Match log updated: 2026-08-30 18:41 UTC
Ramon Delgado — ATP Match Log
Main draw matches: 171 | W: 69 | L: 102 | Win %: 40.4%
| Opponent | Score | Result | H2H | Match Data | Date ↓ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Igor Sijsling | 4-6 3-6 | L | H2H | Match data | Aug 31, 2010* | Q2 | US Open | Grand Slam | Hard |
| Alexander Peya | 6-7(5) 7-6(11) 6-3 | W | H2H | Match data | Aug 30, 2010 | Q1 | US Open | Grand Slam | Hard |
| Arnaud Clement | 4-6 3-6 | L | H2H | Match data | Aug 15, 2010 | Q1 | Cincinnati Open | Masters 1000 | Hard |
| Denis Istomin | 6-7(4) 4-6 | L | H2H | Match data | Aug 9, 2010 | Q1 | Canadian Open | Masters 1000 | Hard |
| Teymuraz Gabashvili | 6-2 4-6 4-6 2-6 | L | H2H | Match data | Jun 23, 2010* | R128 | Wimbledon | Grand Slam | Grass |
| Martin Fischer | 4-6 5-7 6-7(2) | L | H2H | Match data | Jun 22, 2010* | Q3 | Wimbledon | Grand Slam | Grass |
| Sebastien De Chaunac | 6-4 6-7(6) 6-3 | W | H2H | Match data | Jun 22, 2010* | Q2 | Wimbledon | Grand Slam | Grass |
| John Millman | 6-2 6-3 | W | H2H | Match data | Jun 21, 2010 | Q1 | Wimbledon | Grand Slam | Grass |
| Daniel Evans | 6-3 3-6 4-6 | L | H2H | Match data | Jun 7, 2010 | Q2 | Queen's Club Championships | ATP 250 | Grass |
| Josh Goodall | 6-3 3-6 7-6(2) | W | H2H | Match data | Jun 7, 2010 | Q1 | Queen's Club Championships | ATP 250 | Grass |
| Adrian Mannarino | 2-6 6-7(3) | L | H2H | Match data | May 25, 2010* | Q2 | Roland Garros | Grand Slam | Clay |
| Peter Polansky | 6-2 0-6 9-7 | W | H2H | Match data | May 24, 2010 | Q1 | Roland Garros | Grand Slam | Clay |
| Santiago Giraldo | 3-6 6-7(1) | L | H2H | Match data | Mar 25, 2010* | Q2 | Miami Open | Masters 1000 | Hard |
| Frederico Gil | 6-3 6-3 | W | — | Match data | Mar 24, 2010 | Q1 | Miami Open | Masters 1000 | Hard |
| Fernando Verdasco | 4-6 1-6 | L | H2H | Match data | Mar 14, 2010* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Andreas Beck | 6-7(2) 6-2 6-4 | W | H2H | Match data | Mar 13, 2010* | R128 | Indian Wells Open | Masters 1000 | Hard |
| Daniel Brands | 6-3 6-4 | W | H2H | Match data | Mar 12, 2010* | Q2 | Indian Wells Open | Masters 1000 | Hard |
| Michael McClune | 6-4 6-3 | W | H2H | Match data | Mar 11, 2010 | Q1 | Indian Wells Open | Masters 1000 | Hard |
| Ryan Sweeting | 5-7 6-2 1-6 | L | H2H | Match data | Feb 15, 2010 | Q2 | Memphis | ATP 500 | Hard |
| Santiago Giraldo | 6-1 7-6(5) | W | H2H | Match data | Feb 15, 2010 | Q1 | Memphis | ATP 500 | Hard |
| Takao Suzuki | 6-3 6-7(4) 4-6 | L | H2H | Match data | Jan 19, 2010* | Q2 | Australian Open | Grand Slam | Hard |
| Sam Groth | 7-6(8) 6-4 | W | H2H | Match data | Jan 18, 2010 | Q1 | Australian Open | Grand Slam | Hard |
| Benjamin Becker | 4-6 7-5 0-6 | L | H2H | Match data | Feb 23, 2009 | Q2 | Delray Beach Open | ATP 250 | Hard |
| Ricardo Mello | 6-4 6-0 | W | H2H | Match data | Feb 23, 2009 | Q1 | Delray Beach Open | ATP 250 | Hard |
| John Isner | 6-7(9) 4-6 | L | H2H | Match data | Feb 12, 2009* | R32 | San Jose | ATP 250 | Hard |
