| NCAA Division I, FCS, Playoffs | 11/11 17:00 | 1 | Virginia Wise Highland Cavaliers v Wingate Bulldogs | L | 0-27 | |
| NCAA Division I, FCS, Playoffs | 11/04 16:00 | 1 | Virginia Wise Highland Cavaliers v Carson-Newman Eagles | L | 7-52 | |
| NCAA Division I, FCS, Playoffs | 10/28 17:00 | 1 | Mars Hill Lions v Virginia Wise Highland Cavaliers | L | 49-18 | |
| NCAA Division I, FCS, Playoffs | 10/21 18:00 | 1 | Virginia Wise Highland Cavaliers v Erskine Flying Fleet | W | 34-23 | |
| NCAA Division I, FCS, Playoffs | 10/14 18:00 | 1 | Tusculum Pioneers v Virginia Wise Highland Cavaliers | L | 35-7 | |
| NCAA Division I, FCS, Playoffs | 10/07 18:00 | 1 | Virginia Wise Highland Cavaliers v Emory And Henry Wasps | L | 24-41 | |
| NCAA Division I, FCS, Playoffs | 09/30 18:00 | 1 | Lenoir Rhyne Bears v Virginia Wise Highland Cavaliers | L | 56-3 | |
| NCAA Division I, FCS, Playoffs | 09/23 18:00 | 1 | Virginia Wise Highland Cavaliers v Limestone Saints | L | 17-38 | |
| NCAA Division I, FCS, Playoffs | 09/16 20:00 | 1 | Barton Bulldogs v Virginia Wise Highland Cavaliers | L | 28-24 | |
| NCAA Division I, FCS, Playoffs | 09/09 16:00 | 1 | Thomas More Saints v Virginia Wise Highland Cavaliers | L | 37-0 | |
| NCAA Division I, FCS, Playoffs | 09/02 23:00 | 1 | Virginia Wise Highland Cavaliers v Union College Bulldogs | W | 48-0 | |
| NCAA Division I, FCS, Playoffs | 11/12 18:30 | 1 | Wingate Bulldogs v Virginia Wise Highland Cavaliers | L | 45-7 |