bulldogs | L | 0-27 | |
| NCAAF | 11/04 16:00 | 1 | Virginia Wise Highland Cavaliers v Carson–Newman Eagles | L | 7-52 | |
| NCAAF | 10/28 17:00 | 1 | Mars Hill Lions v Virginia Wise Highland Cavaliers | L | 49-18 | |
| NCAAF | 10/21 18:00 | 1 | Virginia Wise Highland Cavaliers v Erskine Flying Fleet | W | 34-23 | |
| NCAAF | 10/14 18:00 | 1 | Tusculum Pioneers v Virginia Wise Highland Cavaliers | L | 35-7 | |
| NCAAF | 10/07 18:00 | 1 | Virginia Wise Highland Cavaliers v Emory And Henry Wasps | L | 24-41 | |
| NCAAF | 09/30 18:00 | 1 | Lenoir Rhyne Bears v Virginia Wise Highland Cavaliers | L | 56-3 | |
| NCAAF | 09/23 18:00 | 1 | Virginia Wise Highland Cavaliers v Limestone Saints | L | 17-38 | |
| NCAAF | 09/16 20:00 | 1 | Barton Bulldogs v Virginia Wise Highland Cavaliers | L | 28-24 | |
| NCAAF | 09/09 16:00 | 1 | Thomas More Saints v Virginia Wise Highland Cavaliers | L | 37-0 | |
| NCAAF | 09/02 23:00 | 1 | Virginia Wise Highland Cavaliers v Union College Bulldogs | W | 48-0 | |
| NCAAF | 11/12 18:30 | 1 | Wingate Bulldogs v Virginia Wise Highland Cavaliers | L | 45-7 | |
| NCAAF | 11/05 19:00 | 1 | Carson–Newman Eagles v Virginia Wise Highland Cavaliers | L | 38-22 | |
| NCAAF | 10/29 16:00 | 1 | Virginia Wise Highland Cavaliers v Mars Hill Lions | L | 16-20 | |
| NCAAF | 10/22 20:00 | 1 | Erskine Flying Fleet v Virginia Wise Highland Cavaliers | W | 13-28 | |
| NCAAF | 10/15 16:00 | 1 | Virginia Wise Highland Cavaliers v Tusculum Pioneers | L | 9-10 | |
| NCAAF | 10/08 17:00 | 1 | Emory And Henry Wasps v Virginia Wise Highland Cavaliers | L | 34-14 | |
| NCAAF | 09/30 19:00 | 1 | Virginia Wise Highland Cavaliers v Lenoir Rhyne Bears | L | 10-42 | |
| NCAAF | 09/24 23:00 | 1 | Limestone Saints v Virginia Wise Highland Cavaliers | L | 27-13 | |
| NCAAF | 09/17 17:00 | 1 | Virginia Wise Highland Cavaliers v Barton Bulldogs | L | 20-40 |