Match log updated: 2026-08-31 13:51 UTC
Andre Agassi — ATP Match Log
1,110 main-draw matches · 842–268 · 75.9% wins
| Opponent | Score | Result | H2H | Match Data | Date ↑ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Brett Steven | 1-6 6-1 6-1 | W | H2H | Match data | Jan 10, 1998* | QF | Adelaide International | ATP World Series → modern equivalent ATP 250 | Hard |
| Lleyton Hewitt | 6-7(5) 6-7(4) | L | H2H | Match data | Jan 10, 1998* | SF | Adelaide International | ATP World Series → modern equivalent ATP 250 | Hard |
| Marzio Martelli | 3-6 7-6(3) 6-2 6-2 | W | H2H | Match data | Jan 21, 1998* | R128 | Australian Open | Grand Slam | Hard |
| Albert Costa | 6-4 6-4 2-6 7-5 | W | H2H | Match data | Jan 23, 1998* | R64 | Australian Open | Grand Slam | Hard |
| Andrea Gaudenzi | 6-2 6-2 6-0 | W | H2H | Match data | Jan 25, 1998* | R32 | Australian Open | Grand Slam | Hard |
| Alberto Berasategui | 6-3 6-3 2-6 3-6 3-6 | L | H2H | Match data | Jan 28, 1998* | R16 | Australian Open | Grand Slam | Hard |
| Alberto Martin | 6-2 6-2 | W | H2H | Match data | Feb 12, 1998* | R32 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Gustavo Kuerten | 6-3 6-1 | W | H2H | Match data | Feb 13, 1998* | R16 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 7-5 7-6(7) | W | H2H | Match data | Feb 14, 1998* | QF | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Michael Chang | 6-4 7-6(4) | W | H2H | Match data | Feb 14, 1998* | SF | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Pete Sampras | 6-2 6-4 | W | H2H | Match data | Feb 15, 1998* | F | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Albert Portas | 3-6 6-1 6-2 | W | H2H | Match data | Mar 5, 1998* | R32 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Nicolas Lapentti | 7-5 6-1 | W | H2H | Match data | Mar 6, 1998* | R16 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 6-3 7-6(5) | W | H2H | Match data | Mar 7, 1998* | QF | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Tommy Haas | 6-2 6-1 | W | H2H | Match data | Mar 7, 1998* | SF | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Jason Stoltenberg | 6-4 7-6(3) | W | H2H | Match data | Mar 8, 1998* | F | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Todd Woodbridge | 7-6(3) 6-4 | W | H2H | Match data | Mar 11, 1998* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Sergi Bruguera | 6-2 6-4 | W | H2H | Match data | Mar 12, 1998* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Patrick Rafter | 6-3 3-6 6-2 | W | H2H | Match data | Mar 14, 1998* | R16 | Indian Wells Open | Masters 1000 | Hard |
| Jan-Michael Gambill | 6-7(6) 6-3 3-6 | L | H2H | Match data | Mar 15, 1998* | QF | Indian Wells Open | Masters 1000 | Hard |
| Nicolas Escude | 6-2 6-3 | W | H2H | Match data | Mar 18, 1998* | R64 | Miami Open | Masters 1000 | Hard |
| Vincent Spadea | 6-4 7-5 | W | H2H | Match data | Mar 19, 1998* | R32 | Miami Open | Masters 1000 | Hard |
| Albert Costa | 7-6(5) 4-6 6-1 | W | H2H | Match data | Mar 21, 1998* | R16 | Miami Open | Masters 1000 | Hard |
| Jeff Tarango | 6-4 6-3 | W | H2H | Match data | Mar 22, 1998* | QF | Miami Open | Masters 1000 | Hard |
| Alex Corretja | 6-4 6-2 | W | H2H | Match data | Mar 22, 1998* | SF | Miami Open | Masters 1000 | Hard |
| Marcelo Rios | 5-7 3-6 4-6 | L | H2H | Match data | Mar 23, 1998* | F | Miami Open | Masters 1000 | Hard |
| Todd Martin | 6-2 6-1 | W | H2H | Match data | Apr 22, 1998* | R64 | Monte-Carlo Masters | Masters 1000 | Clay |
