| 2024 |
| Fri., Nov. 8 | vs. Enterprise Clarke | W 18-17 | 1st Round Playoffs | | Fri., Nov. 15 | @ Jefferson County | L 20-38 | 2nd Round Playoffs |
| 2023 |
| Fri., Nov. 3 | @ Jefferson Davis County | L 6-41 | 1st Round Playoffs |
| 2022 |
| Fri., Nov. 4 | vs. Perry Central | W 40-21 | 1st Round Playoffs | | Fri., Nov. 11 | @ Wesson | L 19-33 | 2nd Round Playoffs |
| 2021 |
| Fri., Nov. 5 | vs. Wesson | W 44-6 | 1st Round Playoffs | | Fri., Nov. 12 | vs. Union | W 20-8 | 2nd Round Playoffs | | Fri., Nov. 19 | vs. Raleigh | L 6-7 (OT) | 3rd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | @ Winona | L 22-44 | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | vs. Magee | W 35-13 | 1st Round Playoffs | | Fri., Nov. 10 | @ Forest | L 7-14 | 2nd Round Playoffs |
| 2016 |
| Fri., Nov. 4 | vs. Jefferson County | W 21-6 | 1st Round Playoffs | | Fri., Nov. 11 | vs. Raleigh | L 7-36 | 2nd Round Playoffs |
| 2015 |
| Fri., Nov. 6 | @ Kemper County | L 14-32 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. Velma Jackson | W 44-14 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Philadelphia | W 38-0 | 2nd Round Playoffs | | Fri., Nov. 21 | @ Collins | L 34-36 | 3rd Round Playoffs |
| 2013 |
| Fri., Nov. 8 | vs. Jefferson County | W 43-6 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Collins | W 28-12 | 2nd Round Playoffs | | Fri., Nov. 22 | @ Hazlehurst | L 12-34 | 3rd Round Playoffs |
| 2012 |
| Fri., Nov. 2 | vs. Port Gibson | W 42-18 | 1st Round Playoffs | | Fri., Nov. 9 | @ Greene County | L 26-49 | 2nd Round Playoffs |
| 2011 |
| Fri., Nov. 4 | vs. Newton County | W 50-0 | 1st Round Playoffs | | Fri., Nov. 11 | vs. Mendenhall | W 35-9 | 2nd Round Playoffs | | Fri., Nov. 18 | @ Laurel | L 18-21 | 3rd Round Playoffs |
| 2010 |
| Fri., Nov. 5 | vs. Saint Patrick | W 63-0 | 1st Round Playoffs | | Fri., Nov. 12 | vs. Southeast Lauderdale | W 31-7 | 2nd Round Playoffs | | Fri., Nov. 19 | @ Jefferson County | W 33-12 | 3rd Round Playoffs | | Fri., Nov. 26 | vs. Forest | L 0-21 | Semi-finals Playoffs |
| 2009 |
| Fri., Nov. 6 | vs. McLaurin | W 35-0 | 1st Round Playoffs | | Fri., Nov. 13 | @ Seminary | W 35-28 | 2nd Round Playoffs | | Fri., Nov. 20 | vs. Forest | W 28-14 | 3rd Round Playoffs | | Fri., Nov. 27 | vs. Morton | W 28-18 | Semi-finals Playoffs | | Sat., Dec. 5 | Aberdeen | W 34-20 | Championship Game |
| 2008 |
| Fri., Nov. 7 | vs. Raleigh | W 42-8 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Magee | W 29-6 | 2nd Round Playoffs | | Fri., Nov. 21 | @ Newton County | W 14-7 | 3rd Round Playoffs | | Fri., Nov. 28 | @ Franklin County | W 26-0 | Semi-finals Playoffs | | Sat., Dec. 6 | Louisville | L 21-26 | Championship Game |
| 2007 |
| Fri., Nov. 9 | @ Greene County | W 25-7 | 1st Round Playoffs | | Fri., Nov. 16 | vs. Magee | W 20-6 | 2nd Round Playoffs | | Fri., Nov. 23 | @ Raleigh | L 6-42 | 3rd Round Playoffs |
| 2006 |
| Fri., Nov. 3 | vs. Crystal Springs | W 29-6 | 1st Round Playoffs | | Fri., Nov. 10 | @ Southeast Lauderdale | L 7-22 | 2nd Round Playoffs |
| 2005 |
| Fri., Nov. 11 | @ Velma Jackson | L 20-42 | 1st Round Playoffs |
| 2004 |
| Fri., Nov. 5 | vs. Port Gibson | W 68-6 | 1st Round Playoffs | | Fri., Nov. 12 | @ Magee | W 20-14 | 2nd Round Playoffs | | Fri., Nov. 19 | vs. Franklin County | L 21-28 | 3rd Round Playoffs |
| 2003 |
| Fri., Nov. 7 | vs. Carthage | W 42-8 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Hazlehurst | L 21-22 | 2nd Round Playoffs |
| 2000 |
| Fri., Nov. 10 | vs. Amite County | W 38-0 | 1st Round Playoffs | | Fri., Nov. 17 | vs. Newton County | L 3-10 | 2nd Round Playoffs |
| 1999 |
| Fri., Nov. 12 | @ Magee | L 5-7 | 1st Round Playoffs |
| 1985 |
| Fri., Nov. 22 | @ Bay Springs | L 7-17 | 1st Round Playoffs |
|
| Tylertown Playoff Totals |
| Record |
32-22-0 1400-919 |
| Home Record | 25-6 |
| Away Record | 6-15 |
|
