| Grand Slam | Winner | Runner-up |
| 1968 French Open | Ken Rosewall (2) | Rod Laver (1) |
| 1968 Wimbledon | Rod Laver (1) | Tony Roche (15) |
| 1968 US Open | Arthur Ashe (5) | Tom Okker (8) |
| 1969 Australian Open | Rod Laver (1) | Andrés Gimeno (9) |
| 1969 French Open | Rod Laver (1) | Ken Rosewall (4) |
| 1969 Wimbledon | Rod Laver (1) | John Newcombe (6) |
| 1969 US Open | Rod Laver (1) | Tony Roche (3) |
| 1970 Australian Open | Arthur Ashe (4) | Richard Crealy (12) |
| 1970 French Open | Jan Kodeš (7) | Željko Franulović (5) |
| 1970Wimbledon | John Newcombe (2) | Ken Rosewall (5) |
| 1970 US Open | Ken Rosewall (3) | Tony Roche (4) |
| 1971 Australian Open | Ken Rosewall (2) | Arthur Ashe (3) |
| 1971 French Open | Jan Kodeš (1) | Ilie Năstase (3) |
| 1971 Wimbledon | John Newcombe (2) | Stan Smith (4) |
| 1971 US Open | Stan Smith (2) | Jan Kodeš |
| 1972 Australian Open | Ken Rosewall (2) | Malcolm Anderson (8) |
| 1972 French Open | Andrés Gimeno (6) | Patrick Proisy (9) |
| 1972 Wimbledon | Stan Smith (1) | Ilie Năstase (2) |
| 1972 US Open | Ilie Năstase (4) | Arthur Ashe (6) |
| 1973 Australian Open | John Newcombe (2) | Onny Parun (12) |
| 1973 French Open | Ilie Năstase (2) | Nikola Pilić |
| 1973 Wimbledon | Jan Kodeš (2) | Alex Metreveli (4) |
| 1973 US Open | John Newcombe (10) | Jan Kodeš (6) |
| 1974 Australian Open | Jimmy Connors (2) | Phil Dent (9) |
| 1974 French Open | Björn Borg (3) | Manuel Orantes (14) |
| 1974 Wimbledon | Jimmy Connors (3) | Ken Rosewall (9) |
| 1974 US Open | Jimmy Connors (1) | Ken Rosewall (5) |
| 1975 Australian Open | John Newcombe (2) | Jimmy Connors (1) |
| 1975 French Open | Björn Borg (1) | Guillermo Vilas (4) |
| 1975 Wimbledon | Arthur Ashe (6) | Jimmy Connors (1) |
| 1975 US Open | Manuel Orantes (3) | Jimmy Connors (1) |
| 1976 Australian Open | Mark Edmondson | John Newcombe (2) |
| 1976 French Open | Adriano Panatta (8) | Harold Solomon (7) |
| 1976 Wimbledon | Björn Borg (4) | Ilie Năstase (3) |
| 1976 US Open | Jimmy Connors (1) | Björn Borg (2) |
| 1977 Australian Open January | Roscoe Tanner (2) | Guillermo Vilas (1) |
| 1977 French Open | Guillermo Vilas (3) | Brian Gottfried (5) |
| 1977 Wimbledon | Björn Borg (2) | Jimmy Connors (1) |
| 1977US Open | Guillermo Vilas (4) | Jimmy Connors (2) |
| 1977 Australian Open December | Vitas Gerulaitis (1) | John Lloyd |
| 1978 French Open | Björn Borg (1) | Guillermo Vilas (2) |
| 1978 Wimbledon | Björn Borg (1) | Jimmy Connors (2) |
| 1978 US Open | Jimmy Connors (2) | Björn Borg (1) |
| 1978 Australian Open | Guillermo Vilas (1) | John Marks |
| 1979 French Open | Björn Borg (1) | Víctor Pecci |
| 1979 Wimbledon | Björn Borg (1) | Roscoe Tanner (5) |
| 1979 US Open | John McEnroe (3) | Vitas Gerulaitis (4) |
| 1979 Australian Open | Guillermo Vilas (1) | John Sadri (6) |
| 1980 French Open | Björn Borg (1) | Vitas Gerulaitis (5) |
| 1980 Wimbledon | Björn Borg (1) | John McEnroe (2) |
| 1980 US Open | John McEnroe (2) | Björn Borg (1) |
| 1980 Australian Open | Brian Teacher (8) | Kim Warwick (14) |
