Men's Tennis Singles Tournament Winners
| Year | Australian Open | French Open | Wimbledon | US Open |
| 2023 | Novak Đoković | Novak Đoković | Carlos Alcaraz | Novak Đoković |
| 2022 | Rafael Nadal | Rafael Nadal | Novak Đoković | Carlos Alcaraz |
| 2021 | Novak Đoković | Novak Đoković | Novak Đoković | Daniil Medvedev |
| 2020 | Novak Đoković | Rafael Nadal | cancelled | Dominic Thiem |
| 2019 | Novak Đoković | Rafael Nadal | Novak Đoković | Rafael Nadal |
| 2018 | Roger Federer | Rafael Nadal | Novak Đoković | Novak Đoković |
| 2017 | Roger Federer | Rafael Nadal | Roger Federer | Rafael Nadal |
| 2016 | Novak Đoković | Novak Đoković | Andy Murray | Stan Wawrinka |
| 2015 | Novak Đoković | Stan Wawrinka | Novak Đoković | Novak Đoković |
| 2014 | Stan Wawrinka | Rafael Nadal | Novak Đoković | Marin Čilić |
| 2013 | Novak Đoković | Rafael Nadal | Andy Murray | Rafael Nadal |
| 2012 | Novak Đoković | Rafael Nadal | Roger Federer | Andy Murray |
| 2011 | Novak Đoković | Rafael Nadal | Novak Đoković | Novak Đoković |
| 2010 | Roger Federer | Rafael Nadal | Rafael Nadal | Rafael Nadal |
| 2009 | Rafael Nadal | Roger Federer | Roger Federer | Juan Martin del Potro |
| 2008 | Novak Đoković | Rafael Nadal | Rafael Nadal | Roger Federer |
| 2007 | Roger Federer | Rafael Nadal | Roger Federer | Roger Federer |
| 2006 | Roger Federer | Rafael Nadal | Roger Federer | Roger Federer |
| 2005 | Marat Safin | Rafael Nadal | Roger Federer | Roger Federer |
| 2004 | Roger Federer | Gastón Gaudio | Roger Federer | Roger Federer |
| 2003 | Andre Agassi | Juan Carlos Ferrero | Roger Federer | Andy Roddick |
| 2002 | Thomas Johansson | Albert Costa | Lleyton Hewitt | Pete Sampras |
| 2001 | Andre Agassi | Gustavo Kuerten | Goran Ivanišević | Lleyton Hewitt |
| 2000 | Andre Agassi | Gustavo Kuerten | Pete Sampras | Marat Safin |
| 1999 | Yevgeny Kafelnikov | Andre Agassi | Pete Sampras | Andre Agassi |
| 1998 | Petr Korda | Carlos Moyà | Pete Sampras | Patrick Rafter |
| 1997 | Pete Sampras | Gustavo Kuerten | Pete Sampras | Patrick Rafter |
| 1996 | Boris Becker | Yevgeny Kafelnikov | Richard Krajicek | Pete Sampras |
| 1995 | Andre Agassi | Thomas Muster | Pete Sampras | Pete Sampras |
| 1994 | Pete Sampras | Sergi Bruguera | Pete Sampras | Andre Agassi |
| 1993 | Jim Courier | Sergi Bruguera | Pete Sampras | Pete Sampras |
| 1992 | Jim Courier | Jim Courier | Andre Agassi | Stefan Edberg |
| 1991 | Boris Becker | Jim Courier | Michael Stich | Stefan Edberg |
| 1990 | Ivan Lendl | Andrés Gómez | Stefan Edberg | Pete Sampras |
| 1989 | Ivan Lendl | Michael Chang | Boris Becker | Boris Becker |
| 1988 | Mats Wilander | Mats Wilander | Stefan Edberg | Mats Wilander |
| 1987 | Stefan Edberg | Ivan Lendl | Pat Cash | Ivan Lendl |
| 1986 | no competition | Ivan Lendl | Boris Becker | Ivan Lendl |
| 1985 | Stefan Edberg | Mats Wilander | Boris Becker | Ivan Lendl |
| 1984 | Mats Wilander | Ivan Lendl | John McEnroe | John McEnroe |
| 1983 | Mats Wilander | Yannick Noah | John McEnroe | Jimmy Connors |
| 1982 | Johan Kriek | Mats Wilander | Jimmy Connors | Jimmy Connors |
| 1981 | Johan Kriek | Björn Borg | John McEnroe | John McEnroe |
| 1980 | Brian Teacher | Björn Borg | Björn Borg | John McEnroe |
| 1979 | Guillermo Vilas | Björn Borg | Björn Borg | John McEnroe |
| 1978 | Guillermo Vilas | Björn Borg | Björn Borg | Jimmy Connors |