| Andrea Stoppini | 2-6 5-7 | L | H2H | Match data | Feb 10, 2009* | Q3 | San Jose | ATP 250 | Hard |
| Woong-Sun Jun | 6-3 6-4 | W | H2H | Match data | Feb 9, 2009 | Q2 | San Jose | ATP 250 | Hard |
| Go Soeda | 6-3 6-3 | W | H2H | Match data | Feb 9, 2009 | Q1 | San Jose | ATP 250 | Hard |
| Luka Gregorc | 2-6 6-3 0-6 | L | H2H | Match data | Aug 19, 2008* | R64 | New Haven | International Series → modern equivalent ATP 250 | Hard |
| Phillip Simmonds | 6-2 6-4 | W | H2H | Match data | Aug 18, 2008* | Q3 | New Haven | International Series → modern equivalent ATP 250 | Hard |
| Chris Klingemann | 6-4 6-1 | W | H2H | Match data | Aug 17, 2008 | Q2 | New Haven | International Series → modern equivalent ATP 250 | Hard |
| Todd Paul | 6-3 6-2 | W | — | Match data | Aug 17, 2008 | Q1 | New Haven | International Series → modern equivalent ATP 250 | Hard |
| Andy Roddick | 3-6 6-7(4) | L | H2H | Match data | Aug 13, 2008* | R32 | Washington Open | International Series → modern equivalent ATP 250 | Hard |
| Kevin Kim | 6-7(7) 6-4 6-2 | W | H2H | Match data | Aug 11, 2008* | Q3 | Washington Open | International Series → modern equivalent ATP 250 | Hard |
| Peter Polansky | 6-4 3-6 6-4 | W | H2H | Match data | Aug 10, 2008 | Q2 | Washington Open | International Series → modern equivalent ATP 250 | Hard |
| Artem Sitak | 7-5 6-4 | W | H2H | Match data | Aug 10, 2008 | Q1 | Washington Open | International Series → modern equivalent ATP 250 | Hard |
| Amer Delic | 2-6 4-6 | L | H2H | Match data | Aug 4, 2008 | Q1 | Los Angeles Open | International Series → modern equivalent ATP 250 | Hard |
| Wayne Arthurs | 5-7 3-6 | L | H2H | Match data | Jun 25, 2007 | Q1 | Wimbledon | Grand Slam | Grass |
| Gorka Fraile | 6-3 4-6 1-6 | L | H2H | Match data | May 29, 2007* | Q2 | Roland Garros | Grand Slam | Clay |
| Richard Bloomfield | 6-2 7-5 | W | H2H | Match data | May 28, 2007 | Q1 | Roland Garros | Grand Slam | Clay |
| Ricardo Mello | 3-6 1-6 | L | H2H | Match data | Mar 20, 2007* | Q2 | Miami Open | Masters 1000 | Hard |
| Lukas Dlouhy | 7-6(3) 6-3 | W | H2H | Match data | Mar 19, 2007 | Q1 | Miami Open | Masters 1000 | Hard |
| Viktor Troicki | 4-6 1-6 | L | H2H | Match data | Mar 6, 2007* | Q2 | Indian Wells Open | Masters 1000 | Hard |
| Kevin Kim | 6-3 3-6 6-4 | W | H2H | Match data | Mar 5, 2007 | Q1 | Indian Wells Open | Masters 1000 | Hard |
| Danai Udomchoke | 2-6 0-6 | L | H2H | Match data | Feb 26, 2007 | Q2 | Las Vegas | International Series → modern equivalent ATP 250 | Hard |
| Wayne Arthurs | 7-5 3-6 6-2 | W | H2H | Match data | Feb 26, 2007 | Q1 | Las Vegas | International Series → modern equivalent ATP 250 | Hard |
| Jesse Witten | 6-7(3) 6-4 2-6 | L | H2H | Match data | Feb 19, 2007 | Q1 | Memphis | International Series Gold → modern equivalent ATP 500 | Hard |
| Yen-Hsun Lu | 2-6 3-6 | L | H2H | Match data | Oct 4, 2006* | R64 | Japan Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Tommy Robredo | 2-6 6-7(1) | L | H2H | Match data | Sep 30, 2006* | QF | Mumbai | ATP International Series → modern equivalent ATP 250 | Hard |
