| Wins | Team | Championship years |
|---|
| 14 | Bluefield Blue-Grays/Dodgers/Orioles | 1949, 1950, 1954, 1957, 1962, 1963, 1967, 1970, 1971, 1982, 1992, 1996, 1997, 2001 |
| 12 | Elizabethton Twins | 1978, 1984, 1989, 1990, 2000, 2003, 2005, 2007, 2008, 2012, 2017, 2018 |
| 11 | Johnson City Phillies/Yankees/Cardinals/Doughboys | 1940, 1958, 1964, 1975, 1976, 2010, 2011, 2014, 2016, 2019, 2023 |
| 8 | Kingsport Cherokees/Royals/Braves/Mets | 1944, 1945, 1951, 1973, 1977, 1988, 1995 |
| 7 | Bristol Tigers/White Sox | 1972, 1974, 1985, 1942, 1943, 1998, 2002 |
| 6 | Pulaski Counts/Phillies/Braves/Mariners/Yankees | 1948, 1969, 1986, 1991, 2013, 2017 |
| 4 | Paintsville Yankees/Brewers | 1979, 1980, 1981, 1983 |
| 3 | Johnson City Soldiers | 1911, 1913, 1921 |
| 2 | Burlington Indians | 1987, 1993 |
| 2 | Danville Braves | 2006, 2009 |
| 2 | Elizabethton Betsy Red Sox | 1939, 1941 |
| 2 | Greeneville Astros | 2004, 2015 |
| 2 | Greeneville Burley Cubs | 1925, 1938 |
| 2 | Knoxville Pioneers | 1923, 1924 |
| 2 | Marion Mets | 1966, 1968 |
| 2 | New River Rebels | 1946, 1947 |
| 2 | Salem Pirates/Rebels | 1955, 1965 |
| 2 | Welch Miners | 1952, 1953 |
| 1 | Bluefield Ridge Runners | 2025 |
| 1 | Bristol Boosters | 1912 |
| 1 | Bristol State Liners | 1922 |
| 1 | Danville Otterbots | 2024 |
| 1 | Greeneville Flyboys | 2021 |
| 1 | Kingsport Axmen | 2022 |
| 1 | Martinsville Astros | 1999 |
| 1 | Middlesboro Colonels | 1914 |
| 1 | Middlesboro Senators | 1961 |
| 1 | Morristown Cubs | 1959 |
| 1 | Morristown Jobbers | 1914 |
| 1 | Pennington Gap Lee Bears | 1937 |
| 1 | Princeton Reds (Princeton Rays) | 1994 |
| 1 | Wytheville Senators | 1960 |