| 1981 French Open | Björn Borg (1) | Ivan Lendl (5) |
| 1981 Wimbledon | John McEnroe (2) | Björn Borg (1) |
| 1981 US Open | John McEnroe (1) | Björn Borg (2) |
| 1981 Australian Open | Johan Kriek (4) | Steve Denton |
| 1982 French Open | Mats Wilander | Guillermo Vilas (3) |
| 1982 Wimbledon | Jimmy Connors (2) | John McEnroe (1) |
| 1982 US Open | Jimmy Connors (2) | Ivan Lendl (3) |
| 1982 Australian Open | Johan Kriek (1) | Steve Denton (2) |
| 1983 French Open | Yannick Noah (6) | Mats Wilander (5) |
| 1983 Wimbledon | John McEnroe (2) | Chris Lewis |
| 1983 US Open | Jimmy Connors (3) | Ivan Lendl (2) |
| 1983 Australian Open | Mats Wilander (3) | Ivan Lendl (1) |
| 1984 French Open | Ivan Lendl (2) | John McEnroe (1) |
| 1984 Wimbledon | John McEnroe (1) | Jimmy Connors (3) |
| 1984 US Open | John McEnroe (1) | Ivan Lendl (2) |
| 1984 Australian Open | Mats Wilander (2) | Kevin Curren (9) |
| 1985 French Open | Mats Wilander (4) | Ivan Lendl (2) |
| 1985 Wimbledon | Boris Becker | Kevin Curren (8) |
| 1985 US Open | Ivan Lendl (2) | John McEnroe (1) |
| 1985 Australian Open | Stefan Edberg (6) | Mats Wilander (3) |
| 1986 French Open | Ivan Lendl (1) | Mikael Pernfors |
| 1986 Wimbledon | Boris Becker (4) | Ivan Lendl (1) |
| 1986 US Open | Ivan Lendl (1) | Miloslav Mečíř (16) |
| 1987 Australian Open | Stefan Edberg (4) | Pat Cash (11) |
| 1987 French Open | Ivan Lendl (1) | Mats Wilander (4) |
| 1987 Wimbledon | Pat Cash (11) | Ivan Lendl (2) |
| 1987 US Open | Ivan Lendl (1) | Mats Wilander (3) |
| 1988 Australian Open | Mats Wilander (3) | Pat Cash (4) |
| 1988 French Open | Mats Wilander (3) | Henri Leconte (11) |
| 1988 Wimbledon | Stefan Edberg (3) | Boris Becker (6) |
| 1988 US Open | Mats Wilander (2) | Ivan Lendl (1) |
| 1989 Australian Open | Ivan Lendl (2) | Miloslav Mečíř (9) |
| 1989 French Open | Michael Chang (15) | Stefan Edberg (3) |
| 1989 Wimbledon | Boris Becker (3) | Stefan Edberg (2) |
| 1989 US Open | Boris Becker (2) | Ivan Lendl (1) |
| 1990 Australian Open | Ivan Lendl (1) | Stefan Edberg (3) |
| 1990 French Open | Andrés Gómez (4) | Andre Agassi (3) |
| 1990 Wimbledon | Stefan Edberg (3) | Boris Becker (2) |
| 1990 US Open | Pete Sampras (12) | Andre Agassi (4) |
| 1991 Australian Open | Boris Becker (2) | Ivan Lendl (3) |
| 1991 French Open | Jim Courier (9) | Andre Agassi (4) |
| 1991 Wimbledon | Michael Stich (6) | Boris Becker (2) |
| 1991 US Open | Stefan Edberg (2) | Jim Courier (4) |
| 1992 Australian Open | Jim Courier (2) | Stefan Edberg (1) |
| 1992 French Open | Jim Courier (1) | Petr Korda (7) |
| 1992 Wimbledon | Andre Agassi (12) | Goran Ivanišević (8) |
| 1992 US Open | Stefan Edberg (2) | Pete Sampras (3) |
| 1993 Australian Open | Jim Courier (1) | Stefan Edberg (2) |
| 1993 French Open | Sergi Bruguera (10) | Jim Courier (2) |
| 1993 Wimbledon | Pete Sampras (1) | Jim Courier (3) |
| 1993 US Open | Pete Sampras (2) | Cédric Pioline (15) |
| 1994 Australian Open | Pete Sampras (1) | Todd Martin (9) |
