| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 0000-00-00 | H | Shady Spring | Liberty-Raleigh (4) | |||||
| 0000-00-00 | H | Shady Spring | Mt. View (4) | |||||
| 2020-09-04 | A | W | Shady Spring | 29 | Nicholas County (2) | 27 | ||
| 2020-09-11 | A | L | Shady Spring | 7 | Summers County (4) | 26 | ||
| 2020-09-18 | H | L | Shady Spring | 8 | Independence (5) | 56 | ||
| 2020-09-26 | H | W | Shady Spring | 13 | PikeView (0) | 12 | ||
| 2020-10-16 | H | L | Shady Spring | 13 | Midland Trail (5) | 38 | ||
| 2020-10-23 | A | L | Shady Spring | 14 | Ripley (2) | 35 | ||
| 2020-11-02 | H | L | Shady Spring | 27 | Sherman (6) | 28 |