Stadium: Carl Smith Stadium Round: 1
| NCAAF | 2019/11/16 18:00 | Unc Pembroke Braves v Virginia Wise Highland Cavaliers | L | 20-7 |
| NCAAF | 2019/11/09 16:00 | Virginia Wise Highland Cavaliers v Catawba College | W | 21-14 |
| NCAAF | 2019/11/02 18:00 | Virginia Wise Highland Cavaliers v Limestone Saints | L | 6-27 |
| NCAAF | 2019/10/26 22:00 | Wingate Bulldogs v Virginia Wise Highland Cavaliers | L | 45-13 |
| NCAAF | 2019/10/19 17:00 | Virginia Wise Highland Cavaliers v Tusculum Pioneers | L | 19-21 |
| NCAAF | 2019/10/12 20:00 | Newberry Wolves v Virginia Wise Highland Cavaliers | L | 30-7 |
| NCAAF | 2019/10/05 18:00 | Lenoir Rhyne Bears v Virginia Wise Highland Cavaliers | L | 63-6 |
| NCAAF | 2019/09/28 17:00 | Carson–Newman Eagles v Virginia Wise Highland Cavaliers | L | 42-7 |
| NCAAF | 2019/11/16 18:00 | Morgan State v Lynchburg Dragons | L | 59-26 |
| NCAAF | 2019/11/09 22:00 | Southern v Lynchburg Dragons | L | 58-7 |
| NCAAF | 2019/10/26 18:00 | Hampton v Lynchburg Dragons | L | 56-6 |
| NCAAF | 2019/10/19 19:00 | Prairie View v Lynchburg Dragons | L | 51-0 |
| NCAAF | 2019/10/05 20:00 | Mississippi Valley State v Lynchburg Dragons | L | 31-23 |
| NCAAF | 2019/09/21 22:00 | West Florida v Lynchburg Dragons | L | 69-0 |
| NCAAF | 2019/09/14 22:00 | Savannah State v Lynchburg Dragons | L | 60-21 |
| NCAAF | 2019/09/07 22:00 | Davidson Wildcats v Lynchburg Dragons | L | 45-7 |