| 2022 | Pablo Carreño (ESP) | Hubert Hurkacz (POL) |
| 2021 | Daniil Medvedev (RUS) | Reilly Opelka (USA) |
| 2019 | Rafael Nadal (ESP) | Daniil Medvedev (RUS) |
| 2018 | Rafael Nadal (ESP) | Stefanos Tsitsipas (GRE) |
| 2017 | Alexander Zverev (GER) | Roger Federer (SUI) |
| 2016 | Novak Djokovic (SRB) | Kei Nishikori (JAP) |
| 2015 | Andrew Murray (GBR) | Novak Djokovic (SRB) |
| 2014 | Jo-Wilfried Tsonga (FRA) | Roger Federer (SUI) |
| 2013 | Rafael Nadal (ESP) | Milos Raonic (CAN) |
| 2012 | Novak Djokovic (SRB) | Richard Gasquet (FRA) |
| 2011 | Novak Djokovic (SRB) | Mardy Fish (USA) |
| 2010 | Andrew Murray (GBR) | Roger Federer (SUI) |
| 2009 | Andrew Murray (GBR) | Juan Martin Del Potro (ARG) |
| 2008 | Rafael Nadal (ESP) | Nicolas Kiefer (GER) |
| 2007 | Novak Djokovic (SRB) | Roger Federer (SUI) |
| 2006 | Roger Federer (SUI) | Richard Gasquet (FRA) |
| 2005 | Rafael Nadal (ESP) | Andre Agassi (USA) |
| 2004 | Roger Federer (SUI) | Andy Roddick (USA) |
| 2003 | Andy Roddick (USA) | David Nalbandian (ARG) |
| 2002 | Guillermo Cañas (ARG) | Andy Roddick (USA) |
| 2001 | Andrei Pavel (ROU) | Patrick Rafter (AUS) |
| 2000 | Marat Safin (RUS) | Harel Levy (ISR) |
| 1999 | Thomas Johansson (SWE) | Yevgeny Kafelnikov (RUS) |
| 1998 | Patrick Rafter (AUS) | Richard Krajicek (NED) |
| 1997 | Chris Woodruff (USA) | Gustavo Kuerten (BRA) |
| 1996 | Wayne Ferreira (RSA) | Todd Woodbridge (AUS) |
| 1995 | Andre Agassi (USA) | Pete Sampras (USA) |
| 1994 | Andre Agassi (USA) | Jason Stoltenberg (AUS) |
| 1993 | Mikael Pernfors (SWE) | Todd Martin (USA) |
| 1992 | Andre Agassi (USA) | Ivan Lendl (USA) |
| 1991 | Andrei Chesnokov (RUS) | Petr Korda (CZE) |
| 1990 | Michael Chang (USA) | Jay Berger (USA) |
| 1989 | Ivan Lendl (TCH) | John McEnroe (USA) |
| 1988 | Ivan Lendl (TCH) | Kevin Curren (RSA) |
| 1987 | Ivan Lendl (TCH) | Stefan Edberg (SWE) |
| 1986 | Boris Becker (GER) | Stefan Edberg (SWE) |
| 1985 | John McEnroe (USA) | Ivan Lendl (TCH) |
| 1984 | John McEnroe (USA) | Vitas Gerulaitis (USA) |
| 1983 | Ivan Lendl (TCH) | Anders Järryd (SWE) |
| 1982 | Vitas Gerulaitis (USA) | Ivan Lendl (TCH) |
| 1981 | Ivan Lendl (TCH) | Eliot Teltscher (USA) |
| 1980 | Ivan Lendl (TCH) | Björn Borg (SWE) |
| 1979 | Björn Borg (SWE) | John McEnroe (USA) |
| 1978 | Eddie Dibbs (USA) | José Luis Clerc (ARG) |
| 1977 | Jeff Borowiak (USA) | Jaime Fillol Sr. (CHI) |
| 1976 | Guillermo Vilas (ARG) | Wojciech Fibak (POL) |
| 1975 | Manuel Orantes (ESP) | Ilie Nastase (ROU) |
| 1974 | Guillermo Vilas (ARG) | Manuel Orantes (ESP) |
| 1973 | Tom Okker (NED) | Manuel Orantes (ESP) |
| 1972 | Ilie Nastase (ROU) | Andrew Pattison (RHO) |
| 1971 | John Newcombe (AUS) | Tom Okker (NED) |
| 1970 | Rod Laver (AUS) | Roger Taylor (GBR) |
| 1969 | Cliff Richey (USA) | Earl ‘Butch’ Buchholz (USA) |
| 1968 | Ramanathan Krishnan (IND) | Torben Ulrich (DEN) |
| 1967 | Manuel ‘Manolo’ Santana (ESP) | Roy Emerson (AUS) |
| 1966 | Allen Fox (USA) | Allan Stone (AUS) |
| 1965 | Ronald Holmberg (USA) | Lester Sack (USA) |
| 1964 | Roy Emerson (AUS) | Fred Stolle (AUS) |
| 1963 | Whitney Reed (USA) | Kyle Carpenter (AUS) |
| 1962 | Juan Manuel Couder (ESP) | Sean Frost (USA) |
| 1961 | Whitney Reed (USA) | Mike Sangster (GBR) |
| 1960 | Ladislav Legenstein (AUT) | Warren Woodcock (AUS) |
| 1959 | Reynaldo Garrido (CUB) | Orlando H. Garrido (CUB) |
| 1958 | Robert Bedard (CAN) | Whitney Reed (USA) |
| 1957 | Robert Bedard (CAN) | Ramanathan Krishnan (IND) |
| 1956 | Noel Brown (USA) | Donald Fontana (CAN) |
| 1955 | Robert Bedard (CAN) | Henri Rochon (CAN) |
