Match log updated: 2026-08-30 18:41 UTC
Nicolas Lapentti — ATP Match Log
Main draw matches: 565 | W: 282 | L: 283 | Win %: 49.9%
| Opponent | Score | Result | H2H | Match Data | Date ↑ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Juan Albert Viloca Puig | 6-4 6-4 | W | — | Match data | Sep 14, 1995* | R32 | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Steve Campbell | 7-6(2) 6-2 | W | H2H | Match data | Sep 15, 1995* | R16 | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Marcelo Rios | 6-3 6-4 | W | H2H | Match data | Sep 16, 1995* | QF | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Luis Adrian Morejon | 7-5 6-7(0) 7-5 | W | H2H | Match data | Sep 16, 1995* | SF | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Miguel Tobon | 2-6 6-1 6-4 | W | — | Match data | Sep 17, 1995* | F | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Frederik Fetterlein | 6-3 6-1 | W | H2H | Match data | Jan 11, 1996* | R32 | Jakarta | World Series → modern equivalent ATP 250 | Hard |
| Sjeng Schalken | 3-6 6-4 1-6 | L | H2H | Match data | Jan 12, 1996* | R16 | Jakarta | World Series → modern equivalent ATP 250 | Hard |
| Magnus Larsson | 7-6(1) 3-6 6-7(3) 3-6 | L | H2H | Match data | Jan 17, 1996* | R128 | Australian Open | Grand Slam | Hard |
| Lionel Roux | 1-6 7-6(5) 4-6 | L | H2H | Match data | Feb 21, 1996* | R64 | Memphis | Championship Series → modern equivalent ATP 500 | Hard |
| Frederic Fontang | 6-7(4) 7-6(5) 2-6 | L | H2H | Match data | Mar 7, 1996* | R32 | Mexican Open | World Series → modern equivalent ATP 250 | Clay |
| Sjeng Schalken | 6-7(4) 3-6 | L | H2H | Match data | Mar 13, 1996* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Marcos Ondruska | 2-6 6-4 2-6 | L | H2H | Match data | Mar 19, 1996* | R128 | Miami Open | Masters 1000 | Hard |
| Karel Novacek | 7-5 3-6 6-4 | W | H2H | Match data | Apr 18, 1996* | R32 | Bermuda | World Series → modern equivalent ATP 250 | Clay |
| Dirk Dier | 2-6 4-6 | L | H2H | Match data | Apr 19, 1996* | R16 | Bermuda | World Series → modern equivalent ATP 250 | Clay |
| Wade Mcguire | 5-7 7-6(9) 7-6(8) | W | H2H | Match data | May 16, 1996* | R32 | Delray Beach Open | World Series → modern equivalent ATP 250 | Clay |
| Vincent Spadea | 5-7 6-4 2-4 (ret.) | L | H2H | Match data | May 17, 1996* | R16 | Delray Beach Open | World Series → modern equivalent ATP 250 | Clay |
| Andrei Medvedev | 2-6 2-6 3-6 | L | H2H | Match data | May 29, 1996* | R128 | Roland Garros | Grand Slam | Clay |
| Francisco Roig | 3-6 7-6(6) 6-1 | W | H2H | Match data | Jun 13, 1996* | R32 | Oporto | World Series → modern equivalent ATP 250 | Clay |
| Richard Fromberg | 2-6 5-7 | L | H2H | Match data | Jun 14, 1996* | R16 | Oporto | World Series → modern equivalent ATP 250 | Clay |
| Chris Woodruff | 5-7 5-7 | L | H2H | Match data | Jun 20, 1996* | R32 | Eastbourne Open | World Series → modern equivalent ATP 250 | Grass |
| Kenneth Carlsen | 7-6(3) 3-6 6-7(6) 6-4 6-4 | W | H2H | Match data | Jun 26, 1996* | R128 | Wimbledon | Grand Slam | Grass |
| Luke Milligan | 4-6 2-6 7-6(5) 7-6(3) 1-6 | L | H2H | Match data | Jun 28, 1996* | R64 | Wimbledon | Grand Slam | Grass |
| Jerome Golmard | 6-2 2-6 6-1 | W | H2H | Match data | Jul 11, 1996* | R32 | Swedish Open | World Series → modern equivalent ATP 250 | Clay |