| Pete Sampras | 4-6 5-7 | L | H2H | Match data | Apr 23, 1998* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Todd Woodbridge | 6-1 3-6 6-3 | W | H2H | Match data | Apr 30, 1998* | R32 | Munich Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Rainer Schuettler | 6-1 6-4 | W | H2H | Match data | May 1, 1998* | R16 | Munich Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Jonas Bjorkman | 6-2 6-2 | W | H2H | Match data | May 2, 1998* | QF | Munich Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Galo Blanco | 6-4 6-4 | W | H2H | Match data | May 2, 1998* | SF | Munich Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Thomas Enqvist | 7-6(4) 6-7(6) 3-6 | L | H2H | Match data | May 3, 1998* | F | Munich Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Marat Safin | 7-5 5-7 2-6 6-3 2-6 | L | H2H | Match data | May 27, 1998* | R128 | Roland Garros | Grand Slam | Clay |
| Alex Calatrava | 6-2 6-4 6-3 | W | H2H | Match data | Jun 24, 1998* | R128 | Wimbledon | Grand Slam | Grass |
| Tommy Haas | 6-4 1-6 6-7(4) 4-6 | L | H2H | Match data | Jun 26, 1998* | R64 | Wimbledon | Grand Slam | Grass |
| David Wheaton | 6-4 6-2 | W | H2H | Match data | Jul 23, 1998* | R32 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Christophe Van Garsse | 6-3 6-4 | W | — | Match data | Jul 24, 1998* | R16 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Sebastien Lareau | 6-1 6-2 | W | H2H | Match data | Jul 25, 1998* | QF | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Wayne Ferreira | 6-1 6-0 | W | H2H | Match data | Jul 25, 1998* | SF | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Scott Draper | 6-2 6-0 | W | H2H | Match data | Jul 26, 1998* | F | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Bob Bryan | 6-4 6-3 | W | H2H | Match data | Jul 30, 1998* | R32 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 6-4 6-4 | W | H2H | Match data | Jul 31, 1998* | R16 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Sandon Stolle | 7-6(2) 6-2 | W | H2H | Match data | Aug 1, 1998* | QF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Justin Gimelstob | 6-0 7-6(2) | W | H2H | Match data | Aug 1, 1998* | SF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Tim Henman | 6-4 6-4 | W | H2H | Match data | Aug 2, 1998* | F | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Guillaume Raoux | 6-4 7-5 | W | H2H | Match data | Aug 6, 1998* | R32 | Canadian Open | Masters 1000 | Hard |
| Goran Ivanisevic | 2-6 7-5 6-3 | W | H2H | Match data | Aug 8, 1998* | R16 | Canadian Open | Masters 1000 | Hard |
| Pete Sampras | 6-7(5) 6-1 6-2 | W | H2H | Match data | Aug 9, 1998* | QF | Canadian Open | Masters 1000 | Hard |
| Richard Krajicek | 6-4 5-7 2-6 | L | H2H | Match data | Aug 9, 1998* | SF | Canadian Open | Masters 1000 | Hard |
| Nicolas Kiefer | 4-6 7-6(3) 6-2 | W | H2H | Match data | Aug 12, 1998* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Vincent Spadea | 2-6 6-0 6-7(2) | L | H2H | Match data | Aug 13, 1998* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Michael Tebbutt | 6-1 6-0 | W | H2H | Match data | Aug 20, 1998* | R32 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Wayne Black | 7-6(4) 3-6 6-1 | W | H2H | Match data | Aug 21, 1998* | R16 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Wayne Ferreira | 6-2 6-1 | W | H2H | Match data | Aug 22, 1998* | QF | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Ramon Delgado | 7-6(6) 6-3 | W | H2H | Match data | Aug 22, 1998* | SF | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Alex Corretja | 6-2 2-6 3-6 | L | H2H | Match data | Aug 23, 1998* | F | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Sebastien Grosjean | 6-4 6-1 6-4 | W | H2H | Match data | Sep 2, 1998* | R128 | US Open | Grand Slam | Hard |