| Juan Martin del Potro | 6-3 4-1 (ret.) | W | H2H | Match data | Sep 29, 2006* | R16 | Mumbai | ATP International Series → modern equivalent ATP 250 | Hard |
| Davide Sanguinetti | 6-3 2-1 (ret.) | W | H2H | Match data | Sep 28, 2006* | R32 | Mumbai | ATP International Series → modern equivalent ATP 250 | Hard |
| Alexander Peya | 4-6 2-6 | L | H2H | Match data | Sep 14, 2006* | R32 | China Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Nikolay Davydenko | 6-4 4-6 5-7 0-6 | L | H2H | Match data | Aug 30, 2006* | R128 | US Open | Grand Slam | Hard |
| Andy Murray | 4-6 3-6 | L | H2H | Match data | Aug 3, 2006* | R32 | Washington Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Peter Luczak | 6-4 6-4 | W | H2H | Match data | Aug 2, 2006* | R64 | Washington Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Andy Roddick | 3-6 2-6 | L | H2H | Match data | Jul 20, 2006* | R32 | Indianapolis | ATP International Series → modern equivalent ATP 250 | Hard |
| Amer Delic | 4-6 6-2 7-6(5) | W | H2H | Match data | Jul 19, 2006* | R64 | Indianapolis | ATP International Series → modern equivalent ATP 250 | Hard |
| Roko Karanusic | 5-7 4-6 6-4 1-6 | L | H2H | Match data | Jun 27, 2006* | Q3 | Wimbledon | Grand Slam | Grass |
| Sergiy Stakhovsky | 7-6(4) 6-7(6) 10-8 | W | H2H | Match data | Jun 27, 2006* | Q2 | Wimbledon | Grand Slam | Grass |
| Michal Mertinak | 7-5 6-3 | W | H2H | Match data | Jun 26, 2006 | Q1 | Wimbledon | Grand Slam | Grass |
| Tim Henman | 2-6 4-6 | L | H2H | Match data | Jun 15, 2006* | R32 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Lukas Dlouhy | 6-4 7-6(3) | W | H2H | Match data | Jun 14, 2006* | R64 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Vasilis Mazarakis | 1-6 3-6 | L | H2H | Match data | May 29, 2006 | Q1 | Roland Garros | Grand Slam | Clay |
| Andre Agassi | 6-4 6-7(4) 0-6 | L | H2H | Match data | Feb 3, 2006* | R16 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Bobby Reynolds | 4-6 6-1 6-4 | W | H2H | Match data | Feb 2, 2006* | R32 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Jean-Christophe Faurel | 3-6 4-6 | L | H2H | Match data | Jan 16, 2006 | Q1 | Australian Open | Grand Slam | Hard |
| Paradorn Srichaphan | 6-4 1-6 6-7(3) | L | H2H | Match data | Jan 5, 2006* | R32 | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Jonas Bjorkman | 4-6 3-6 | L | H2H | Match data | Aug 30, 2005* | Q2 | US Open | Grand Slam | Hard |
| Juan Martin del Potro | 6-3 6-2 | W | H2H | Match data | Aug 29, 2005 | Q1 | US Open | Grand Slam | Hard |
| Federico Luzzi | 4-6 6-7(6) | L | H2H | Match data | Jun 21, 2005* | Q2 | Wimbledon | Grand Slam | Grass |
| Nenad Zimonjic | 6-7(7) 6-3 11-9 | W | H2H | Match data | Jun 20, 2005 | Q1 | Wimbledon | Grand Slam | Grass |
| Dudi Sela | 0-6 6-7(6) | L | H2H | Match data | May 24, 2005* | Q3 | Roland Garros | Grand Slam | Clay |
| Jeremy Chardy | 6-3 6-0 | W | H2H | Match data | May 24, 2005* | Q2 | Roland Garros | Grand Slam | Clay |