| 1977 | Roscoe Tanner (Jan) / Vitas Gerulaitis (Dec) | Guillermo Vilas | Björn Borg | Guillermo Vilas |
| 1976 | Mark Edmondson | Adriano Panatta | Björn Borg | Jimmy Connors |
| 1975 | John Newcombe | Björn Borg | Arthur Ashe | Manuel Orantes |
| 1974 | Jimmy Connors | Björn Borg | Jimmy Connors | Jimmy Connors |
| 1973 | John Newcombe | Ilie Năstase | Jan Kodeš | John Newcombe |
| 1972 | Ken Rosewall | Andrés Gimeno | Stan Smith | Ilie Năstase |
| 1971 | Ken Rosewall | Jan Kodeš | John Newcombe | Stan Smith |
| 1970 | Arthur Ashe | Jan Kodeš | John Newcombe | Ken Rosewall |
| 1969 | Rod Laver | Rod Laver | Rod Laver | Rod Laver |
| 1968 | Bill Bowrey | Ken Rosewall | Rod Laver | Arthur Ashe |
| 1967 | Roy Emerson | Roy Emerson | John Newcombe | John Newcombe |
| 1966 | Roy Emerson | Tony Roche | Manolo Santana | Fred Stolle |
| 1965 | Roy Emerson | Fred Stolle | Roy Emerson | Manuel Santana |
| 1964 | Roy Emerson | Manuel Santana | Roy Emerson | Roy Emerson |
| 1963 | Roy Emerson | Roy Emerson | Chuck McKinley | Rafael Osuna |
| 1962 | Rod Laver | Rod Laver | Rod Laver | Rod Laver |
| 1961 | Roy Emerson | Manuel Santana | Rod Laver | Roy Emerson |
| 1960 | Rod Laver | Nicola Pietrangeli | Neale Fraser | Neale Fraser |
| 1959 | Alex Olmedo | Nicola Pietrangeli | Alex Olmedo | Neale Fraser |
| 1958 | Ashley Cooper | Mervyn Rose | Ashley Cooper | Ashley Cooper |
| 1957 | Ashley Cooper | Sven Davidson | Lew Hoad | Malcolm Anderson |
| 1956 | Lew Hoad | Lew Hoad | Lew Hoad | Ken Rosewall |
| 1955 | Ken Rosewall | Tony Trabert | Tony Trabert | Tony Trabert |
| 1954 | Mervyn Rose | Tony Trabert | Jaroslav Drobný | Vic Seixas |
| 1953 | Ken Rosewall | Ken Rosewall | Vic Seixas | Tony Trabert |
| 1952 | Ken McGregor | Jaroslav Drobný | Frank Sedgman | Frank Sedgman |
| 1951 | Dick Savitt | Jaroslav Drobný | Dick Savitt | Frank Sedgman |
| 1950 | Frank Sedgman | Budge Patty | Budge Patty | Art Larsen |
| 1949 | Frank Sedgman | Frank Parker | Ted Schroeder | Pancho Gonzales |
| 1948 | Adrian Quist | Frank Parker | Bob Falkenburg | Pancho Gonzales |
| 1947 | Dinny Pails | József Asbóth | Jack Kramer | Jack Kramer |
| 1946 | John Bromwich | Marcel Bernard | Yvon Petra | Jack Kramer |
| 1945 | no competition | no competition | no competition | Frank Parker |
| 1944 | no competition | no competition | no competition | Frank Parker |
| 1943 | no competition | no competition | no competition | Lt. Joseph R. Hunt |
| 1942 | no competition | no competition | no competition | Ted Schroeder |
| 1941 | no competition | no competition | no competition | Bobby Riggs |
| 1940 | Adrian Quist | no competition | no competition | Donald McNeill |
| 1939 | John Bromwich | Don McNeill | Bobby Riggs | Bobby Riggs |
| 1938 | Don Budge | Don Budge | Don Budge | Don Budge |
| 1937 | Vivian McGrath | Henner Henkel | Don Budge | Don Budge |
| 1936 | Adrian Quist | Gottfried von Cramm | Fred Perry | Fred Perry |
| 1935 | Jack Crawford | Fred Perry | Fred Perry | Wilmer Allison |
| 1934 | Fred Perry | Gottfried von Cramm | Fred Perry | Fred Perry |
| 1933 | Jack Crawford | Jack Crawford | Jack Crawford | Fred Perry |
| 1932 | Jack Crawford | Henri Cochet | Ellsworth Vines | Ellsworth Vines |
| 1931 | Jack Crawford | Jean Borotra | Sidney Wood | Ellsworth Vines |