| Guillaume Raoux | 6-3 6-2 6-7(6) 3-6 6-1 | W | H2H | Match data | Sep 4, 1998* | R64 | US Open | Grand Slam | Hard |
| Davide Sanguinetti | 6-2 6-3 6-0 | W | H2H | Match data | Sep 6, 1998* | R32 | US Open | Grand Slam | Hard |
| Karol Kucera | 3-6 3-6 7-6(5) 6-1 3-6 | L | H2H | Match data | Sep 9, 1998* | R16 | US Open | Grand Slam | Hard |
| Cedric Pioline | 6-0 6-0 | W | H2H | Match data | Oct 2, 1998* | R16 | Grand Slam Cup | ATP Finals | Hard |
| Petr Korda | 4-6 6-0 6-1 | W | H2H | Match data | Oct 3, 1998* | QF | Grand Slam Cup | ATP Finals | Hard |
| Karol Kucera | 7-6(1) 6-7(5) 2-6 7-5 6-0 | W | H2H | Match data | Oct 3, 1998* | SF | Grand Slam Cup | ATP Finals | Hard |
| Marcelo Rios | 4-6 6-2 6-7(1) 7-5 3-6 | L | H2H | Match data | Oct 4, 1998* | F | Grand Slam Cup | ATP Finals | Hard |
| Roger Federer | 6-3 6-2 | W | H2H | Match data | Oct 8, 1998* | R32 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Ivo Heuberger | 6-2 6-2 | W | H2H | Match data | Oct 9, 1998* | R16 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Magnus Gustafsson | 6-3 6-3 | W | H2H | Match data | Oct 10, 1998* | QF | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Marc Rosset | 6-4 6-2 | W | H2H | Match data | Oct 10, 1998* | SF | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Tim Henman | 4-6 3-6 6-3 4-6 | L | H2H | Match data | Oct 11, 1998* | F | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Kenneth Carlsen | 6-4 6-4 | W | H2H | Match data | Oct 22, 1998* | R32 | Ostrava | ATP World Series → modern equivalent ATP 250 | Carpet |
| Magnus Norman | 6-2 7-5 | W | H2H | Match data | Oct 23, 1998* | R16 | Ostrava | ATP World Series → modern equivalent ATP 250 | Carpet |
| Thomas Johansson | 6-7(6) 6-4 6-4 | W | H2H | Match data | Oct 24, 1998* | QF | Ostrava | ATP World Series → modern equivalent ATP 250 | Carpet |
| Wayne Black | 7-6(2) 6-3 | W | H2H | Match data | Oct 24, 1998* | SF | Ostrava | ATP World Series → modern equivalent ATP 250 | Carpet |
| Jan Kroslak | 6-2 3-6 6-3 | W | H2H | Match data | Oct 25, 1998* | F | Ostrava | ATP World Series → modern equivalent ATP 250 | Carpet |
| Andrei Pavel | 6-1 6-7(4) 6-3 | W | H2H | Match data | Oct 29, 1998* | R32 | Stuttgart Masters | Masters 1000 | Hard |
| Richard Krajicek | 3-6 4-6 | L | H2H | Match data | Oct 31, 1998* | R16 | Stuttgart Masters | Masters 1000 | Hard |
| Gianluca Pozzi | 6-4 6-2 | W | H2H | Match data | Nov 5, 1998* | R32 | Paris Masters | Masters 1000 | Carpet |
| Marc Rosset | 6-4 6-4 | W | H2H | Match data | Nov 7, 1998* | R16 | Paris Masters | Masters 1000 | Carpet |
| Todd Martin | 6-4 4-6 4-6 | L | H2H | Match data | Nov 8, 1998* | QF | Paris Masters | Masters 1000 | Carpet |
| Alex Corretja | 7-5 3-6 1-2 (ret.) | L | H2H | Match data | Nov 23, 1998 | RR | ATP Finals | ATP Finals | Hard |
| Hernan Gumy | 6-0 6-3 6-0 | W | H2H | Match data | Jan 20, 1999* | R128 | Australian Open | Grand Slam | Hard |
| Slava Dosedel | 7-6(5) 6-2 6-0 | W | H2H | Match data | Jan 22, 1999* | R64 | Australian Open | Grand Slam | Hard |
| Jiri Novak | 6-3 6-2 6-1 | W | H2H | Match data | Jan 24, 1999* | R32 | Australian Open | Grand Slam | Hard |