| Takao Suzuki | 6-3 4-6 7-5 | W | H2H | Match data | May 23, 2005 | Q1 | Roland Garros | Grand Slam | Clay |
| Jan Hernych | 2-6 4-6 | L | H2H | Match data | Mar 8, 2005* | R128 | Indian Wells Open | Masters 1000 | Hard |
| Xavier Malisse | 2-6 2-6 | L | H2H | Match data | Feb 5, 2005* | QF | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Peng Sun | 6-7(6) 6-1 6-1 | W | H2H | Match data | Feb 4, 2005* | R16 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Glenn Weiner | 6-2 6-1 | W | H2H | Match data | Feb 3, 2005* | R32 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Ricardo Mello | 4-6 2-6 | L | H2H | Match data | Aug 30, 2004 | Q1 | US Open | Grand Slam | Hard |
| Taylor Dent | 2-6 3-6 4-6 | L | H2H | Match data | Jun 23, 2004* | R128 | Wimbledon | Grand Slam | Grass |
| Justin Gimelstob | 2-6 6-0 6-2 6-4 | W | H2H | Match data | Jun 22, 2004* | Q3 | Wimbledon | Grand Slam | Grass |
| Nicolas Mahut | 6-3 6-2 | W | H2H | Match data | Jun 22, 2004* | Q2 | Wimbledon | Grand Slam | Grass |
| Javier Genaro Martinez | 6-1 6-1 | W | — | Match data | Jun 21, 2004 | Q1 | Wimbledon | Grand Slam | Grass |
| Janko Tipsarevic | 4-6 6-3 3-6 | L | H2H | Match data | May 24, 2004 | Q1 | Roland Garros | Grand Slam | Clay |
| Alessio Di Mauro | 6-7(7) 6-7(3) | L | H2H | Match data | Jan 19, 2004 | Q1 | Australian Open | Grand Slam | Hard |
| Rainer Schuettler | 1-6 3-6 | L | H2H | Match data | Sep 13, 2003* | QF | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Flavio Saretta | 2-6 6-3 6-4 | W | H2H | Match data | Sep 12, 2003* | R16 | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Mariano Puerta | 6-3 5-1 (ret.) | W | H2H | Match data | Sep 11, 2003* | R32 | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Jonas Bjorkman | 6-4 4-6 4-6 6-3 3-6 | L | H2H | Match data | Aug 29, 2003* | R64 | US Open | Grand Slam | Hard |
| Sebastien Grosjean | 6-4 6-7(3) 4-6 7-6(7) 6-4 | W | H2H | Match data | Aug 27, 2003* | R128 | US Open | Grand Slam | Hard |
| Takao Suzuki | 7-6(1) 7-6(1) | W | H2H | Match data | Aug 26, 2003* | Q3 | US Open | Grand Slam | Hard |
| Bjorn Phau | 7-5 6-3 | W | H2H | Match data | Aug 26, 2003* | Q2 | US Open | Grand Slam | Hard |
| Jamil Al Agba | 6-0 6-3 | W | — | Match data | Aug 25, 2003 | Q1 | US Open | Grand Slam | Hard |
| Sebastien Grosjean | 3-6 2-6 | L | H2H | Match data | Aug 7, 2003* | R32 | Canadian Open | Masters 1000 | Hard |
| Ivan Ljubicic | 7-6(0) 7-6(3) | W | H2H | Match data | Aug 6, 2003* | R64 | Canadian Open | Masters 1000 | Hard |
| Julien Benneteau | 6-2 6-7(4) 3-6 | L | H2H | Match data | Jul 30, 2003* | R64 | Washington Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Wesley Moodie | 4-6 6-2 4-6 | L | H2H | Match data | Jul 23, 2003* | R64 | Indianapolis | ATP International Series → modern equivalent ATP 250 | Hard |
| Alberto Martin | 6-7(1) 3-6 | L | H2H | Match data | Jul 16, 2003* | R64 | Stuttgart Open | ATP International Series Gold → modern equivalent ATP 500 | Clay |
