| 2019 |
| Fri., Nov. 29 | @ Springfield | L 14-17 (OT) | Semi-finals Playoffs |
| 2009 |
| Fri., Oct. 23 | vs. Westview | L 37-38 (OT) | R |
| 2008 |
| Fri., Aug. 22 | @ Jackson Central-Merry | W 17-14 (OT) | R | | Fri., Oct. 10 | vs. Covington | W 42-35 (2OT) | R |
| 2007 |
| Fri., Sep. 7 | @ Dyersburg | L 14-21 (2OT) | R | | Fri., Sep. 14 | vs. Kingsbury | W 36-30 (OT) | R |
| 2006 |
| Fri., Sep. 8 | @ Jackson Central-Merry | L 26-28 (OT) | R | | Fri., Oct. 20 | vs. Ripley | W 28-21 (2OT) | R |
| 2004 |
| Fri., Oct. 8 | vs. Millington | L 20-21 (OT) | R |
| 2003 |
| Fri., Oct. 10 | @ Millington | L 20-27 (OT) | R |
| 2002 |
| Fri., Nov. 8 | vs. Craigmont | W 20-14 (OT) | 1st Round Playoffs |
| 2000 |
| Fri., Oct. 27 | @ Jackson North Side | L 21-24 (4OT) | R |
| 1999 |
| Fri., Nov. 12 | vs. Melrose | W 19-18 (OT) | 2nd Round Playoffs |
| 1995 |
| Fri., Nov. 24 | vs. Beech | W 24-17 (OT) | Semi-finals Playoffs |
| 1994 |
| Fri., Sep. 23 | @ Collierville | L 7-10 (OT) | R |
| 1989 |
| Fri., Oct. 20 | vs. Lexington | L 7-14 (OT) | R |
| 1986 |
| Fri., Sep. 19 | @ Jackson North Side | W 10-7 (2OT) | R |
| 1984 |
| Fri., Oct. 12 | vs. Ripley | L 20-21 (OT) | R |
| 1983 |
| Fri., Oct. 28 | @ Covington | W 21-20 (OT) | R |
| 1982 |
| Fri., Oct. 1 | @ Bartlett | W 22-14 (OT) | R |
| 1980 |
| Fri., Nov. 7 | @ Jackson Central-Merry | L 13-14 (OT) | R |
| 1977 |
| Fri., Nov. 4 | @ Covington | L 0-6 (OT) | R |
| 1975 |
| Fri., Nov. 14 | vs. Hamilton | L 20-26 (OT) | 3rd Round Playoffs |
|
| Haywood Overtime Totals |
| Record |
10-13-0 458-457 |
| Home Record | 6-5 |
| Away Record | 4-8 |
|