| 2022 |
| Fri., Nov. 4 | @ Louisville | L 0-35 | 1st Round Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. Leake Central | W 43-0 | 1st Round Playoffs | | Fri., Nov. 15 | vs. New Albany | W 50-0 | 2nd Round Playoffs | | Fri., Nov. 22 | vs. Louisville | W 14-6 | 3rd Round Playoffs | | Fri., Nov. 29 | @ Corinth | L 14-31 | Semi-finals Playoffs |
| 2018 |
| Fri., Nov. 2 | vs. Amory | W 45-28 | 1st Round Playoffs | | Fri., Nov. 9 | vs. Noxubee County | W 20-0 | 2nd Round Playoffs | | Fri., Nov. 16 | @ Corinth | W 40-38 | 3rd Round Playoffs | | Fri., Nov. 23 | @ Louisville | L 14-17 | Semi-finals Playoffs |
| 2017 |
| Fri., Nov. 3 | vs. New Albany | W 42-23 | 1st Round Playoffs | | Fri., Nov. 10 | vs. Itawamba AHS | W 28-0 | 2nd Round Playoffs | | Fri., Nov. 17 | @ Louisville | L 13-21 | 3rd Round Playoffs |
| 2016 |
| Fri., Nov. 4 | vs. Caledonia | W 34-28 | 1st Round Playoffs | | Fri., Nov. 11 | vs. Pontotoc | L 14-35 | 2nd Round Playoffs |
| 2015 |
| Fri., Nov. 6 | vs. Ripley | W 19-14 | 1st Round Playoffs | | Fri., Nov. 13 | @ Louisville | W 13-12 | 2nd Round Playoffs | | Fri., Nov. 20 | vs. Kosciusko | W 23-22 | 3rd Round Playoffs | | Fri., Nov. 27 | vs. Noxubee County | L 7-14 | Semi-finals Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. Shannon | W 35-14 | 1st Round Playoffs | | Fri., Nov. 14 | vs. Ripley | W 60-29 | 2nd Round Playoffs | | Fri., Nov. 21 | @ Kosciusko | W 30-23 | 3rd Round Playoffs | | Fri., Nov. 28 | @ Noxubee County | L 0-21 | Semi-finals Playoffs |
| 2013 |
| Fri., Nov. 8 | vs. Houston | W 52-7 | 1st Round Playoffs | | Fri., Nov. 15 | @ Lafayette | L 0-7 | 2nd Round Playoffs |
| 2012 |
| Fri., Nov. 2 | @ Lafayette | L 7-24 | 1st Round Playoffs |
| 2011 |
| Fri., Nov. 4 | vs. Shannon | W 19-6 | 1st Round Playoffs | | Fri., Nov. 11 | @ Lafayette | L 8-53 | 2nd Round Playoffs |
| 2010 |
| Fri., Nov. 5 | vs. Amory | W 14-7 | 1st Round Playoffs | | Fri., Nov. 12 | vs. Shannon | L 8-42 | 2nd Round Playoffs |
| 2004 |
| Fri., Nov. 5 | @ Pearl | L 18-42 | 1st Round Playoffs |
| 2002 |
| Fri., Nov. 8 | @ Lafayette | L 6-34 | 1st Round Playoffs |
| 2001 |
| Fri., Nov. 9 | @ Hill | L 12-21 | 1st Round Playoffs |
| 1999 |
| Fri., Nov. 12 | @ Pearl | L 12-13 | 1st Round Playoffs |
| 1998 |
| Fri., Nov. 13 | @ Clinton | L 0-41 | 1st Round Playoffs |
| 1996 |
| Fri., Nov. 15 | vs. Clarksdale | W 21-20 | 1st Round Playoffs | | Fri., Nov. 22 | @ South Panola | L 26-60 | 2nd Round Playoffs |
| 1995 |
| Fri., Nov. 10 | @ Starkville | L 6-27 | 1st Round Playoffs |
| 1994 |
| Fri., Nov. 11 | @ Provine | L 7-10 | 1st Round Playoffs |
| 1993 |
| Fri., Nov. 12 | @ Meridian | L 19-22 | 1st Round Playoffs |
| 1990 |
| Fri., Nov. 9 | @ Clarksdale | W 22-6 | 1st Round Playoffs | | Fri., Nov. 16 | @ Tupelo | L 3-11 | 2nd Round Playoffs |
| 1989 |
| Fri., Nov. 10 | vs. Tupelo | W 21-7 | 1st Round Playoffs | | Fri., Nov. 17 | vs. Callaway | W 21-10 | 2nd Round Playoffs | | Fri., Nov. 24 | @ West Point | L 0-7 | Semi-finals Playoffs |
| 1988 |
| Mon., Nov. 14 | vs. Provine | W 28-0 | 1st Round Playoffs | | Mon., Nov. 21 | vs. Clarksdale | W 28-0 | 2nd Round Playoffs | | Mon., Nov. 28 | @ Tupelo | W 26-16 | Semi-finals Playoffs | | Fri., Dec. 2 | Warren Central | L 19-23 | Championship Game |
| 1987 |
| Fri., Nov. 13 | vs. Clarksdale | W 6-0 | 1st Round Playoffs | | Fri., Nov. 20 | @ Starkville | W 29-22 | 2nd Round Playoffs | | Fri., Nov. 27 | vs. Greenville | W 17-12 | Semi-finals Playoffs | | | Pascagoula | L 7-27 | Championship Game |
| 1981 |
| Fri., Nov. 13 | vs. Starkville | L 20-45 | 1st Round Playoffs |
| 1930 |
| Fri., Nov. 14 | vs. Charleston | W 27-0 | 1st Round Playoffs | | Fri., Nov. 21 | Kosciusko | W 20-0 | Semi-finals Playoffs @ Lexington | | Fri., Dec. 5 | vs. Picayune | W 39-0 | Championship Game @ Greenwood |
| 1928 |
| Thu., Nov. 29 | Amory | L 12-18 | 1st Round Playoffs |
|
| Greenwood Playoff Totals |
| Record |
31-26-0 1138-1051 |
| Home Record | 24-4 |
| Away Record | 6-19 |
|
