| Newton Center | 1898 | United States Leo Ware | United States Holcombe Ward | 7–5, 7–5, 6–1 |
| 1899 | Not held |
| New York | 1900 | United States John A. Allen | United States Calhoun Cragin | 6–1, 1–6, 6–4, 6–3 |
| 1901 | United States Holcombe Ward | United States Calhoun Cragin | 11–9, 6–2, 6–3 |
| 1902 | United States J. Parmly Paret | United States Wylie Grant | 4–6, 9–7, 1–6, 8–6, 6–4 |
| 1903 | United States Wylie Grant | United States Calhoun Cragin | 6–3, 6–4, 6–1 |
| 1904 | United States Wylie Grant | United States C. Carleton Kelly | 8–6, 6–3, 5–7, 6–8, 7–5 |
| 1905 | Australia Edward Dewhurst | United States Wylie Grant | 6–3, 8–6, 6–4 |
| 1906 | United States Wylie Grant | United States Edwin Fischer | 6–4, 6–2, 8–6 |
| 1907 | United States Theodore Pell | United States Wylie Grant | 3–6, 6–3, 6–2, 1–6, 6–0 |
| 1908 | United States Wylie Grant | United States Gustave Touchard | 6–4, 3–6, 6–2, 6–4 |
| 1909 | United States Theodore Pell | United States George C Shafer | 6–3, 6–3, 6–4 |
| 1910 | United States Gustave Touchard | United States Reuben A. Holden III | 6–1, 3–6, 7–9, 6–1, 6–4 |
| 1911 | United States Theodore Pell | United States William Cragin | 6–2, 6–3, 6–4 |
| 1912 | United States Wylie Grant | United States William Cragin | 6–1, 6–3, 6–3. |
| 1913 | United States Gustave Touchard | United States George C Shafer | 6–4, 3–6, 6–3, 6–4 |
| 1914 | United States Gustave Touchard | United States William Rosenbaum | 6–2, 6–2, 4–6, 6–2 |
| 1915 | United States Gustave Touchard | United States Arthur M. Lovibond | 6–3, 6–2, 3–6, 6–2 |
| 1916 | United States Robert Lindley Murray | United States Aldrick Man | 6–2, 6–2, 7–5 |
| 1917 | United States S. Howard Voshell | United States Clifton Herd | 7–5, 6–3, 6–3 |
| 1918 | United States S. Howard Voshell | United States Fred Alexander | 7–5, 6–2, 8–6 |
| 1919 | United States Vincent Richards | United States Bill Tilden | 3–6, 8–6, 6–8, 6–1, 6–4 |
| 1920 | United States Bill Tilden | United States Vincent Richards | 10–8, 6–3, 6–1 |
| 1921 | United States Frank Anderson | United States Fred Anderson | 6–2, 6–1, 6–3 |
| 1922 | United States Frank Hunter | United States Frank Anderson | 6–4, 1–6, 7–5, 6–2 |
| 1923 | United States Vincent Richards | United States Frank Hunter | 6–1, 6–3, 7–5 |
| 1924 | United States Vincent Richards | United States Frank Hunter | 8–6, 6–2, 3–6, 6–3 |
| 1925 | France Jean Borotra | United States Fred Anderson | 3–6, 6–3, 6–4, 6–0 |
| 1926 | France René Lacoste | France Jean Borotra | 15–13, 6–3, 2–6, 6–2 |
| 1927 | France Jean Borotra | France Jacques Brugnon | 6–2, 6–4, 6–3 |
| 1928 | United States William Aydelotte | United States Julius Seligson | 2–6, 6–1, 3–6, 6–4, 6–2 |
| 1929 | France Jean Borotra | United States Frank Hunter | 6–4, 6–0, 4–6, 8–6 |
| 1930 | United States Frank Hunter | United States Julius Seligson | 6–3, 6–2, 6–2 |
| 1931 | France Jean Borotra | United States Berkeley Bell | 6–1, 3–6, 6–4, 3–6, 6–4 |
| 1932 | United States Gregory Mangin | United States Frank Shields | 10–8, 2–6, 6–4, 6–3 |
| 1933 | United States Gregory Mangin | United States Cliff Sutter | 6–1, 6–3, 2–6, 3–6, 6–2 |
| 1934 | United States Lester Stoefen | United States Gregory Mangin | 6–1, 8–6, 6–4 |