| Brian Vahaly | 4-6 3-6 | L | H2H | Match data | Oct 2, 2002* | R64 | Japan Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Gustavo Kuerten | 4-6 7-6(2) 3-6 | L | H2H | Match data | Sep 14, 2002* | SF | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Andre Sa | 6-4 7-5 | W | H2H | Match data | Sep 14, 2002* | QF | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Mariano Zabaleta | 6-2 7-5 | W | H2H | Match data | Sep 13, 2002* | R16 | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Jerome Golmard | 6-3 6-2 | W | H2H | Match data | Sep 12, 2002* | R32 | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 2-6 1-6 2-6 | L | H2H | Match data | Sep 1, 2002* | R32 | US Open | Grand Slam | Hard |
| Harel Levy | 4-6 6-3 7-6(4) 7-6(3) | W | H2H | Match data | Aug 30, 2002* | R64 | US Open | Grand Slam | Hard |
| Alex Bogomolov Jr | 6-3 6-7(6) 0-6 6-4 7-5 | W | — | Match data | Aug 28, 2002* | R128 | US Open | Grand Slam | Hard |
| Tommy Haas | 6-1 6-7(4) 4-6 | L | H2H | Match data | Aug 22, 2002* | R32 | Long Island | ATP International Series → modern equivalent ATP 250 | Hard |
| Andre Sa | 7-5 4-6 6-3 | W | H2H | Match data | Aug 21, 2002* | R64 | Long Island | ATP International Series → modern equivalent ATP 250 | Hard |
| Stefan Koubek | 6-7(3) 6-7(1) | L | H2H | Match data | Aug 14, 2002* | R64 | Indianapolis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Juan Carlos Ferrero | 6-7(1) 1-6 | L | H2H | Match data | Aug 7, 2002* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Ivan Ljubicic | 2-6 4-6 5-7 | L | H2H | Match data | Jun 26, 2002* | R128 | Wimbledon | Grand Slam | Grass |
| Todd Martin | 2-6 7-6(6) 6-7(6) | L | H2H | Match data | Jun 12, 2002* | R64 | Queen's Club Championships | ATP International Series → modern equivalent ATP 250 | Grass |
| Carlos Moya | 3-6 3-6 2-6 | L | H2H | Match data | May 29, 2002* | R128 | Roland Garros | Grand Slam | Clay |
| Flavio Saretta | 2-6 2-6 | L | H2H | Match data | May 23, 2002* | R32 | St. Poelten | ATP International Series → modern equivalent ATP 250 | Clay |
| Rafael Nadal | 4-6 4-6 | L | H2H | Match data | May 2, 2002* | R32 | Mallorca | ATP International Series → modern equivalent ATP 250 | Clay |
| James Blake | 2-6 1-6 | L | H2H | Match data | Apr 25, 2002* | R32 | U.S. Men's Clay Court Championship | ATP International Series → modern equivalent ATP 250 | Clay |
| Agustin Calleri | 6-1 5-7 1-6 | L | H2H | Match data | Mar 19, 2002* | R128 | Miami Open | Masters 1000 | Hard |
| Kristian Pless | 4-6 3-6 | L | H2H | Match data | Mar 7, 2002* | R32 | Delray Beach Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Paradorn Srichaphan | 3-6 1-6 | L | H2H | Match data | Feb 28, 2002* | R32 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Davide Sanguinetti | 2-6 2-6 | L | H2H | Match data | Feb 21, 2002* | R32 | Memphis | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Nicolas Lapentti | 6-4 3-6 3-6 | L | H2H | Match data | Feb 15, 2002* | R16 | Chile Open | ATP International Series → modern equivalent ATP 250 | Clay |