| Vincent Spadea | 1-6 5-7 7-6(3) 3-6 | L | H2H | Match data | Jan 27, 1999* | R16 | Australian Open | Grand Slam | Hard |
| Todd Woodbridge | 6-2 6-1 | W | H2H | Match data | Feb 11, 1999* | R32 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Cecil Mamiit | 6-0 6-6 (def.) | L | H2H | Match data | Feb 12, 1999* | R16 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Fernando Meligeni | 3-6 7-5 6-3 | W | H2H | Match data | Mar 4, 1999* | R32 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Mariano Zabaleta | 6-2 6-0 | W | H2H | Match data | Mar 5, 1999* | R16 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Cedric Pioline | 6-4 6-1 | W | H2H | Match data | Mar 6, 1999* | QF | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 4-5 (ret.) | L | H2H | Match data | Mar 6, 1999* | SF | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Dominik Hrbaty | 6-1 3-6 2-6 | L | H2H | Match data | Mar 17, 1999* | R64 | Miami Open | Masters 1000 | Hard |
| Gianluca Pozzi | 6-2 6-2 | W | H2H | Match data | Apr 8, 1999* | R32 | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Oliver Gross | 6-2 6-3 | W | H2H | Match data | Apr 9, 1999* | R16 | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Nicolas Kiefer | 6-2 6-2 | W | H2H | Match data | Apr 10, 1999* | QF | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Hendrik Dreekmann | 6-3 6-0 | W | H2H | Match data | Apr 10, 1999* | SF | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Boris Becker | 6-7(4) 6-4 6-4 | W | H2H | Match data | Apr 11, 1999* | F | Hong Kong Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Jerome Golmard | 6-3 6-4 | W | H2H | Match data | May 12, 1999* | R64 | Italian Open | Masters 1000 | Clay |
| Alberto Berasategui | 6-1 6-2 | W | H2H | Match data | May 13, 1999* | R32 | Italian Open | Masters 1000 | Clay |
| Patrick Rafter | 1-6 6-7(4) | L | H2H | Match data | May 15, 1999* | R16 | Italian Open | Masters 1000 | Clay |
| Franco Squillari | 3-6 7-5 7-5 6-3 | W | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Arnaud Clement | 6-2 4-6 2-6 7-5 6-0 | W | H2H | Match data | May 28, 1999* | R64 | Roland Garros | Grand Slam | Clay |
| Chris Woodruff | 6-4 6-4 6-3 | W | H2H | Match data | May 30, 1999* | R32 | Roland Garros | Grand Slam | Clay |
| Carlos Moya | 4-6 7-5 7-5 6-1 | W | H2H | Match data | Jun 2, 1999* | R16 | Roland Garros | Grand Slam | Clay |
| Marcelo Filippini | 6-2 6-2 6-0 | W | H2H | Match data | Jun 4, 1999* | QF | Roland Garros | Grand Slam | Clay |
| Dominik Hrbaty | 6-4 7-6(6) 3-6 6-4 | W | H2H | Match data | Jun 6, 1999* | SF | Roland Garros | Grand Slam | Clay |
| Andrei Medvedev | 1-6 2-6 6-4 6-3 6-4 | W | H2H | Match data | Jun 7, 1999* | F | Roland Garros | Grand Slam | Clay |
| Andrei Pavel | 6-1 6-2 6-3 | W | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Guillermo Canas | 6-3 6-4 6-3 | W | H2H | Match data | Jun 25, 1999* | R64 | Wimbledon | Grand Slam | Grass |
| Alberto Martin | 6-2 6-0 2-6 6-3 | W | H2H | Match data | Jun 27, 1999* | R32 | Wimbledon | Grand Slam | Grass |
| Wayne Arthurs | 6-7(5) 7-6(5) 6-1 6-4 | W | H2H | Match data | Jun 30, 1999* | R16 | Wimbledon | Grand Slam | Grass |
| Gustavo Kuerten | 6-3 6-4 6-4 | W | H2H | Match data | Jul 2, 1999* | QF | Wimbledon | Grand Slam | Grass |
| Patrick Rafter | 7-5 7-6(5) 6-2 | W | H2H | Match data | Jul 4, 1999* | SF | Wimbledon | Grand Slam | Grass |
| Pete Sampras | 3-6 4-6 5-7 | L | H2H | Match data | Jul 5, 1999* | F | Wimbledon | Grand Slam | Grass |
