| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 0000-00-00 | A | Oak Glen | Frankfort (6) | |||||
| 2020-09-04 | A | W | Oak Glen | 36 | Pt. Pleasant (3) | 13 | ||
| 2020-09-11 | H | W | Oak Glen | 35 | Keyser (6) | 12 | ||
| 2020-09-18 | H | W | Oak Glen | 55 | John Marshall (4) | 46 | ||
| 2020-10-02 | A | L | Oak Glen | 14 | Wheeling Park (5) | 28 | ||
| 2020-10-09 | H | W | Oak Glen | 61 | Brooke (1) | 21 | ||
| 2020-10-16 | A | W | Oak Glen | 58 | Weir (1) | 14 | ||
| 2020-11-06 | H | W | Oak Glen | 49 | Philip Barbour (0) | 7 | ||
| 2020-11-14 | H | W | Oak Glen | 42 | Pt. Pleasant (3) | 0 | ||
| 2020-11-21 | H | W | Oak Glen | 53 | Herbert Hoover (4) | 26 | ||
| 2020-11-29 | H | L | Oak Glen | 0 | Robert C. Byrd (10) | 1 |