| 1935 | United States Gregory Mangin | United States Berkeley Bell | 8–6, 7–5, 2–6, 0–6, 6–2 |
| 1936 | United States Gregory Mangin | United States Leonard Hartman | 6–1, 6–3, 4–6, 6–3 |
| 1937 | United States Frank Parker | United States Frank Bowden | 6–4, 6–4, 1–6, 4–6, 6–1 |
| 1938 | United States Don McNeill | United States Frank Bowden | 9–7, 3–6, 6–4, 7–5 |
| 1939 | United States Wayne Sabin | United States Frank Bowden | 6–3, 5–7, 6–3, 6–1 |
| 1940 | United States Bobby Riggs | United States Don McNeill | 3–6, 6–1, 6–4, 2–6, 6–2 |
| Oklahoma City | 1941 | United States Frank Kovacs | United States Wayne Sabin | 6–0, 6–4, 6–2 |
| 1942 – 1945 | No competition (due to WWII) |
| New York | 1946 | Ecuador Pancho Segura | United States Don McNeill | 1–6, 6–3, 6–4, 7–5 |
| 1947 | United States Jack Kramer | United States Bob Falkenburg | 6–1, 6–2, 6–2 |
| 1948 | United States Bill Talbert | United States Sidney Schwartz | 4–6, 8–6, 9–7, 6–2 |
| 1949 | United States Pancho Gonzales | United States Bill Talbert | 10–8, 6–0, 4–6, 9–7 |
| 1950 | United States Don McNeill | United States Fred Kovaleski | 11–9, 4–6, 6–2, 6–2 |
| 1951 | United States Bill Talbert | United States Straight Clark | 6–4, 6–8, 3–6, 6–2, 6–3 |
| 1952 | United States Dick Savitt | United States Bill Talbert | 6–4, 6–3, 6–4 |
| 1953 | United States Art Larsen | Denmark Kurt Nielsen | 5–7, 6–4, 6–3, 6–3 |
| 1954 | Sweden Sven Davidson | Denmark Kurt Nielsen | 3–6, 6–1, 6–1, 6–4 |
| 1955 | United States Tony Trabert | United States Ham Richardson | 11–13, 7–5, 9–7, 6–3 |
| 1956 | Sweden Ulf Schmidt | Sweden Sven Davidson | 6–1, 6–3, 8–10, 6–3 |
| 1957 | Denmark Kurt Nielsen | United States Herbie Flam | 4–6, 6–1, 6–4, 6–4 |
| 1958 | United States Dick Savitt | United States Budge Patty | 6–1, 6–2, 3–6, 12–10 |
| 1959 | United States Alex Olmedo | United States Dick Savitt | 7–9, 6–3, 4–6, 5–7, 12–10 |
| 1960 | United States Barry MacKay (tennis) | United States Dick Savitt | 6–2, 2–6, 10–12, 6–1, 6–4 |
| 1961 | United States Dick Savitt | United States Whitney Reed | 6–2, 11–9, 6–3 |
| 1962 | United States Chuck McKinley | United States Whitney Reed | 4–6, 6–3, 4–6, 9–7, 10–8 |
| 1963 | United States Dennis Ralston | United Kingdom Mike Sangster | 7–5, 4–6, 6–3, 10–8 |
| Salisbury | 1964 | United States Chuck McKinley | United States Dennis Ralston | 15–13, 6–2, 6–8, 3–6, 6–3 |
| 1965 | Sweden Jan-Erik Lundqvist | United States Dennis Ralston | 4–6, 13–11, 6–4, 11–9 |
| 1966 | United States Charlie Pasarell | United States Ron Holmberg | 12–10, 10–8, 8–6 |
| 1967 | United States Charlie Pasarell | United States Arthur Ashe | 13–11, 6–2, 2–6, 9–7 |
| 1968 | United States Cliff Richey | United States Clark Graebner | 6–4, 6–4, 6–4 |
| ↓ Open Era ↓ |
| 1969 | United States Stan Smith | United Arab Republic Ismail El Shafei | 6–3, 6–8, 6–4, 6–4 |
| 1970 | Romania Ilie Năstase | United States Cliff Richey | 6–8, 3–6, 6–4, 9–7, 6–0 |
| 1971 | United States Clark Graebner | United States Cliff Richey | 2–6, 7–6, 1–6, 7–6, 6–0 |
| 1972 | United States Stan Smith | Romania Ilie Năstase | 5–7, 6–2, 6–3, 6–4 |
| 1973 | United States Jimmy Connors | West Germany Karl Meiler | 3–6, 7–6, 7–6, 6–3 |