| Jan-Michael Gambill | 6-2 6-2 | W | H2H | Match data | Jul 29, 1999* | R32 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Eric Taino | 6-2 6-3 | W | H2H | Match data | Jul 30, 1999* | R16 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Lleyton Hewitt | 5-4 (ret.) | W | H2H | Match data | Jul 31, 1999* | QF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Andrew Ilie | 6-4 6-2 | W | H2H | Match data | Jul 31, 1999* | SF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Pete Sampras | 6-7(3) 6-7(1) | L | H2H | Match data | Aug 1, 1999* | F | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Richey Reneberg | 6-7(5) 6-0 6-3 | W | H2H | Match data | Aug 5, 1999* | R32 | Canadian Open | Masters 1000 | Hard |
| Michael Chang | 6-2 7-5 | W | H2H | Match data | Aug 7, 1999* | R16 | Canadian Open | Masters 1000 | Hard |
| Fabrice Santoro | 6-0 6-3 | W | H2H | Match data | Aug 8, 1999* | QF | Canadian Open | Masters 1000 | Hard |
| Yevgeny Kafelnikov | 1-6 4-6 | L | H2H | Match data | Aug 8, 1999* | SF | Canadian Open | Masters 1000 | Hard |
| Arnaud Di Pasquale | 6-4 6-1 | W | H2H | Match data | Aug 12, 1999* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Jiri Novak | 7-6(3) 7-6(5) | W | H2H | Match data | Aug 14, 1999* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Gustavo Kuerten | 6-2 7-6(10) | W | H2H | Match data | Aug 15, 1999* | QF | Cincinnati Open | Masters 1000 | Hard |
| Pete Sampras | 6-7(7) 4-6 | L | H2H | Match data | Aug 15, 1999* | SF | Cincinnati Open | Masters 1000 | Hard |
| Mikael Tillstrom | 6-1 6-1 | W | H2H | Match data | Aug 19, 1999* | R32 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Bjorn Phau | 6-1 6-3 | W | H2H | Match data | Aug 20, 1999* | R16 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Fabrice Santoro | 6-4 7-5 | W | H2H | Match data | Aug 21, 1999* | QF | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Todd Martin | 6-4 6-2 | W | H2H | Match data | Aug 21, 1999* | SF | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Yevgeny Kafelnikov | 7-6(3) 6-1 | W | H2H | Match data | Aug 22, 1999* | F | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Nicklas Kulti | 6-0 6-1 6-3 | W | H2H | Match data | Sep 1, 1999* | R128 | US Open | Grand Slam | Hard |
| Axel Pretzsch | 6-3 6-2 6-1 | W | H2H | Match data | Sep 3, 1999* | R64 | US Open | Grand Slam | Hard |
| Justin Gimelstob | 6-1 4-6 6-3 6-4 | W | H2H | Match data | Sep 5, 1999* | R32 | US Open | Grand Slam | Hard |
| Arnaud Clement | 6-4 6-4 6-3 | W | H2H | Match data | Sep 8, 1999* | R16 | US Open | Grand Slam | Hard |
| Nicolas Escude | 7-6(3) 6-3 6-4 | W | H2H | Match data | Sep 10, 1999* | QF | US Open | Grand Slam | Hard |
| Yevgeny Kafelnikov | 1-6 6-3 6-3 6-3 | W | H2H | Match data | Sep 12, 1999* | SF | US Open | Grand Slam | Hard |
| Todd Martin | 6-4 6-7(5) 6-7(2) 6-3 6-2 | W | H2H | Match data | Sep 13, 1999* | F | US Open | Grand Slam | Hard |
| Tommy Haas | 0-6 7-6(2) 4-6 | L | H2H | Match data | Oct 2, 1999* | QF | Grand Slam Cup | ATP Finals | Hard |
| Jan Siemerink | 6-3 6-4 | W | H2H | Match data | Oct 7, 1999* | R32 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Carpet |
| Nicolas Escude | 6-4 5-7 7-5 | W | H2H | Match data | Oct 8, 1999* | R16 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Carpet |
| Karol Kucera | 4-6 5-7 | L | H2H | Match data | Oct 9, 1999* | QF | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Carpet |