| Tomas Carbonell | 2-6 5-7 | L | H2H | Match data | Jul 12, 1996* | R16 | Swedish Open | World Series → modern equivalent ATP 250 | Clay |
| Andrei Olhovskiy | 1-6 6-3 6-8 | L | H2H | Match data | Jul 26, 1996* | R64 | Atlanta Olympics | Olympics | Hard |
| Younes El Aynaoui | 4-6 3-6 | L | H2H | Match data | Aug 22, 1996* | R32 | Long Island | World Series → modern equivalent ATP 250 | Hard |
| Alex Obrien | 4-6 6-1 4-6 3-6 | L | — | Match data | Aug 28, 1996* | R128 | US Open | Grand Slam | Hard |
| David Rikl | 6-4 4-6 6-4 | W | H2H | Match data | Sep 12, 1996* | R32 | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Wayne Black | 6-2 6-2 | W | H2H | Match data | Sep 13, 1996* | R16 | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Alejandro Hernandez | 7-6(5) 6-4 | W | H2H | Match data | Sep 14, 1996* | QF | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Mauricio Hadad | 4-6 6-3 7-5 | W | H2H | Match data | Sep 14, 1996* | SF | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Thomas Muster | 7-6(6) 2-6 3-6 | L | H2H | Match data | Sep 15, 1996* | F | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Alex Corretja | 4-6 6-7(2) | L | H2H | Match data | Oct 3, 1996* | R32 | Marbella | World Series → modern equivalent ATP 250 | Clay |
| Petr Korda | 3-6 2-6 | L | H2H | Match data | Oct 17, 1996* | R32 | Ostrava | World Series → modern equivalent ATP 250 | Carpet |
| Gabriel Markus | 6-4 6-4 | W | H2H | Match data | Nov 7, 1996* | R32 | Chile Open | World Series → modern equivalent ATP 250 | Clay |
| Hernan Gumy | 4-6 7-6(1) 6-7(4) | L | H2H | Match data | Nov 8, 1996* | R16 | Chile Open | World Series → modern equivalent ATP 250 | Clay |
| Sargis Sargsian | 4-6 1-6 | L | H2H | Match data | Feb 13, 1997* | R32 | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Brett Steven | 6-7(2) 4-6 | L | H2H | Match data | Feb 20, 1997* | R32 | Memphis | Championship Series → modern equivalent ATP 500 | Hard |
| Chris Woodruff | 3-6 3-6 | L | H2H | Match data | Mar 19, 1997* | R64 | Miami Open | Masters 1000 | Hard |
| Carlos Costa | 6-2 6-7(3) 6-7(4) | L | H2H | Match data | May 1, 1997* | R32 | Prague | World Series → modern equivalent ATP 250 | Clay |
| Frederik Fetterlein | 6-4 6-1 6-2 | W | H2H | Match data | May 28, 1997* | R128 | Roland Garros | Grand Slam | Clay |
| Chris Woodruff | 4-6 7-5 6-3 4-6 1-6 | L | H2H | Match data | May 30, 1997* | R64 | Roland Garros | Grand Slam | Clay |
| Carlos Costa | 6-4 3-1 (ret.) | W | H2H | Match data | Jun 12, 1997* | R32 | Bologna | World Series → modern equivalent ATP 250 | Clay |
| Davide Scala | 6-7(7) 6-4 6-3 | W | H2H | Match data | Jun 13, 1997* | R16 | Bologna | World Series → modern equivalent ATP 250 | Clay |
| Felix Mantilla | 6-4 4-6 3-6 | L | H2H | Match data | Jun 14, 1997* | QF | Bologna | World Series → modern equivalent ATP 250 | Clay |
| Francisco Clavet | 5-7 1-6 3-6 | L | H2H | Match data | Jun 25, 1997* | R128 | Wimbledon | Grand Slam | Grass |
| Emilio Sanchez | 2-6 6-1 6-1 | W | H2H | Match data | Jul 23, 1997* | R64 | Austrian Open Kitzbühel | World Series → modern equivalent ATP 250 | Clay |
| Jeff Tarango | 6-3 3-6 6-1 | W | H2H | Match data | Jul 24, 1997* | R32 | Austrian Open Kitzbühel | World Series → modern equivalent ATP 250 | Clay |