| 1994 French Open | Sergi Bruguera (6) | Alberto Berasategui |
| 1994 Wimbledon | Pete Sampras (1) | Goran Ivanišević (4) |
| 1994 US Open | Andre Agassi | Michael Stich (4) |
| 1995 Australian Open | Andre Agassi (2) | Pete Sampras (1) |
| 1995 French Open | Thomas Muster (5) | Michael Chang (6) |
| 1995 Wimbledon | Pete Sampras (2) | Boris Becker (3) |
| 1995 US Open | Pete Sampras (2) | Andre Agassi (1) |
| 1996 Australian Open | Boris Becker (4) | Michael Chang (5) |
| 1996 French Open | Yevgeny Kafelnikov (6) | Michael Stich (15) |
| 1996 Wimbledon | Richard Krajicek (17) | MaliVai Washington |
| 1996 US Open | Pete Sampras (1) | Michael Chang (2) |
| 1997 Australian Open | Pete Sampras (1) | Carlos Moyá |
| 1997 French Open | Gustavo Kuerten | Sergi Bruguera (16) |
| 1997 Wimbledon | Pete Sampras (1) | Cédric Pioline |
| 1997 US Open | Patrick Rafter (13) | Greg Rusedski |
| 1998 Australian Open | Petr Korda (6) | Marcelo Ríos (9) |
| 1998 French Open | Carlos Moyá (12) | Àlex Corretja (14) |
| 1998 Wimbledon | Pete Sampras (1) | Goran Ivanišević (14) |
| 1998 US Open | Patrick Rafter (3) | Mark Philippoussis |
| 1999 Australian Open | Yevgeny Kafelnikov (10) | Thomas Enqvist |
| 1999 French Open | Andre Agassi (13) | Andrei Medvedev |
| 1999 Wimbledon | Pete Sampras (1) | Andre Agassi (4) |
| 1999 US Open | Andre Agassi (2) | Todd Martin (7) |
| 2000 Australian Open | Andre Agassi (1) | Yevgeny Kafelnikov (2) |
| 2000 French Open | Gustavo Kuerten (5) | Magnus Norman (3) |
| 2000 Wimbledon | Pete Sampras (1) | Patrick Rafter (12) |
| 2000 US Open | Marat Safin (6) | Pete Sampras (4) |
| 2001 Australian Open | Andre Agassi (6) | Arnaud Clément (15) |
| 2001 French Open | Gustavo Kuerten (1) | Àlex Corretja (13) |
| 2001 Wimbledon | Goran Ivanišević (WC) | Patrick Rafter (3) |
| 2001 US Open | Lleyton Hewitt (4) | Pete Sampras (10) |
| 2002 Australian Open | Thomas Johansson (16) | Marat Safin (9) |
| 2002 French Open | Albert Costa (20) | Juan Carlos Ferrero (11) |
| 2002 Wimbledon | Lleyton Hewitt (1) | David Nalbandian (28) |
| 2002 US Open | Pete Sampras (17) | Andre Agassi (6) |
| 2003 Australian Open | Andre Agassi (2) | Rainer Schüttler (31) |
| 2003 French Open | Juan Carlos Ferrero (3) | Martin Verkerk |
| 2003 Wimbledon | Roger Federer (4) | Mark Philippoussis |
| 2003 US Open | Andy Roddick (4) | Juan Carlos Ferrero (3) |
| 2004 Australian Open | Roger Federer (2) | Marat Safin |
| 2004 French Open | Gastón Gaudio | Guillermo Coria (3) |
| 2004 Wimbledon | Roger Federer (1) | Andy Roddick (2) |
| 2004 US Open | Roger Federer (1) | Lleyton Hewitt (4) |
| 2005 Australian Open | Marat Safin (4) | Lleyton Hewitt (3) |
| 2005 French Open | Rafael Nadal (4) | Mariano Puerta |
| 2005 Wimbledon | Roger Federer (1) | Andy Roddick (2) |
| 2005 US Open | Roger Federer (1) | Andre Agassi (7) |
| 2006 Australian Open | Roger Federer (1) | Marcos Baghdatis |
| 2006 French Open | Rafael Nadal (2) | Roger Federer (1) |
| 2006 Wimbledon | Roger Federer (1) | Rafael Nadal (2) |
| 2006 US Open | Roger Federer (1) | Andy Roddick (9) |
