| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1959 | 9/18 | Roxboro, NC | 13 | 26 | L | 1 | Away | Roxboro | Bob Merritt | ||||||
| 1960 | 9/16 | Roxboro, NC | 13 | 13 | T | 1 | Home | South Boston | Bob Merritt | ||||||
| 1961 | 9/15 | Roxboro, NC | 6 | 13 | L | 1 | Away | Roxboro | Bob Merritt | ||||||
| 1962 | 9/21 | Roxboro, NC | 6 | 21 | L | 1 | Home | South Boston | Bob Merritt | ||||||
| 1963 | 9/20 | Roxboro, NC | 20 | 13 | W | 1 | Away | Roxboro | Bob Merritt | ||||||
| 1964 | 9/18 | Roxboro, NC | 27 | 21 | W | 1 | Home | South Boston | Bob Merritt | ||||||
| 1965 | 9/17 | Roxboro, NC | 0 | 35 | L | 1 | Away | Roxboro | Bob Merritt | ||||||
| 1966 | 9/2 | Roxboro, NC | 7 | 42 | L | 1 | Home | South Boston | Bob Merritt | ||||||
| 1967 | 9/8 | Roxboro, NC | 31 | 12 | W | 1 | Away | Roxboro | Coleman Starnes | ||||||
| 1968 | 9/6 | Roxboro, NC | 28 | 6 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Coleman Starnes | |||||
| 1969 | 9/5 | Roxboro, NC | 24 | 14 | W | 1 | Away | Roxboro | Coleman Starnes | ||||||
| 1970 | 9/4 | Person County, NC | 12 | 8 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Coleman Starnes | |||||
| 1971 | 9/3 | Person County, NC | 27 | 0 | W | 1 | Away | Roxboro | Coleman Starnes | ||||||
| 1972 | 9/2 | Person County, NC | 22 | 8 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Coleman Starnes | |||||
| 1973 | 9/7 | Person County, NC | 41 | 13 | W | 1 | Away | Roxboro | Coleman Starnes | ||||||
| 1974 | 9/9 | Person County, NC | 18 | 3 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Coleman Starnes | postponed from 9-6 | ||||
| 1975 | 9/5 | Person County, NC | 21 | 14 | W | 1 | Away | Roxboro | Coleman Starnes | ||||||
| 1976 | 9/3 | Person County, NC | 17 | 8 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Coleman Starnes | |||||
| 1977 | 9/2 | Person County, NC | 0 | 9 | L | 1 | Away | Roxboro | Ron Ramsey | ||||||
| 1978 | 9/1 | Person County, NC | 12 | 9 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Ron Ramsey | |||||
| 1979 | 9/7 | Person County, NC | 10 | 12 | L | 1 | Away | Roxboro | Ron Ramsey | ||||||
| 1980 | 9/5 | Person County, NC | 15 | 25 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Fred Palmore | |||||
| 1981 | 9/4 | Person County, NC | 33 | 7 | W | 1 | Away | Roxboro | Fred Palmore | ||||||
| 1982 | 9/3 | Person County, NC | 31 | 14 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Fred Palmore | |||||
| 1983 | 9/2 | Person County, NC | 12 | 35 | L | 1 | Away | Roxboro | Fred Palmore | ||||||
| 1984 | 9/7 | Person County, NC | 35 | 14 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Fred Palmore | |||||
| 1985 | 9/6 | Person County, NC | 8 | 0 | W | 1 | Away | Roxboro | Fred Palmore | ||||||
| 1986 | 9/5 | Person County, NC | 7 | 14 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Fred Palmore | |||||
| 1987 | 9/4 | Person County, NC | 0 | 14 | L | 1 | Away | Roxboro | Fred Palmore | ||||||
| 1988 | 9/2 | Person County, NC | 24 | 7 | W | 1 | Away | South Boston | Tuck Dillard Stadium | Fred Palmore | |||||
| 1989 | 9/1 | Person County, NC | 15 | 16 | L | 1 | Away | Roxboro | Larry Smith | ||||||
| 1990 | 8/31 | Person County, NC | 28 | 7 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Larry Smith | |||||
