Stadium: Armfield Athletic Center Round: 1
| NCAAF | 2019/10/12 17:00 | Ferrum Panthers v Guilford Quakers | L | 45-23 |
| NCAAF | 2019/10/05 17:00 | Guilford Quakers v Randolph Macon Yellow Jackets | L | 21-34 |
| NCAAF | 2019/09/28 17:00 | Guilford Quakers v Shenandoah Hornets | L | 7-26 |
| NCAAF | 2019/09/21 17:00 | Washington And Lee Generals v Guilford Quakers | L | 52-14 |
| NCAAF | 2019/09/14 17:00 | Methodist Monarchs v Guilford Quakers | W | 14-19 |
| NCAAF | 2019/09/07 18:00 | Huntingdon Hawks v Guilford Quakers | L | 69-43 |
| NCAAF | 2018/11/10 18:00 | Emory And Henry Wasps v Guilford Quakers | L | 70-27 |
| NCAAF | 2018/11/03 17:00 | Shenandoah Hornets v Guilford Quakers | L | 62-47 |
| NCAAF | 2019/10/19 17:00 | Hampden Sydney Tigers v Shenandoah Hornets | L | 17-21 |
| NCAAF | 2019/10/12 17:00 | Hampden Sydney Tigers v Bridgewater Eagles | L | 7-51 |
| NCAAF | 2019/10/05 17:00 | Emory And Henry Wasps v Hampden Sydney Tigers | L | 56-17 |
| NCAAF | 2019/09/28 17:00 | Hampden Sydney Tigers v Washington And Lee Generals | L | 24-43 |
| NCAAF | 2019/09/21 17:00 | Southern Virginia Knights v Hampden Sydney Tigers | L | 29-17 |
| NCAAF | 2019/09/14 23:00 | Christopher Newport Captains v Hampden Sydney Tigers | W | 24-27 |
| NCAAF | 2019/09/07 17:00 | Hampden Sydney Tigers v Averett Cougars | L | 16-28 |
| NCAAF | 2018/11/10 18:00 | Hampden Sydney Tigers v Randolph Macon Yellow Jackets | L | 35-48 |