| 1910 | Omaha, Nebraska | United States Melville H. Long | United States Walter Merrill Hall | 6–0, 6–1, 6–1 |
| 1911 | United States Walter T. Hayes | United States Percy D. Siverd | 7–5, 6–2, 6–1 |
| 1912 | Pittsburgh, Pennsylvania | United States Richard N. Williams | United States Walter T. Hayes | 6–3, 6–1, 8–6 |
| 1913 | Omaha, Nebraska | United States John R. Strachan | United States Walter Merrill Hall | 6–0, 6–4, 4–6, 6–4 |
| 1914 | Cincinnati, Ohio | United States Clarence Griffin | United States Elia Fottrell | 3–6, 6–8, 8–6, 6–0, 6–2 |
| 1915 | Pittsburgh, Pennsylvania | United States Richard N. Williams (2) | United States Clarence Griffin | Default |
| 1916 | Cleveland, Ohio | United States Willis E. Davis | United States Conrad B. Doyle | 6–2, 7–5, 6–3 |
| 1917 | Cincinnati, Ohio | United States Samuel Hardy | United States Charles Garland | 3–6, 6–1, 6–3, 6–3 |
| 1918 | Chicago, Illinois | United States Bill Tilden | United States Charles Garland | 6–4, 6–4, 3–6, 6–2 |
| 1919 | United States William Johnston | United States Bill Tilden | 6–0, 6–1, 4–6, 6–2 |
| 1920 | United States Roland Roberts | United States Vincent Richards | 6–3, 6–1, 6–3 |
| 1921 | United States Walter T. Hayes | United States Alexander Squair | 6–0, 6–2, 6–4 |
| 1922 | Indianapolis, Indiana | United States Bill Tilden (2) | Japan Zenzo Shimizu | 7–5, 6–3, 6–1 |
| 1923 | United States Bill Tilden (3) | Spain Manuel Alonso | 6–2, 6–8, 6–1, 7–5 |
| 1924 | St. Louis, Missouri | United States Bill Tilden (4) | United States Harvey Snodgrass | 6–2, 6–1, 6–1 |
| 1925 | United States Bill Tilden (5) | United States George Lott | 3–6, 6–3, 2–6, 6–2, 8–6 |
| 1926 | Detroit, Michigan | United States Bill Tilden (6) | South Africa Brian I. C. Norton | Default |
| 1927 | United States Bill Tilden (7) | United States John F. Hennessey | 6–4, 6–1, 6–2 |
| 1928 | Not held |
| 1929 | Indianapolis, Indiana | United States Emmett Paré | United States J. Gilbert Hall | 6–4, 6–3, 4–6, 3–6, 6–1 |
| 1930 | Kansas City, Missouri | United States Bryan Grant | United States Wilbur F. Coen, Jr. | 6–2, 6–4, 6–2 |
| 1931 | St. Louis, Missouri | United States Ellsworth Vines | United States Keith Gledhill | 6–3, 6–3, 6–3 |
| 1932 | Memphis, Tennessee | United States George Lott | United States Bryan Grant | 3–6, 6–2, 3–6, 6–3, 6–3 |
| 1933 | Chicago, Illinois | United States Frank Parker | United States Gene Mako | 6–3, 6–3, 6–3 |
| 1934 | United States Bryan Grant (2) | United States Donald Budge | 6–2, 8–6, 6–3 |
| 1935 | United States Bryan Grant (3) | United States Frank Parker | 4–6, 6–1, 3–6, 6–3, 6–0 |
| 1936 | River Forest, Illinois | United States Bobby Riggs | United States Frank Parker | 6–1, 6–8, 6–4 |
| 1937 | Chicago, Illinois | United States Bobby Riggs (2) | United States Joe Hunt | 6–3, 4–6, 6–3, 6–4 |
| 1938 | River Forest, Illinois | United States Bobby Riggs (3) | United States Gardnar Mulloy | 6–4, 5–7, 4–6, 6–1, 7–5 |
| 1939 | Chicago, Illinois | United States Frank Parker (2) | United States Gardnar Mulloy | 6–3, 6–0, 5–7, 6–1 |
| 1940 | United States Donald McNeill | United States Bobby Riggs | 6–1, 6–4, 6–8, 6–3 |
| 1941 | River Forest, Illinois | United States Frank Parker (3) | United States Bobby Riggs | 6–3, 7–5, 6–8, 4–6, 6–3 |
| 1942 | St. Louis, Missouri | United States Seymour Greenberg | United States Harris Everett | 5–7, 7–5, 7–9, 7–5, 8–6 |
| 1943 | Detroit, Michigan | United States Seymour Greenberg (2) | United States William Talbert | 6–1, 4–6, 6–3, 6–3 |
| 1944 | Ecuador Pancho Segura | United States William Talbert | 6–3, 2–6, 7–5, 6–3 |