| Mark Philippoussis | 6-2 6-4 | W | H2H | Match data | Oct 28, 1999* | R32 | Stuttgart Masters | Masters 1000 | Hard |
| Sjeng Schalken | 6-4 6-2 | W | H2H | Match data | Oct 30, 1999* | R16 | Stuttgart Masters | Masters 1000 | Hard |
| Andrei Pavel | 6-2 6-1 | W | H2H | Match data | Oct 31, 1999* | QF | Stuttgart Masters | Masters 1000 | Hard |
| Thomas Enqvist | 3-6 6-4 0-6 | L | H2H | Match data | Oct 31, 1999* | SF | Stuttgart Masters | Masters 1000 | Hard |
| Younes El Aynaoui | 6-4 6-3 | W | H2H | Match data | Nov 4, 1999* | R32 | Paris Masters | Masters 1000 | Carpet |
| Sjeng Schalken | 6-4 3-6 6-2 | W | H2H | Match data | Nov 6, 1999* | R16 | Paris Masters | Masters 1000 | Carpet |
| Mark Philippoussis | 6-4 6-1 | W | H2H | Match data | Nov 7, 1999* | QF | Paris Masters | Masters 1000 | Carpet |
| Nicolas Lapentti | 3-6 6-3 6-2 | W | H2H | Match data | Nov 7, 1999* | SF | Paris Masters | Masters 1000 | Carpet |
| Marat Safin | 7-6(1) 6-2 4-6 6-4 | W | H2H | Match data | Nov 8, 1999* | F | Paris Masters | Masters 1000 | Carpet |
| Nicolas Lapentti | 6-1 6-2 | W | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Gustavo Kuerten | 6-4 7-5 | W | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Pete Sampras | 6-2 6-2 | W | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Yevgeny Kafelnikov | 6-4 7-6(5) | W | H2H | Match data | Nov 29, 1999* | SF | ATP Finals | ATP Finals | Hard |
| Pete Sampras | 1-6 5-7 4-6 | L | H2H | Match data | Nov 30, 1999* | F | ATP Finals | ATP Finals | Hard |
| Mariano Puerta | 6-2 6-2 6-3 | W | H2H | Match data | Jan 19, 2000* | R128 | Australian Open | Grand Slam | Hard |
| Sjeng Schalken | 7-5 6-0 6-3 | W | H2H | Match data | Jan 21, 2000* | R64 | Australian Open | Grand Slam | Hard |
| Mariano Zabaleta | 6-4 6-4 6-2 | W | H2H | Match data | Jan 23, 2000* | R32 | Australian Open | Grand Slam | Hard |
| Mark Philippoussis | 6-4 7-6(4) 5-7 6-3 | W | H2H | Match data | Jan 26, 2000* | R16 | Australian Open | Grand Slam | Hard |
| Hicham Arazi | 6-4 6-4 6-2 | W | H2H | Match data | Jan 28, 2000* | QF | Australian Open | Grand Slam | Hard |
| Pete Sampras | 6-4 3-6 6-7(0) 7-6(5) 6-1 | W | H2H | Match data | Jan 30, 2000* | SF | Australian Open | Grand Slam | Hard |
| Yevgeny Kafelnikov | 3-6 6-3 6-2 6-4 | W | H2H | Match data | Jan 31, 2000* | F | Australian Open | Grand Slam | Hard |
| Marcos Ondruska | 6-2 6-1 | W | H2H | Match data | Mar 9, 2000* | R32 | Scottsdale | ATP International Series → modern equivalent ATP 250 | Hard |
| Francisco Clavet | 1-6 2-6 | L | H2H | Match data | Mar 10, 2000* | R16 | Scottsdale | ATP International Series → modern equivalent ATP 250 | Hard |
| Hicham Arazi | 3-6 6-3 3-6 | L | H2H | Match data | Mar 15, 2000* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Andy Roddick | 6-2 6-3 | W | H2H | Match data | Mar 22, 2000* | R64 | Miami Open | Masters 1000 | Hard |
| Andrei Pavel | 6-4 6-3 | W | H2H | Match data | Mar 23, 2000* | R32 | Miami Open | Masters 1000 | Hard |
| Patrick Rafter | 6-4 6-4 | W | H2H | Match data | Mar 25, 2000* | R16 | Miami Open | Masters 1000 | Hard |
| Tim Henman | 7-5 1-6 7-6(10) | W | H2H | Match data | Mar 26, 2000* | QF | Miami Open | Masters 1000 | Hard |
| Gustavo Kuerten | 1-6 4-6 | L | H2H | Match data | Mar 26, 2000* | SF | Miami Open | Masters 1000 | Hard |
| Xavier Malisse | 6-3 6-4 | W | H2H | Match data | Apr 13, 2000* | R32 | Atlanta | ATP International Series → modern equivalent ATP 250 | Clay |