| Franco Squillari | 2-6 6-2 6-3 | W | H2H | Match data | Feb 14, 2002* | R32 | Chile Open | ATP International Series → modern equivalent ATP 250 | Clay |
| Guillermo Canas | 2-6 5-7 7-6(9) 4-6 | L | H2H | Match data | Jan 18, 2002* | R64 | Australian Open | Grand Slam | Hard |
| Albert Montanes | 7-5 6-7(5) 4-6 6-4 6-1 | W | H2H | Match data | Jan 16, 2002* | R128 | Australian Open | Grand Slam | Hard |
| Guillermo Canas | 6-3 4-6 1-6 | L | H2H | Match data | Jan 10, 2002* | R32 | Sydney International | ATP International Series → modern equivalent ATP 250 | Hard |
| Juan Ignacio Chela | 1-6 3-6 | L | H2H | Match data | Jan 3, 2002* | R32 | Adelaide International | ATP International Series → modern equivalent ATP 250 | Hard |
| Robin Soderling | 3-6 3-6 | L | H2H | Match data | Oct 25, 2001* | R32 | Stockholm Open | ATP International Series → modern equivalent ATP 250 | Hard |
| Karol Kucera | 4-6 4-6 | L | H2H | Match data | Oct 4, 2001* | R32 | Japan Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Gouichi Motomura | 6-4 6-4 | W | H2H | Match data | Oct 3, 2001* | R64 | Japan Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Fernando Meligeni | 1-6 4-6 | L | H2H | Match data | Sep 15, 2001* | QF | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Cecil Mamiit | 6-2 6-4 | W | H2H | Match data | Sep 14, 2001* | R16 | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Vladimir Voltchkov | 7-5 7-5 | W | H2H | Match data | Sep 13, 2001* | R32 | Costa Do Sauipe | ATP International Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 5-7 6-7(5) 3-6 | L | H2H | Match data | Sep 2, 2001* | R32 | US Open | Grand Slam | Hard |
| Rainer Schuettler | 6-4 6-7(5) 7-6(7) 2-6 6-2 | W | H2H | Match data | Aug 31, 2001* | R64 | US Open | Grand Slam | Hard |
| Jacobo Diaz | 4-6 6-3 6-4 6-3 | W | H2H | Match data | Aug 29, 2001* | R128 | US Open | Grand Slam | Hard |
| Jarkko Nieminen | 6-3 6-2 | W | H2H | Match data | Aug 28, 2001* | Q3 | US Open | Grand Slam | Hard |
| Giorgio Galimberti | 6-3 6-2 | W | H2H | Match data | Aug 28, 2001* | Q2 | US Open | Grand Slam | Hard |
| Denis Golovanov | 6-4 6-2 | W | H2H | Match data | Aug 27, 2001 | Q1 | US Open | Grand Slam | Hard |
| Fabrice Santoro | 3-6 5-7 | L | H2H | Match data | Aug 17, 2001* | R16 | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Jacobo Diaz | 7-5 4-6 6-3 | W | H2H | Match data | Aug 16, 2001* | R32 | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Alberto Martin | 6-4 4-6 7-5 | W | H2H | Match data | Aug 15, 2001* | R64 | Washington Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Bob Bryan | 2-6 3-6 | L | H2H | Match data | Jun 25, 2001 | Q1 | Wimbledon | Grand Slam | Grass |
| Andrei Stoliarov | 2-6 2-6 | L | H2H | Match data | Mar 1, 2001* | R32 | San Jose | ATP International Series → modern equivalent ATP 250 | Hard |
| Alexandre Simoni | 4-6 6-7(3) | L | H2H | Match data | Feb 1, 2001* | R16 | Bogota | ATP International Series → modern equivalent ATP 250 | Clay |
| Nicolas Massu | 6-1 3-6 7-5 | W | H2H | Match data | Jan 31, 2001* | R32 | Bogota | ATP International Series → modern equivalent ATP 250 | Clay |