| Stefan Koubek | 5-7 3-6 | L | H2H | Match data | Jul 25, 1997* | R16 | Austrian Open Kitzbühel | World Series → modern equivalent ATP 250 | Clay |
| Hendrik Dreekmann | 6-3 3-6 2-6 | L | H2H | Match data | Aug 7, 1997* | R32 | San Marino | World Series → modern equivalent ATP 250 | Clay |
| Sjeng Schalken | 6-1 (ret.) | W | H2H | Match data | Aug 13, 1997* | R64 | New Haven | Championship Series → modern equivalent ATP 500 | Hard |
| Richard Krajicek | 4-6 3-6 | L | H2H | Match data | Aug 14, 1997* | R32 | New Haven | Championship Series → modern equivalent ATP 500 | Hard |
| Jan Siemerink | 7-6(4) 6-4 | W | H2H | Match data | Aug 21, 1997* | R32 | Long Island | World Series → modern equivalent ATP 250 | Hard |
| Goran Ivanisevic | 7-5 2-6 6-7(4) | L | H2H | Match data | Aug 22, 1997* | R16 | Long Island | World Series → modern equivalent ATP 250 | Hard |
| Andrei Pavel | 6-4 5-0 (ret.) | W | H2H | Match data | Aug 27, 1997* | R128 | US Open | Grand Slam | Hard |
| Cedric Pioline | 0-6 4-6 2-6 | L | H2H | Match data | Aug 29, 1997* | R64 | US Open | Grand Slam | Hard |
| Dominik Hrbaty | 3-6 2-6 | L | H2H | Match data | Sep 11, 1997* | R32 | Marbella | World Series → modern equivalent ATP 250 | Clay |
| Emilio Benfele Alvarez | 6-4 6-3 | W | H2H | Match data | Sep 25, 1997* | R32 | Tiriac Open | World Series → modern equivalent ATP 250 | Clay |
| Alberto Berasategui | 7-6(5) 6-3 | W | H2H | Match data | Sep 26, 1997* | R16 | Tiriac Open | World Series → modern equivalent ATP 250 | Clay |
| Andrea Gaudenzi | 2-6 4-6 | L | H2H | Match data | Sep 27, 1997* | QF | Tiriac Open | World Series → modern equivalent ATP 250 | Clay |
| Richard Fromberg | 1-6 7-6(3) 3-6 | L | H2H | Match data | Oct 2, 1997* | R32 | Palermo | World Series → modern equivalent ATP 250 | Clay |
| Oleg Ogorodov | 6-2 6-2 | W | H2H | Match data | Oct 23, 1997* | R32 | Mexican Open | World Series → modern equivalent ATP 250 | Clay |
| Galo Blanco | 6-3 6-0 | W | H2H | Match data | Oct 24, 1997* | R16 | Mexican Open | World Series → modern equivalent ATP 250 | Clay |
| Emilio Benfele Alvarez | 6-2 4-6 7-5 | W | H2H | Match data | Oct 25, 1997* | QF | Mexican Open | World Series → modern equivalent ATP 250 | Clay |
| Francisco Clavet | 5-7 6-7(5) | L | H2H | Match data | Oct 25, 1997* | SF | Mexican Open | World Series → modern equivalent ATP 250 | Clay |
| Andrei Pavel | 6-2 6-2 | W | H2H | Match data | Oct 30, 1997* | R32 | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Mario Rincon | 6-3 6-3 | W | H2H | Match data | Oct 31, 1997* | R16 | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Carlos Costa | 7-5 4-6 6-3 | W | H2H | Match data | Nov 1, 1997* | QF | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Vincent Spadea | 6-2 7-5 | W | H2H | Match data | Nov 1, 1997* | SF | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Francisco Clavet | 3-6 3-6 | L | H2H | Match data | Nov 2, 1997* | F | Bogota | World Series → modern equivalent ATP 250 | Clay |
| Sebastian Prieto | 4-6 4-6 | L | H2H | Match data | Nov 6, 1997* | R32 | Chile Open | World Series → modern equivalent ATP 250 | Clay |
| Marcelo Rios | 3-6 3-6 | L | H2H | Match data | Jan 15, 1998* | R32 | ASB Classic | ATP World Series → modern equivalent ATP 250 | Hard |