| Jiri Vanek | 4-6 (ret.) | L | H2H | Match data | Apr 14, 2000* | R16 | Atlanta | ATP International Series → modern equivalent ATP 250 | Clay |
| Todd Martin | 6-2 7-6(4) | W | H2H | Match data | May 10, 2000* | R64 | Italian Open | Masters 1000 | Clay |
| Gaston Gaudio | 6-1 6-4 | W | H2H | Match data | May 11, 2000* | R32 | Italian Open | Masters 1000 | Clay |
| Dominik Hrbaty | 4-6 4-6 | L | H2H | Match data | May 13, 2000* | R16 | Italian Open | Masters 1000 | Clay |
| Antony Dupuis | 7-6(7) 6-3 6-4 | W | H2H | Match data | May 31, 2000* | R128 | Roland Garros | Grand Slam | Clay |
| Karol Kucera | 6-2 5-7 1-6 0-6 | L | H2H | Match data | Jun 2, 2000* | R64 | Roland Garros | Grand Slam | Clay |
| Antony Dupuis | 6-1 5-7 6-3 | W | H2H | Match data | Jun 15, 2000* | R32 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Gianluca Pozzi | 6-4 2-3 (ret.) | L | H2H | Match data | Jun 16, 2000* | R16 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Taylor Dent | 2-6 6-3 6-0 4-0 (ret.) | W | H2H | Match data | Jun 28, 2000* | R128 | Wimbledon | Grand Slam | Grass |
| Todd Martin | 6-4 2-6 7-6(3) 2-6 10-8 | W | H2H | Match data | Jun 30, 2000* | R64 | Wimbledon | Grand Slam | Grass |
| Jerome Golmard | 6-3 6-3 6-4 | W | H2H | Match data | Jul 2, 2000* | R32 | Wimbledon | Grand Slam | Grass |
| David Prinosil | 6-4 6-3 6-3 | W | H2H | Match data | Jul 5, 2000* | R16 | Wimbledon | Grand Slam | Grass |
| Mark Philippoussis | 7-6(4) 6-3 6-4 | W | H2H | Match data | Jul 7, 2000* | QF | Wimbledon | Grand Slam | Grass |
| Patrick Rafter | 5-7 6-4 5-7 6-4 3-6 | L | H2H | Match data | Jul 9, 2000* | SF | Wimbledon | Grand Slam | Grass |
| Jerome Golmard | 6-7(4) 6-7(6) | L | H2H | Match data | Aug 2, 2000* | R64 | Canadian Open | Masters 1000 | Hard |
| Wayne Ferreira | 7-6(4) 6-1 | W | H2H | Match data | Aug 9, 2000* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Fernando Vicente | 6-3 3-6 0-1 (ret.) | L | H2H | Match data | Aug 10, 2000* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Fernando Meligeni | 6-2 6-1 | W | H2H | Match data | Aug 17, 2000* | R32 | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Paul Goldstein | 6-3 6-2 | W | H2H | Match data | Aug 18, 2000* | R16 | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Andy Roddick | 6-4 6-4 | W | H2H | Match data | Aug 19, 2000* | QF | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| David Prinosil | 6-1 6-3 | W | H2H | Match data | Aug 19, 2000* | SF | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Alex Corretja | 2-6 3-6 | L | H2H | Match data | Aug 20, 2000* | F | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Alex Kim | 6-4 6-2 6-0 | W | — | Match data | Aug 30, 2000* | R128 | US Open | Grand Slam | Hard |
| Arnaud Clement | 3-6 2-6 4-6 | L | H2H | Match data | Sep 1, 2000* | R64 | US Open | Grand Slam | Hard |
| Thomas Johansson | 6-4 6-2 | W | H2H | Match data | Nov 2, 2000* | R32 | Stuttgart Masters | Masters 1000 | Hard |
| Andrei Pavel | 3-6 4-6 | L | H2H | Match data | Nov 4, 2000* | R16 | Stuttgart Masters | Masters 1000 | Hard |
| Sargis Sargsian | 6-7(3) 6-1 6-4 | W | H2H | Match data | Nov 9, 2000* | R32 | Montpellier Open | ATP International Series → modern equivalent ATP 250 | Carpet |
Estimated from the tournament schedule where an exact match date is unavailable. Arrows show an edition's recorded category and documented modern equivalent; unresolved editions keep their recorded category. Mapping details.