| 1945 | Chicago, Illinois | United States William Talbert | Ecuador Pancho Segura | 6–4, 4–6, 6–2, 2–6, 6–2 |
| 1946 | River Forest, Illinois | United States Frank Parker (4) | United States William Talbert | 6–4, 6–4, 6–2 |
| 1947 | Salt Lake City, Utah | United States Frank Parker (5) | United States Ted Schroeder | 8–6, 6–2, 6–4 |
| 1948 | River Forest, Illinois | United States Pancho Gonzalez | United States Nick Carter | 7–5, 6–2, 6–3 |
| 1949 | United States Pancho Gonzalez (2) | United States Frank Parker | 6–1, 3–6, 8–6, 6–3 |
| 1950 | United States Herbert Flam | United States Ted Schroeder | 6–1, 6–2, 6–2 |
| 1951 | United States Tony Trabert | United States Arthur Larsen | 6–8, 2–6, 6–4, 6–3, 8–6 |
| 1952 | United States Arthur Larsen | United States Richard Savitt | 4–6, 6–4, 6–2, 6–4 |
| 1953 | United States Vic Seixas | United States Hamilton Richardson | 6–2, 6–4, 6–3 |
| 1954 | United States Bernard Bartzen | United States Tony Trabert | 6–4, 4–6, 6–0, 6–2 |
| 1955 | Atlanta, Georgia | United States Tony Trabert (2) | United States Bernard Bartzen | 10–8, 6–1, 6–4 |
| 1956 | River Forest, Illinois | United States Herbert Flam (2) | United States Edward Moylan | 3–6, 6–3, 1–6, 6–3, 6–3 |
| 1957 | United States Vic Seixas (2) | United States Herbert Flam | 1–6, 8–6, 6–1, 6–3 |
| 1958 | United States Bernard Bartzen | United States Sam Giammalva | 3–6, 7–5, 6–2, 6–2 |
| 1959 | United States Bernard Bartzen (2) | United States Whitney Reed | 6–0, 8–6, 9–7 |
| 1960 | United States Barry MacKay (tennis) | United States Bernard Bartzen | 4–6, 7–5, 6–4, 6–0 |
| 1961 | United States Bernard Bartzen (3) | United States Donald Dell | 6–1, 2–6, 6–2, 6–0 |
| 1962 | Chicago, Illinois | United States Chuck McKinley | Australia Fred Stolle | 6–3, 8–6, 6–4 |
| 1963 | River Forest, Illinois | United States Chuck McKinley (2) | United States Dennis Ralston | 6–2, 6–2, 6–4 |
| 1964 | United States Dennis Ralston | United States Chuck McKinley | 6–2, 6–2, 6–1 |
| 1965 | United States Dennis Ralston (2) | United States Cliff Richey | 6–4, 4–6, 6–4, 6–3 |
| 1966 | Milwaukee, Wisconsin | United States Cliff Richey | United States Frank Froehling III | 13–11, 6–1, 6–3 |
| 1967 | United States Arthur Ashe | United States Marty Riessen | 4–6, 6–3, 6–1, 7–5 |
| 1968 | United States Clark Graebner | United States Stan Smith | 6–3, 7–5, 6–0 |
| ↓Open Era↓ |
| 1969 | Indianapolis, Indiana | Socialist Federal Republic of Yugoslavia Željko Franulović | United States Arthur Ashe | 8–6, 6–3, 6–4 |
| 1970 | United States Cliff Richey (2) | United States Stan Smith | 6–2, 10–8, 3–6, 6–1 |
| 1971 | Socialist Federal Republic of Yugoslavia Željko Franulović (2) | United States Cliff Richey | 6–3, 6–4, 0–6, 6–3 |
| 1972 | South Africa Bob Hewitt | United States Jimmy Connors | 7–6, 6–1, 6–2 |
| 1973 | Spain Manuel Orantes | France Georges Goven | 6–4, 6–1, 6–4 |
| 1974 | United States Jimmy Connors | Sweden Björn Borg | 5–7, 6–3, 6–4 |
| 1975 | Spain Manuel Orantes (2) | United States Arthur Ashe | 6–2, 6–2 |
| 1976 | United States Jimmy Connors (2) | Poland Wojtek Fibak | 6–2, 6–4 |
| 1977 | Spain Manuel Orantes (3) | United States Jimmy Connors | 6–1, 6–3 |
| 1978 | United States Jimmy Connors (3) | Spain José Higueras | 7–5, 6–1 |
| 1979 | United States Jimmy Connors (4) | Argentina Guillermo Vilas | 6–1, 2–6, 6–4 |
| 1980 | Argentina José Luis Clerc | United States Mel Purcell | 7–5, 6–3 |
| 1981 | Argentina José Luis Clerc (2) | Czechoslovakia Ivan Lendl | 4–6, 6–4, 6–2 |