| Juan Albert Viloca Puig | 5-7 6-3 6-4 6-7(3) 6-1 | W | — | Match data | Jan 21, 1998* | R128 | Australian Open | Grand Slam | Hard |
| Fabrice Santoro | 4-6 6-3 6-3 2-6 4-6 | L | H2H | Match data | Jan 23, 1998* | R64 | Australian Open | Grand Slam | Hard |
| Tomas Nydahl | 3-6 6-7(5) | L | H2H | Match data | Feb 18, 1998* | R64 | Memphis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Marcello Craca | 4-6 4-6 | L | H2H | Match data | Feb 26, 1998* | R32 | Philadelphia | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Javier Sanchez | 3-6 6-3 6-2 | W | H2H | Match data | Mar 5, 1998* | R32 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 5-7 1-6 | L | H2H | Match data | Mar 6, 1998* | R16 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Wayne Black | 1-6 6-3 6-0 | W | H2H | Match data | Mar 12, 1998* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Andrei Medvedev | 1-6 4-6 | L | H2H | Match data | Mar 14, 1998* | R16 | Indian Wells Open | Masters 1000 | Hard |
| Slava Dosedel | 6-3 6-7(11) 4-6 | L | H2H | Match data | Mar 17, 1998* | R128 | Miami Open | Masters 1000 | Hard |
| Albert Costa | 6-4 3-6 1-6 | L | H2H | Match data | Apr 15, 1998* | R64 | Barcelona Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Sebastien Grosjean | 2-6 4-6 | L | H2H | Match data | Apr 22, 1998* | R64 | Monte-Carlo Masters | Masters 1000 | Clay |
| Bohdan Ulihrach | 6-4 6-4 | W | H2H | Match data | Apr 30, 1998* | R32 | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Martin Sinner | 6-2 6-0 | W | H2H | Match data | May 1, 1998* | R16 | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Fernando Vicente | 6-0 7-5 | W | H2H | Match data | May 2, 1998* | QF | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Slava Dosedel | 6-3 3-6 2-6 | L | H2H | Match data | May 2, 1998* | SF | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Brett Steven | 6-4 6-4 | W | H2H | Match data | May 6, 1998* | R64 | Hamburg Open | Masters 1000 | Clay |
| Goran Ivanisevic | 6-4 1-6 4-6 | L | H2H | Match data | May 7, 1998* | R32 | Hamburg Open | Masters 1000 | Clay |
| Gianluca Pozzi | 7-6(1) 6-4 | W | H2H | Match data | May 13, 1998* | R64 | Italian Open | Masters 1000 | Clay |
| Gustavo Kuerten | 0-6 5-7 | L | H2H | Match data | May 14, 1998* | R32 | Italian Open | Masters 1000 | Clay |
| Juan Antonio Marin | 5-7 3-6 | L | H2H | Match data | May 21, 1998* | R32 | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Richard Krajicek | 4-6 4-6 7-6(2) 6-7(5) | L | H2H | Match data | May 27, 1998* | R128 | Roland Garros | Grand Slam | Clay |
| Byron Black | 0-6 2-6 | L | H2H | Match data | Jun 18, 1998* | R32 | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| David Prinosil | 6-4 3-6 4-6 3-6 | L | H2H | Match data | Jun 24, 1998* | R128 | Wimbledon | Grand Slam | Grass |
| Cedric Pioline | 4-6 4-6 | L | H2H | Match data | Jul 9, 1998* | R32 | Swiss Open Gstaad | ATP World Series → modern equivalent ATP 250 | Clay |
| Franco Squillari | 2-6 6-3 1-6 | L | H2H | Match data | Jul 22, 1998* | R64 | Stuttgart Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Fernando Vicente | 6-4 6-1 | W | H2H | Match data | Jul 30, 1998* | R32 | Austrian Open Kitzbühel | ATP World Series → modern equivalent ATP 250 | Clay |