| 1991 | 8/30 | Person County, NC | 21 | 6 | W | 1 | Away | Roxboro | Larry Smith | ||||||
| 1994 | 9/2 | Person County, NC | 13 | 14 | L | 1 | Away | Roxboro | Larry Smith | ||||||
| 1995 | 9/1 | Person County, NC | 27 | 6 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Larry Smith | |||||
| 1999 | 9/17 | Person County, NC | 13 | 38 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Larry Smith | |||||
| 2000 | 9/15 | Person County, NC | 13 | 20 | L | 1 | Away | Roxboro | Larry Smith | ||||||
| 2001 | 9/14 | Person County, NC | 20 | 41 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Larry Smith | |||||
| 2002 | 9/13 | Person County, NC | 28 | 27 | W | 1 | Away | Roxboro | James Hodges | ||||||
| 2003 | 9/12 | Person County, NC | 13 | 18 | L | 1 | Home | South Boston | Tuck Dillard Stadium | James Hodges | |||||
| 2004 | 9/23 | Person County, NC | 18 | 38 | L | 1 | Away | Roxboro | James Hodges | ||||||
| 2005 | 9/16 | Person County, NC | 7 | 27 | L | 1 | Home | South Boston | Tuck Dillard Stadium | John Lacy Harris | |||||
| 2006 | 9/15 | Person County, NC | 12 | 6 | W | 1 | Away | Roxboro | John Lacy Harris | ||||||
| 2007 | 9/7 | Person County, NC | 13 | 26 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Stan Hodgin | |||||
| 2008 | 9/12 | Person County, NC | 15 | 23 | L | 1 | Away | Roxboro | Stan Hodgin | ||||||
| 2009 | 9/11 | Person County, NC | 9 | 17 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Stan Hodgin | |||||
| 2010 | 9/10 | Person County, NC | 14 | 9 | W | 1 | Away | Roxboro | Dave Wojtecki | ||||||
| 2011 | 9/9 | Person County, NC | 26 | 25 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Dave Wojtecki | |||||
| 2012 | 9/7 | Person County, NC | 33 | 12 | W | 1 | Away | Roxboro | Mike Roark | ||||||
| 2013 | 9/13 | Person County, NC | 17 | 21 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Mike Roark | |||||
| 2014 | 9/12 | Person County, NC | 42 | 29 | W | 1 | Away | Roxboro | Kenneth Day | ||||||
| 2015 | 9/11 | Person County, NC | 32 | 20 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Kenneth Day | |||||
| 2016 | 9/9 | Person County, NC | 27 | 48 | L | 1 | Away | Roxboro | Kenneth Day | ||||||
| 2017 | 9/8 | Person County, NC | 36 | 6 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Grayson Throckmorton | |||||
| 2018 | 9/7 | Person County, NC | 7 | 14 | L | 1 | Away | Roxboro | Grayson Throckmorton | ||||||
| 2019 | 9/13 | Person County, NC | 34 | 13 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Grayson Throckmorton | |||||
| 2021 | 8/27 | Person County, NC | 42 | 8 | W | 1 | Home | South Boston | Tuck Dillard Stadium | Rob Senseney | |||||
| 2022 | 8/26 | Person County, NC | 21 | 12 | W | 1 | Away | Roxboro | Rob Senseney | ||||||
| 2023 | 8/25 | Person County, NC | 20 | 62 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Rob Senseney | |||||
| 2024 | 8/30 | Person County, NC | 9 | 29 | L | 1 | Away | Roxboro | Rob Senseney | ||||||
| 2025 | 8/29 | Person County, NC | 22 | 32 | L | 1 | Home | South Boston | Tuck Dillard Stadium | Rob Senseney | |||||
| 2026 | 8/28 | Person County, NC | 14 | 18 | L | 1 | Away | Roxboro | Rob Senseney | ||||||
| 1,181 | 1,118 | 32 | 29 | 1 | .524 | ||||||||||
| 19.05 | 18.03 | 1.02 | |||||||||||||