| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 2021-08-27 | A | L | James Monroe | 8 | Sherman (6) | 19 | Hx 535 | |
| 2021-09-17 | H | W | James Monroe | 50 | Meadow Bridge (6) | 12 | Hx 537 | |
| 2021-09-21 | H | W | James Monroe | 12 | Pendleton County (2) | 7 | Hx 536 | |
| 2021-10-01 | A | W | James Monroe | 62 | PikeView (1) | 14 | Hx 353 | |
| 2021-10-08 | A | W | James Monroe | 20 | Greenbrier West (6) | 14 | Hx 514 | |
| 2021-10-15 | H | W | James Monroe | 20 | Midland Trail (6) | 7 | Hx 538 | |
| 2021-10-22 | H | L | James Monroe | 12 | Liberty-Raleigh (6) | 46 | Hx 312 | |
| 2021-10-29 | A | L | James Monroe | 7 | Nicholas County (6) | 25 | Hx 334 | |
| 2021-11-02 | A | W | James Monroe | 35 | Covington (VA) (4) | 16 | Hx 411 | |
| 2021-11-05 | H | W | James Monroe | 32 | Summers County (2) | 6 | Hx 539 | |
| 2021-11-13 | H | W | James Monroe | 32 | Trinity (7) | 0 | 7-10 1st RD | Hx 1269 |
| 2021-11-20 | A | L | James Monroe | 0 | Doddridge County (11) | 14 | Quarterfinals | Hx 1305 |