| 1982 | Spain José Higueras | United States Jimmy Arias | 7–5, 5–7, 6–3 |
| 1983 | United States Jimmy Arias | Ecuador Andrés Gómez | 6–4, 2–6, 6–4 |
| 1984 | Ecuador Andrés Gómez | Hungary Balázs Taróczy | 6–0, 7–6 |
| 1985 | Czechoslovakia Ivan Lendl | Ecuador Andrés Gómez | 6–1, 6–3 |
| 1986 | Ecuador Andrés Gómez (2) | France Thierry Tulasne | 6–4, 7–6 |
| 1987 | Sweden Mats Wilander | Sweden Kent Carlsson | 7–5, 6–3 |
| 1988 | Charleston, South Carolina | United States Andre Agassi | United States Jimmy Arias | 6–2, 6–2 |
| 1989 | United States Jay Berger | United States Lawson Duncan | 6–4, 6–3 |
| 1990 | Kiawah Island, South Carolina | United States David Wheaton | South Africa Mark Kaplan | 6–4, 6–4 |
| 1991 | Charlotte, North Carolina | Peru Jaime Yzaga | United States Jimmy Arias | 6–3, 7–5 |
| 1992 | United States MaliVai Washington | Switzerland Claudio Mezzadri | 6–3, 6–3 |
| 1993 | Argentina Horacio de la Peña | Peru Jaime Yzaga | 3–6, 6–3, 6–4 |
| 1994 | Birmingham, Alabama | Australia Jason Stoltenberg | Argentina Gabriel Markus | 6–3, 6–4 |
| 1995 | Pinehurst, North Carolina | Sweden Thomas Enqvist | Argentina Javier Frana | 6–3, 3–6, 6–3 |
| 1996 | Brazil Fernando Meligeni | Sweden Mats Wilander | 6–4, 6–2 |
| 1997 | Orlando, Florida | United States Michael Chang | South Africa Grant Stafford | 4–6, 6–2, 6–1 |
| 1998 | United States Jim Courier | United States Michael Chang | 7–5, 3–6, 7–5 |
| 1999 | Sweden Magnus Norman | Argentina Guillermo Cañas | 6–0, 6–3 |
| 2000 | Chile Fernando González | Chile Nicolás Massú | 6–2, 6–3 |
| 2001 | Houston, Texas | United States Andy Roddick | South Korea Hyung-Taik Lee | 7–5, 6–3 |
| 2002 | United States Andy Roddick(2) | United States Pete Sampras | 7–6(11–9), 6–3 |
| 2003 | United States Andre Agassi (2) | United States Andy Roddick | 3–6, 6–3, 6–4 |
| 2004 | Germany Tommy Haas | United States Andy Roddick | 6–3, 6–4 |
| 2005 | United States Andy Roddick (3) | France Sébastien Grosjean | 6–2, 6–2 |
| 2006 | United States Mardy Fish | Austria Jürgen Melzer | 3–6, 6–4, 6–3 |
| 2007 | Croatia Ivo Karlović | Argentina Mariano Zabaleta | 6–4, 6–1 |
| 2008 | Spain Marcel Granollers | United States James Blake | 6–4, 1–6, 7–5 |
| 2009 | Australia Lleyton Hewitt | United States Wayne Odesnik | 6–2, 7–5 |
| 2010 | Argentina Juan Ignacio Chela | United States Sam Querrey | 5–7, 6–4, 6–3 |
| 2011 | United States Ryan Sweeting | Japan Kei Nishikori | 6–4, 7–6(7–3) |
| 2012 | Argentina Juan Mónaco | United States John Isner | 6–2, 3–6, 6–3 |
| 2013 | United States John Isner | Spain Nicolás Almagro | 6–3, 7–5 |
| 2014 | Spain Fernando Verdasco | Spain Nicolás Almagro | 6–3, 7–6(7–4) |
| 2015 | United States Jack Sock | United States Sam Querrey | 7–6(11–9), 7–6(7–2) |
| 2016 | Argentina Juan Mónaco (2) | United States Jack Sock | 3–6, 6–3, 7–5 |
| 2017 | United States Steve Johnson | Brazil Thomaz Bellucci | 6–4, 4–6, 7–6(7–5) |
| 2018 | United States Steve Johnson (2) | United States Tennys Sandgren | 7–6(7–2), 2–6, 6–4 |
| 2019 | Chile Cristian Garín | Norway Casper Ruud | 7–6(7–4), 4–6, 6–3 |
| 2020–2021 | Not held due to COVID-19 pandemic |
| 2022 | United States Reilly Opelka | United States John Isner | 6–3, 7–6(9–7) |
| 2023 | United States Frances Tiafoe | Argentina Tomás Martín Etcheverry | 7–6(7–1), 7–6(8–6) |
| 2024 | United States Ben Shelton | United States Frances Tiafoe | 7–5, 4–6, 6–3 |
| 2025 | United States Jenson Brooksby | United States Frances Tiafoe | 6–4, 6–2 |
| 2026 | United States Tommy Paul | Argentina Román Andrés Burruchaga | 6–1, 3–6, 7–5 |