| Yevgeny Kafelnikov | 6-4 6-1 | W | H2H | Match data | Jul 31, 1998* | R16 | Austrian Open Kitzbühel | ATP World Series → modern equivalent ATP 250 | Clay |
| Andrea Gaudenzi | 3-6 6-7(5) | L | H2H | Match data | Aug 1, 1998* | QF | Austrian Open Kitzbühel | ATP World Series → modern equivalent ATP 250 | Clay |
| Scott Draper | 4-6 6-4 5-7 | L | H2H | Match data | Aug 12, 1998* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Jan Siemerink | 4-6 3-6 | L | H2H | Match data | Aug 19, 1998* | R64 | New Haven | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Carlos Costa | 6-7(8) 6-4 7-5 | W | H2H | Match data | Aug 27, 1998* | R32 | U.S. Pro Tennis Championships | ATP World Series → modern equivalent ATP 250 | Hard |
| Thomas Muster | 2-6 4-6 | L | H2H | Match data | Aug 28, 1998* | R16 | U.S. Pro Tennis Championships | ATP World Series → modern equivalent ATP 250 | Hard |
| Fabrice Santoro | 6-4 5-7 3-6 6-3 6-7(4) | L | H2H | Match data | Sep 2, 1998* | R128 | US Open | Grand Slam | Hard |
| Jan Apell | 6-3 6-4 | W | H2H | Match data | Sep 17, 1998* | R32 | Tiriac Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Arnaud Di Pasquale | 2-6 7-6(7) 1-6 | L | H2H | Match data | Sep 18, 1998* | R16 | Tiriac Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Alberto Berasategui | 2-6 4-6 | L | H2H | Match data | Oct 1, 1998* | R32 | Mallorca | ATP World Series → modern equivalent ATP 250 | Clay |
| Jiri Novak | 6-3 7-5 | W | H2H | Match data | Oct 8, 1998* | R32 | Palermo | ATP World Series → modern equivalent ATP 250 | Clay |
| Massimo Valeri | 7-6(4) 7-5 | W | H2H | Match data | Oct 9, 1998* | R16 | Palermo | ATP World Series → modern equivalent ATP 250 | Clay |
| Alex Corretja | 5-7 2-6 | L | H2H | Match data | Oct 10, 1998* | QF | Palermo | ATP World Series → modern equivalent ATP 250 | Clay |
| Jordi Burillo | 1-6 4-6 | L | H2H | Match data | Oct 29, 1998* | R32 | Mexican Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Juan Balcells | 3-6 6-7(2) | L | H2H | Match data | Nov 5, 1998* | R32 | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Carlos Costa | 4-6 6-3 6-3 | W | H2H | Match data | Nov 12, 1998* | R32 | Chile Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Gustavo Kuerten | 7-6(3) 6-3 | W | H2H | Match data | Nov 13, 1998* | R16 | Chile Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Francisco Clavet | 4-6 4-6 | L | H2H | Match data | Nov 14, 1998* | QF | Chile Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Thomas Johansson | 6-3 3-6 3-6 7-6(4) 6-0 | W | H2H | Match data | Jan 20, 1999* | R128 | Australian Open | Grand Slam | Hard |
| Magnus Norman | 7-6(4) 3-6 2-6 6-3 6-4 | W | H2H | Match data | Jan 22, 1999* | R64 | Australian Open | Grand Slam | Hard |
| Mikael Tillstrom | 4-6 7-6(9) 2-6 6-4 6-2 | W | H2H | Match data | Jan 24, 1999* | R32 | Australian Open | Grand Slam | Hard |
| Andrew Ilie | 6-4 6-2 4-6 6-2 | W | H2H | Match data | Jan 27, 1999* | R16 | Australian Open | Grand Slam | Hard |
| Karol Kucera | 7-6(4) 6-7(6) 6-2 0-6 8-6 | W | H2H | Match data | Jan 29, 1999* | QF | Australian Open | Grand Slam | Hard |
| Thomas Enqvist | 3-6 5-7 1-6 | L | H2H | Match data | Jan 31, 1999* | SF | Australian Open | Grand Slam | Hard |