| 1974 | United States Jimmy Connors | South Africa Frew McMillan | 6–4, 7–5, 6–3 |
| 1975 | United States Jimmy Connors | United States Vitas Gerulaitis | 5–7, 7–5, 6–1, 3–6, 6–0 |
| 1976 | Romania Ilie Năstase | United States Jimmy Connors | 6–2, 6–3, 7–6(9–7) |
| Memphis | 1977 | Sweden Björn Borg | United States Brian Gottfried | 6–4, 6–3, 4–6, 7–5 |
| 1978 | United States Jimmy Connors | United States Tim Gullikson | 7–6, 6–3 |
| 1979 | United States Jimmy Connors | United States Arthur Ashe | 6–4, 5–7, 6–3 |
| 1980 | United States John McEnroe | United States Jimmy Connors | 7–6(8–6), 7–6(7–4) |
| 1981 | United States Gene Mayer | United States Roscoe Tanner | 6–2, 6–4 |
| 1982 | South Africa Johan Kriek | United States John McEnroe | 6–3, 3–6, 6–4 |
| 1983 | United States Jimmy Connors | United States Gene Mayer | 7–5, 6–0 |
| 1984 | United States Jimmy Connors | France Henri Leconte | 6–3, 4–6, 7–5 |
| 1985 | Sweden Stefan Edberg | France Yannick Noah | 6–1, 6–0 |
| 1986 | United States Brad Gilbert | Sweden Stefan Edberg | 7–5, 7–6 |
| 1987 | Sweden Stefan Edberg | United States Jimmy Connors | 6–3, 2–1 (retired) |
| 1988 | United States Andre Agassi | Sweden Mikael Pernfors | 6–4, 6–4, 7–5 |
| 1989 | United States Brad Gilbert | United States Johan Kriek | 6–2, 6–2 (retired) |
| 1990 | West Germany Michael Stich | Australia Wally Masur | 6–7, 6–4, 7–6 |
| 1991 | Czechoslovakia Ivan Lendl | Germany Michael Stich | 7–5, 6–3 |
| 1992 | United States MaliVai Washington | South Africa Wayne Ferreira | 6–3, 6–2 |
| 1993 | United States Jim Courier | United States Todd Martin | 5–7, 7–6(7–4), 7–6(7–4) |
| 1994 | United States Todd Martin | United States Brad Gilbert | 6–4, 7–5 |
| 1995 | United States Todd Martin | Netherlands Paul Haarhuis | 7–6(7–2), 6–4 |
| 1996 | United States Pete Sampras | United States Todd Martin | 6–4, 7–6(7–2) |
| 1997 | United States Michael Chang | Australia Todd Woodbridge | 6–3, 6–4 |
| 1998 | Australia Mark Philippoussis | United States Michael Chang | 6–3, 6–2 |
| 1999 | Germany Tommy Haas | United States Jim Courier | 6–4, 6–1 |
| 2000 | Sweden Magnus Larsson | Zimbabwe Byron Black | 6–2, 1–6, 6–3 |
| 2001 | Australia Mark Philippoussis | Italy Davide Sanguinetti | 6–3, 6–7(5–7), 6–3 |
| 2002 | United States Andy Roddick | United States James Blake | 6–4, 3–6, 7–5 |
| 2003 | United States Taylor Dent | United States Andy Roddick | 6–1, 6–4 |
| 2004 | Sweden Joachim Johansson | Germany Nicolas Kiefer | 7–6(7–5), 6–3 |
| 2005 | Denmark Kenneth Carlsen | Belarus Max Mirnyi | 7–5, 7–5 |
| 2006 | Germany Tommy Haas | Sweden Robin Söderling | 6–3, 6–2 |
| 2007 | Germany Tommy Haas | United States Andy Roddick | 6–3, 6–2 |
| 2008 | Belgium Steve Darcis | Sweden Robin Söderling | 6–3, 7–6(7–5) |
| 2009 | United States Andy Roddick | Czech Republic Radek Štěpánek | 7–5, 7–5 |
| 2010 | United States Sam Querrey | United States John Isner | 6–7(3–7), 7–6(7–5), 6–3 |
| 2011 | United States Andy Roddick | Canada Milos Raonic | 7–6(9–7), 6–7(11–13), 7–5 |
| 2012 | Austria Jürgen Melzer | Canada Milos Raonic | 7–5, 7–6(7–4) |
| 2013 | Japan Kei Nishikori | Spain Feliciano López | 6–2, 6–3 |
| 2014 | Japan Kei Nishikori | Croatia Ivo Karlović | 6–4, 7–6(7–0) |
| 2015 | see Memphis Open |