Stadium: Armfield Athletic Center Round: 1
| NCAAF | 2019/10/26 17:00 | Guilford Quakers v Hampden Sydney Tigers | W | 37-27 |
| NCAAF | 2018/10/20 17:00 | Hampden Sydney Tigers v Guilford Quakers | L | 38-35 |
| NCAAF | 2019/11/16 18:00 | Bridgewater Eagles v Guilford Quakers | L | 41-7 |
| NCAAF | 2019/11/09 18:00 | Guilford Quakers v Emory And Henry Wasps | L | 22-38 |
| NCAAF | 2019/11/02 17:00 | Southern Virginia Knights v Guilford Quakers | L | 30-17 |
| NCAAF | 2019/10/26 17:00 | Guilford Quakers v Hampden Sydney Tigers | W | 37-27 |
| 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 | 2019/11/16 18:00 | Randolph Macon Yellow Jackets v Hampden Sydney Tigers | L | 45-3 |
| NCAAF | 2019/11/09 18:00 | Hampden Sydney Tigers v Ferrum Panthers | L | 14-31 |
| NCAAF | 2019/10/26 17:00 | Guilford Quakers v Hampden Sydney Tigers | L | 37-27 |
| 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 |