| 2025 |
| Fri., Nov. 14 | @ Lake Cormorant | L 7-26 | 1st Round Playoffs |
| 2024 |
| Fri., Nov. 15 | @ Grenada | L 0-35 | 1st Round Playoffs |
| 2023 |
| Fri., Nov. 10 | @ South Panola | L 6-56 | 1st Round Playoffs |
| 2022 |
| Fri., Nov. 11 | @ Lafayette | W 28-14 | 1st Round Playoffs | | Fri., Nov. 18 | @ Vicksburg | L 22-27 | 2nd Round Playoffs |
| 2017 |
| Fri., Nov. 10 | vs. West Point | L 0-56 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 14 | @ New Hope | L 12-35 | 1st Round Playoffs |
| 2013 |
| Fri., Nov. 15 | vs. Saltillo | W 56-34 | 1st Round Playoffs | | Fri., Nov. 22 | vs. Clarksdale | W 51-7 | 2nd Round Playoffs | | Fri., Nov. 29 | @ Oxford | L 7-23 | Semi-finals Playoffs |
| 2010 |
| Fri., Nov. 12 | @ New Hope | L 22-46 | 1st Round Playoffs |
| 2009 |
| Fri., Nov. 13 | @ New Hope | L 33-34 | 1st Round Playoffs |
| 2005 |
| Fri., Nov. 11 | vs. New Albany | L 6-44 | 1st Round Playoffs |
| 2004 |
| Fri., Nov. 5 | vs. Canton | W 26-20 | 1st Round Playoffs | | Fri., Nov. 12 | @ Noxubee County | L 6-15 | 2nd Round Playoffs |
| 2003 |
| Fri., Nov. 7 | vs. Oxford | L 0-26 | 1st Round Playoffs |
| 1995 |
| Fri., Nov. 10 | @ Tupelo | L 0-20 | 1st Round Playoffs |
| 1990 |
| Fri., Nov. 9 | @ Starkville | L 0-28 | 1st Round Playoffs |
| 1989 |
| Fri., Nov. 10 | vs. Clarksdale | W 13-6 | 1st Round Playoffs | | Fri., Nov. 17 | @ Greenwood | L 10-21 | 2nd Round Playoffs |
| 1988 |
| Fri., Nov. 11 | vs. Vicksburg | W 7-0 | 1st Round Playoffs | | Fri., Nov. 18 | vs. Tupelo | L 7-17 | 2nd Round Playoffs |
| 1984 |
| Fri., Nov. 23 | @ Meridian | W 17-6 | 1st Round Playoffs | | Fri., Nov. 30 | Biloxi | W 24-22 | Semi-finals Playoffs | | Fri., Dec. 7 | Starkville | L 0-26 | Championship Game |
|
| Callaway Playoff Totals |
| Record |
8-17-0 360-644 |
| Home Record | 5-4 |
| Away Record | 2-12 |
|