| 2007 Australian Open | Roger Federer (1) | Fernando González (10) |
| 2007 French Open | Rafael Nadal (2) | Roger Federer (1) |
| 2007 Wimbledon | Roger Federer (1) | Rafael Nadal (2) |
| 2007 US Open | Roger Federer (1) | Novak Djokovic (3) |
| 2008 Australian Open | Novak Djokovic (3) | Jo-Wilfried Tsonga |
| 2008 French Open | Rafael Nadal (2) | Roger Federer (1) |
| 2008 Wimbledon | Rafael Nadal (2) | Roger Federer (1) |
| 2008 US Open | Roger Federer (2) | Andy Murray (6) |
| 2009 Australian Open | Rafael Nadal (1) | Roger Federer (2) |
| 2009 French Open | Roger Federer (2) | Robin Söderling (23) |
| 2009 Wimbledon | Roger Federer (2) | Andy Roddick (6) |
| 2009 US Open | Juan Martín del Potro (6) | Roger Federer (1) |
| 2010 Australian Open | Roger Federer (1) | Andy Murray (5) |
| 2010 French Open | Rafael Nadal (2) | Robin Söderling (5) |
| 2010 Wimbledon | Rafael Nadal (2) | Tomáš Berdych (12) |
| 2010 US Open | Rafael Nadal (1) | Novak Djokovic (3) |
| 2011 Australian Open | Novak Djokovic (3) | Andy Murray (5) |
| 2011 French Open | Rafael Nadal (1) | Roger Federer (3) |
| 2011 Wimbledon | Novak Djokovic (2) | Rafael Nadal (1) |
| 2011 US Open | Novak Djokovic (1) | Rafael Nadal (2) |
| 2012 Australian Open | Novak Djokovic (1) | Rafael Nadal (2) |
| 2012 French Open | Rafael Nadal (2) | Novak Djokovic (1) |
| 2012 Wimbledon | Roger Federer (3) | Andy Murray (4) |
| 2012 US Open | Andy Murray (3) | Novak Djokovic (2) |
| 2013 Australian Open | Novak Djokovic (1) | Andy Murray (3) |
| 2013 French Open | Rafael Nadal (3) | David Ferrer (4) |
| 2013 Wimbledon | Andy Murray (2) | Novak Djokovic (1) |
| 2013 US Open | Rafael Nadal (2) | Novak Djokovic (1) |
| 2014 Australian Open | Stan Wawrinka (8) | Rafael Nadal (1) |
| 2014 French Open | Rafael Nadal (1) | Novak Djokovic (2) |
| 2014 Wimbledon | Novak Djokovic (1) | Roger Federer (4) |
| 2014 US Open | Marin Čilić (14) | Kei Nishikori (10) |
| 2015 Australian Open | Novak Djokovic (1) | Andy Murray (6) |
| 2015 French Open | Stan Wawrinka (8) | Novak Djokovic (1) |
| 2015 Wimbledon | Novak Djokovic (1) | Roger Federer (2) |
| 2015 US Open | Novak Djokovic (1) | Roger Federer (2) |
| 2016 Australian Open | Novak Djokovic (1) | Andy Murray (2) |
| 2016 French Open | Novak Djokovic (1) | Andy Murray (2) |
| 2016 Wimbledon | Andy Murray (2) | Milos Raonic (6) |
| 2016 US Open | Stan Wawrinka (3) | Novak Djokovic (1) |
| 2017 Australian Open | Roger Federer (17) | Rafael Nadal (9) |
| 2017 French Open | Rafael Nadal (4) | Stan Wawrinka (3) |
| 2017 Wimbledon | Roger Federer (3) | Marin Čilić (7) |
| 2017 US Open | Rafael Nadal (1) | Kevin Anderson (28) |
| 2018 Australian Open | Roger Federer (2) | Marin Čilić (6) |
| 2018 French Open | Rafael Nadal (1) | Dominic Thiem (7) |
| 2018 Wimbledon | Novak Djokovic (12) | Kevin Anderson (8) |
| 2018 US Open | Novak Djokovic (6) | Juan Martín del Potro (3) |
| 2019 Australian Open | Novak Djokovic (1) | Rafael Nadal (2) |
(Numerical) indicates the World Ranking of the player during the Grand Slam