| 1930 | Gar Moon | Henri Cochet | Bill Tilden | John Doeg |
| 1929 | John Gregory | René Lacoste | Henri Cochet | Bill Tilden |
| 1928 | Jean Borotra | Henri Cochet | René Lacoste | Henri Cochet |
| 1927 | Gerald Patterson | René Lacoste | Henri Cochet | René Lacoste |
| 1926 | John Hawkes | Henri Cochet | Jean Borotra | René Lacoste |
| 1925 | James Anderson | René Lacoste | René Lacoste | Bill Tilden |
| 1924 | James Anderson | Jean Borotra | Jean Borotra | Bill Tilden |
| 1923 | Pat O'Hara Wood | François Blanchy | Bill Johnston | Bill Tilden |
| 1922 | James Anderson | Henri Cochet | Gerald Patterson | Bill Tilden |
| 1921 | Rhys Gemmell | Jean Samazeuilh | Bill Tilden | Bill Tilden |
| 1920 | Pat O'Hara Wood | André Gobert | Bill Tilden | Bill Tilden |
| 1919 | Algernon Kingscote | no competition | Gerald Patterson | Bill Johnston |
| 1918 | no competition | no competition | no competition | Lindley Murray |
| 1917 | no competition | no competition | no competition | Lindley Murray |
| 1916 | no competition | no competition | no competition | R. Norris Williams |
| 1915 | Gordon Lowe | no competition | no competition | William Johnston |
| 1914 | Arthur O'Hara Wood | Max Décugis | Norman Brookes | R. Norris Williams |
| 1913 | Ernie Parker | Max Décugis | Anthony Wilding | Maurice McLoughlin |
| 1912 | James Cecil Parke | Max Décugis | Anthony Wilding | Maurice McLoughlin |
| 1911 | Norman Brookes | André Gobert | Anthony Wilding | William Larned |
| 1910 | Rodney Heath | Maurice Germot | Anthony Wilding | William Larned |
| 1909 | Anthony Wilding | Max Décugis | Arthur Gore | William Larned |
| 1908 | Fred Alexander | Max Décugis | Arthur Gore | William Larned |
| 1907 | Horace Rice | Max Décugis | Norman Brookes | William Larned |
| 1906 | Anthony Wilding | Maurice Germot | Lawrence Doherty | William Clothier |
| 1905 | Rodney Heath | Maurice Germot | Lawrence Doherty | Beals C. Wright |
| 1904 | Max Décugis | Lawrence Doherty | Holcombe Ward | |
| 1903 | Max Décugis | Lawrence Doherty | Laurence Doherty | |
| 1902 | Marcel Vacherot | Lawrence Doherty | William Larned | |
| 1901 | André Vacherot | Arthur Gore | William Larned | |
| 1900 | Paul Aymé | Reginald Doherty | Malcolm Whitman | |
| 1899 | Paul Aymé | Reginald Doherty | Malcolm Whitman | |
| 1898 | Paul Aymé | Reginald Doherty | Malcolm Whitman | |
| 1897 | Paul Aymé | Reginald Doherty | Robert Wrenn | |
| 1896 | André Vacherot | Harold Mahoney | Robert Wrenn | |
| 1895 | André Vacherot | Wilfred Baddeley | Fred Hovey | |
| 1894 | André Vacherot | Joshua Pim | Robert Wrenn | |
| 1893 | L. Riboulet | Joshua Pim | Robert Wrenn | |
| 1892 | Jean Schopfer | Wilfred Baddeley | Oliver Campbell | |
| 1891 | H. Briggs | Wilfred Baddeley | Oliver Campbell | |
| 1890 | Willoughby Hamilton | Oliver Campbell | ||
| 1889 | William Renshaw | Henry Slocum | ||
| 1888 | Ernest Renshaw | Henry Slocum | ||
| 1887 | Herbert Lawford | Richard D. Sears | ||
| 1886 | William Renshaw | Richard D. Sears | ||
| 1885 | William Renshaw | Richard D. Sears | ||
| 1884 | William Renshaw | Richard D. Sears | ||
| 1883 | William Renshaw | Richard D. Sears | ||
| 1882 | William Renshaw | Richard D. Sears | ||
| 1881 | William Renshaw | Richard D. Sears | ||
| 1880 | John Hartley | |||
| 1879 | John Hartley | |||
| 1878 | Frank Hadow | |||
| 1877 | Spencer Gore |