| Andrei Pavel | 6-3 4-6 6-1 | W | H2H | Match data | Mar 4, 1999* | R32 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Jerome Golmard | 5-3 (ret.) | L | H2H | Match data | Mar 5, 1999* | R16 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Mikael Tillstrom | 6-0 6-2 | W | H2H | Match data | Mar 16, 1999* | R128 | Miami Open | Masters 1000 | Hard |
| Tommy Haas | 5-7 7-6(3) 6-2 | W | H2H | Match data | Mar 17, 1999* | R64 | Miami Open | Masters 1000 | Hard |
| Albert Costa | 6-7(3) 4-6 | L | H2H | Match data | Mar 18, 1999* | R32 | Miami Open | Masters 1000 | Hard |
| Andrea Gaudenzi | 6-1 7-6(1) | W | H2H | Match data | Apr 21, 1999* | R64 | Monte-Carlo Masters | Masters 1000 | Clay |
| Felix Mantilla | 5-7 6-7(4) | L | H2H | Match data | Apr 22, 1999* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Radovan Svetlik | 6-0 6-4 | W | H2H | Match data | Apr 29, 1999* | R32 | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Orlin Stanoytchev | 6-3 6-7(3) 4-6 | L | H2H | Match data | Apr 30, 1999* | R16 | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Lars Burgsmuller | 6-4 6-3 | W | H2H | Match data | May 5, 1999* | R64 | Hamburg Open | Masters 1000 | Clay |
| Marc Rosset | 6-2 6-0 | W | H2H | Match data | May 6, 1999* | R32 | Hamburg Open | Masters 1000 | Clay |
| Hicham Arazi | 6-4 6-0 | W | H2H | Match data | May 8, 1999* | R16 | Hamburg Open | Masters 1000 | Clay |
| Arnaud Di Pasquale | 6-4 6-7(6) 6-2 | W | H2H | Match data | May 9, 1999* | QF | Hamburg Open | Masters 1000 | Clay |
| Mariano Zabaleta | 5-7 2-6 | L | H2H | Match data | May 9, 1999* | SF | Hamburg Open | Masters 1000 | Clay |
| Albert Portas | 6-7(5) 6-4 6-2 | W | H2H | Match data | May 12, 1999* | R64 | Italian Open | Masters 1000 | Clay |
| Greg Rusedski | 6-3 6-3 | W | H2H | Match data | May 13, 1999* | R32 | Italian Open | Masters 1000 | Clay |
| Nicolas Kiefer | 3-6 7-6(3) 6-3 | W | H2H | Match data | May 15, 1999* | R16 | Italian Open | Masters 1000 | Clay |
| Patrick Rafter | 6-4 5-7 1-6 | L | H2H | Match data | May 16, 1999* | QF | Italian Open | Masters 1000 | Clay |
| Thomas Muster | 2-6 6-1 6-2 7-6(4) | W | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Chris Woodruff | 6-7(2) 6-7(5) 5-7 | L | H2H | Match data | May 28, 1999* | R64 | Roland Garros | Grand Slam | Clay |
| Adrian Voinea | 7-6(8) 6-3 4-6 2-6 8-6 | W | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Wayne Arthurs | 5-7 6-7(7) 5-7 | L | H2H | Match data | Jun 25, 1999* | R64 | Wimbledon | Grand Slam | Grass |
| Alex Corretja | 4-3 (ret.) | W | H2H | Match data | Jul 8, 1999* | R32 | Swiss Open Gstaad | ATP World Series → modern equivalent ATP 250 | Clay |
| Ivan Ljubicic | 6-4 2-6 6-3 | W | H2H | Match data | Jul 9, 1999* | R16 | Swiss Open Gstaad | ATP World Series → modern equivalent ATP 250 | Clay |
| Andrea Gaudenzi | 7-5 6-3 | W | H2H | Match data | Jul 10, 1999* | QF | Swiss Open Gstaad | ATP World Series → modern equivalent ATP 250 | Clay |
| Felix Mantilla | 6-4 4-6 7-5 | W | H2H | Match data | Jul 10, 1999* | SF | Swiss Open Gstaad | ATP World Series → modern equivalent ATP 250 | Clay |
| Albert Costa | 6-7(4) 3-6 4-6 | L | H2H | Match data | Jul 11, 1999* | F | Swiss Open Gstaad | ATP World Series → modern equivalent ATP 250 | Clay |