| 1954 | Bernard Bartzen (USA) | Kosei Kamo (JAP) |
| 1953 | Mervyn Rose (AUS) | Rex Hartwig (AUS) |
| 1952 | Dick Savitt (USA) | Kurt Nielsen (DEN) |
| 1951 | Tony Vincent (USA) | Seymour Greenberg (USA) |
| 1950 | Brendan Macken (CAN) | Henri Rochon (CAN) |
| 1949 | Henri Rochon (CAN) | Lorne Main (CAN) |
| 1948 | William Tully (USA) | Henri Rochon (CAN) |
| 1947 | Jimmy Evert (USA) | Emery Neale (USA) |
| 1946 | P. Morley Lewis (USA) | Donald McDiarmid (CAN) |
| 1940 | Donald McDiarmid (CAN) | Lewis Duff (CAN) |
| 1939 | P. Morley Lewis (USA) | Robert Madden (USA) |
| 1938 | Frank Parker (USA) | Wilmer Allison (USA) |
| 1937 | Walter Senior (USA) | Robert Murray (CAN) |
| 1936 | Jack Tidball (USA) | John Murio (USA) |
| 1935 | Eugène Smith (USA) | Richard Bennett (USA) |
| 1934 | Marcel Rainville (CAN) | Harold Surface (USA) |
| 1933 | John Murio (USA) | Walter Martin (CAN) |
| 1932 | Frank Parker (USA) | George Lott (USA) |
| 1931 | Jack A. Wright (CAN) | Gilbert Nunns (CAN) |
| 1930 | George Lyttleton-Rogers (IRL) | Gilbert Nunns (CAN) |
| 1929 | Jack A. Wright (CAN) | Francis Shields (USA) |
| 1928 | Wilmer Allison (USA) | John Van Ryn (USA) |
| 1927 | Jack A. Wright (CAN) | Leon De Turenne (USA) |
| 1926 | Leon De Turenne (USA) | Wallace Scott (USA) |
| 1925 | Willard F. Crocker (CAN) | Wallace Scott (USA) |
| 1924 | George Lott (USA) | Cyril Andrewes (CAN) |
| 1923 | William Leroy Rennie (CAN) | W.H. Richards (USA) |
| 1922 | Frank Anderson (USA) | Robert Baird (CAN) |
| 1921 | Wallace J. Bates (USA) | Edmund Levy (USA) |
| 1920 | Paul D. Bennett (CAN) | William Leroy Rennie (CAN) |
| 1919 | Seiichiro Kashio (JAP) | Walter K. Wesbrook (USA) |
| 1914 | Thomas Y. Sherwell (CAN) | Robert Baird (CAN) |
| 1913 | Robert Baird (CAN) | Ralph Burns (CAN) |
| 1912 | Bernie Schwengers (CAN) | Joseph C. Tyler (USA) |
| 1911 | Bernie Schwengers (CAN) | |
| 1910 | James F. Foulkes (CAN) | Robert Baird (CAN) |
| 1909 | James F. Foulkes (CAN) | |
| 1908 | Thomas Y. Sherwell (CAN) | James F. Foulkes (CAN) |
| 1907 | James F. Foulkes (CAN) | Ralph Burns (CAN) |
| 1906 | Irving Wright (USA) | Edwin P. Fischer (USA) |
| 1904 | Beals C. Wright (USA) | Louis Harry Waidner (USA) |
| 1903 | Beals C. Wright (USA) | Edgar Leonard (USA) |
| 1902 | Beals C. Wright (USA) | Irving Wright (USA) |
| 1901 | William Larned (USA) | Beals C. Wright (USA) |
| 1900 | Malcolm Whitman (USA) | William Larned (USA) |
| 1899 | Malcolm Whitman (USA) | Leo Ware (USA) |
| 1898 | Leo Ware (USA) | Malcolm Whitman (USA) |
| 1897 | Leo Ware (USA) | Edwin P. Fischer (USA) |
| 1896 | Robert Wrenn (USA) | Edwin P. Fischer (USA) |
| 1895 | William Larned (USA) | Arthur E. Foote (USA) |
| 1894 | Robert W. Pardo Matthews (CAN) | Harry E. Avery (USA) |
| 1893 | Harry E. Avery (USA) | Henry Gordon Mackenzie (CAN) |
| 1892 | Frederick Hovey (USA) | Henry G. Bixby (USA) |
| 1891 | Fred S. Mansfield (USA) | Edward E. Tanner (USA) |
| 1890 | Edward E. Tanner (USA) | Oliver R. Macklem (CAN) |
| 1889 | Charles Smith Hyman (CAN) | Andrew E. Plummer (CAN) |
| 1888 | Charles Smith Hyman (CAN) | R.S. Wood (CAN) |
| 1887 | Charles Smith Hyman (CAN) | Lawrence H. Baldwin (CAN) |
| 1886 | Charles Smith Hyman (CAN) | Isidore F. Hellmuth (CAN) |
| 1885 | Joseph S. Clark (USA) | Isidore F. Hellmuth (CAN) |
| 1884 | Charles Smith Hyman (CAN) | Alexander C. Galt (CAN) |
| 1883 | Charles H. Farnum (USA) | Charles Smith Hyman (CAN) |
| 1882 | Harry D. Gamble (CAN) | Isidore F. Hellmuth (CAN) |
| 1881 | Isidore F. Hellmuth (CAN) | W.H. Young (CAN) |