| Stefan Koubek | 6-4 6-4 | W | H2H | Match data | Jul 22, 1999* | R32 | Stuttgart Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Dominik Hrbaty | 7-5 6-3 | W | H2H | Match data | Jul 23, 1999* | R16 | Stuttgart Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Magnus Norman | 6-7(5) 6-4 2-6 | L | H2H | Match data | Jul 24, 1999* | QF | Stuttgart Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Markus Hipfl | 6-3 6-0 | W | H2H | Match data | Jul 29, 1999* | R32 | Austrian Open Kitzbühel | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Wolfgang Schranz | 6-4 6-3 | W | H2H | Match data | Jul 30, 1999* | R16 | Austrian Open Kitzbühel | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Fernando Vicente | 7-6(4) 1-6 3-6 | L | H2H | Match data | Jul 31, 1999* | QF | Austrian Open Kitzbühel | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Martin Rodriguez | 6-3 6-2 | W | H2H | Match data | Aug 5, 1999* | R32 | Dutch Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Christian Ruud | 7-5 6-3 | W | H2H | Match data | Aug 6, 1999* | R16 | Dutch Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Hicham Arazi | 2-6 7-5 6-3 | W | H2H | Match data | Aug 7, 1999* | QF | Dutch Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Mariano Zabaleta | 6-3 5-7 5-7 | L | H2H | Match data | Aug 7, 1999* | SF | Dutch Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Vincent Spadea | 6-2 6-2 | W | H2H | Match data | Aug 11, 1999* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Jan-Michael Gambill | 6-0 7-6(3) | W | H2H | Match data | Aug 12, 1999* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Patrick Rafter | 2-6 3-6 | L | H2H | Match data | Aug 14, 1999* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Grant Stafford | 6-3 7-5 | W | H2H | Match data | Aug 18, 1999* | R64 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Jared Palmer | 6-2 6-2 | W | H2H | Match data | Aug 19, 1999* | R32 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Arnaud Di Pasquale | 6-4 7-6(5) | W | H2H | Match data | Aug 20, 1999* | R16 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Carlos Moya | 6-1 6-2 | W | H2H | Match data | Aug 21, 1999* | QF | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Jan Siemerink | 6-4 6-2 | W | H2H | Match data | Aug 21, 1999* | SF | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Vincent Spadea | 4-6 6-4 6-4 | W | H2H | Match data | Aug 22, 1999* | F | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Francisco Clavet | 6-3 7-5 4-6 6-4 | W | H2H | Match data | Sep 1, 1999* | R128 | US Open | Grand Slam | Hard |
| Fredrik Jonsson | 4-6 7-5 4-6 5-7 | L | H2H | Match data | Sep 3, 1999* | R64 | US Open | Grand Slam | Hard |
| Fernando Meligeni | 6-4 2-6 16-14 | W | H2H | Match data | Oct 1, 1999* | R16 | Grand Slam Cup | ATP Finals | Hard |
| Thomas Enqvist | 3-6 2-6 | L | H2H | Match data | Oct 2, 1999* | QF | Grand Slam Cup | ATP Finals | Hard |
| Hicham Arazi | 3-6 6-3 3-6 | L | H2H | Match data | Oct 7, 1999* | R32 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Carpet |
| Francisco Clavet | 7-6(1) 6-2 | W | H2H | Match data | Oct 14, 1999* | R32 | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Karol Kucera | 2-6 3-6 | L | H2H | Match data | Oct 15, 1999* | R16 | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Jan Siemerink | 3-6 6-3 7-6(4) | W | H2H | Match data | Oct 21, 1999* | R32 | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Sebastien Grosjean | 4-6 6-4 6-1 | W | H2H | Match data | Oct 22, 1999* | R16 | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Gustavo Kuerten | 5-7 6-4 7-5 | W | H2H | Match data | Oct 23, 1999* | QF | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Magnus Gustafsson | 6-7(5) 7-6(6) 6-2 | W | H2H | Match data | Oct 23, 1999* | SF | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Lleyton Hewitt | 6-3 6-2 | W | H2H | Match data | Oct 24, 1999* | F | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Dominik Hrbaty | 3-6 6-4 6-3 | W | H2H | Match data | Oct 28, 1999* | R32 | Stuttgart Masters | Masters 1000 | Hard |
| Marcelo Rios | 4-6 3-6 | L | H2H | Match data | Oct 30, 1999* | R16 | Stuttgart Masters | Masters 1000 | Hard |
| Fabrice Santoro | 6-3 7-6(5) | W | H2H | Match data | Nov 4, 1999* | R32 | Paris Masters | Masters 1000 | Carpet |
| Albert Costa | 6-2 7-5 | W | H2H | Match data | Nov 6, 1999* | R16 | Paris Masters | Masters 1000 | Carpet |
| Tommy Haas | 6-4 3-6 6-3 | W | H2H | Match data | Nov 7, 1999* | QF | Paris Masters | Masters 1000 | Carpet |
| Andre Agassi | 6-3 3-6 2-6 | L | H2H | Match data | Nov 7, 1999* | SF | Paris Masters | Masters 1000 | Carpet |
| Peter Wessels | 6-4 7-6(5) | W | H2H | Match data | Nov 11, 1999* | R32 | Stockholm Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Filip Dewulf | 5-7 6-3 6-3 | W | H2H | Match data | Nov 12, 1999* | R16 | Stockholm Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Magnus Norman | 1-6 4-6 | L | H2H | Match data | Nov 13, 1999* | QF | Stockholm Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 1-6 2-6 | L | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Pete Sampras | 6-7(2) 6-7(5) | L | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Gustavo Kuerten | 1-6 2-6 | L | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Younes El Aynaoui | 3-6 6-3 6-3 | W | H2H | Match data | Jan 13, 2000* | R32 | Sydney International | ATP International Series → modern equivalent ATP 250 | Hard |
| Stefan Koubek | 4-6 6-0 6-4 | W | H2H | Match data | Jan 14, 2000* | R16 | Sydney International | ATP International Series → modern equivalent ATP 250 | Hard |
| Jason Stoltenberg | 6-4 5-7 1-6 | L | H2H | Match data | Jan 15, 2000* | QF | Sydney International | ATP International Series → modern equivalent ATP 250 | Hard |
| Andrei Medvedev | 6-3 5-7 6-7(2) 6-4 8-6 | W | H2H | Match data | Jan 19, 2000* | R128 | Australian Open | Grand Slam | Hard |
| Arnaud Clement | 6-3 6-7(3) 2-6 1-4 (ret.) | L | H2H | Match data | Jan 21, 2000* | R64 | Australian Open | Grand Slam | Hard |
| Oliver Gross | 6-3 6-2 | W | H2H | Match data | Feb 10, 2000* | R32 | Dubai Tennis Championships | ATP International Series → modern equivalent ATP 250 | Hard |
| Juan Carlos Ferrero | 4-6 3-6 | L | H2H | Match data | Feb 11, 2000* | R16 | Dubai Tennis Championships | ATP International Series → modern equivalent ATP 250 | Hard |
| Jonas Bjorkman | 6-7(5) 2-6 | L | H2H | Match data | Feb 17, 2000* | R32 | ABN AMRO Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
44 qualifying matches shown in the table; qualifying is excluded from main-draw summaries and leaderboards. 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.