| Bohdan Ulihrach | 2-6 0-6 | L | H2H | Match data | May 29, 2000 | Q1 | Roland Garros | Grand Slam | Clay |
| Nicolas Massu | 4-6 4-6 | L | H2H | Match data | May 6, 2000* | SF | Orlando | ATP International Series → modern equivalent ATP 250 | Clay |
| Markus Hantschk | 7-5 6-4 | W | H2H | Match data | May 6, 2000* | QF | Orlando | ATP International Series → modern equivalent ATP 250 | Clay |
| Xavier Malisse | 7-5 6-4 | W | H2H | Match data | May 5, 2000* | R16 | Orlando | ATP International Series → modern equivalent ATP 250 | Clay |
| Jan-Michael Gambill | 5-7 7-5 6-4 | W | H2H | Match data | May 4, 2000* | R32 | Orlando | ATP International Series → modern equivalent ATP 250 | Clay |
| Magnus Larsson | 3-6 3-6 | L | H2H | Match data | Oct 20, 1999* | R64 | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Andrew Ilie | 2-6 2-6 | L | H2H | Match data | Oct 14, 1999* | R32 | Brisbane International | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Hyung-Taik Lee | 3-6 6-4 1-6 | L | H2H | Match data | Oct 7, 1999* | R32 | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Hard |
| Antony Dupuis | 4-6 4-6 | L | H2H | Match data | Oct 1, 1999* | R16 | Toulouse | ATP World Series → modern equivalent ATP 250 | Hard |
| Martin Rodriguez | 7-6(6) 6-4 | W | H2H | Match data | Sep 30, 1999* | R32 | Toulouse | ATP World Series → modern equivalent ATP 250 | Hard |
| Jiri Novak | 6-3 4-6 1-6 0-6 | L | H2H | Match data | Sep 1, 1999* | R128 | US Open | Grand Slam | Hard |
| Todd Martin | (w/o) | L | H2H | Match data | Aug 20, 1999* | R16 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Michael Chang | 6-4 1-6 6-3 | W | H2H | Match data | Aug 19, 1999* | R32 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Irakli Labadze | 3-6 7-6(3) 6-1 | W | H2H | Match data | Aug 18, 1999* | R64 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Todd Martin | 4-6 7-5 2-6 | L | H2H | Match data | Aug 11, 1999* | R64 | Cincinnati Open | Masters 1000 | Hard |
| Fabrice Santoro | 4-6 2-6 | L | H2H | Match data | Aug 7, 1999* | R16 | Canadian Open | Masters 1000 | Hard |
| Arnaud Clement | 6-3 7-6(2) | W | H2H | Match data | Aug 5, 1999* | R32 | Canadian Open | Masters 1000 | Hard |
| Philip Gubenco | 6-1 6-2 | W | H2H | Match data | Aug 4, 1999* | R64 | Canadian Open | Masters 1000 | Hard |
| Jamie Delgado | 2-6 1-6 5-7 | L | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Andrew Ilie | 1-6 2-6 | L | H2H | Match data | Jun 18, 1999* | R16 | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Marc Rosset | 1-6 7-6(5) 6-3 | W | H2H | Match data | Jun 17, 1999* | R32 | Eastbourne Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Dinu Pescariu | 2-6 2-6 | L | H2H | Match data | Jun 10, 1999* | R32 | Merano | ATP World Series → modern equivalent ATP 250 | Clay |
| Bohdan Ulihrach | 1-6 3-6 3-6 | L | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Karol Kucera | 3-6 2-6 | L | H2H | Match data | May 12, 1999* | R64 | Italian Open | Masters 1000 | Clay |
| Tuomas Ketola | 3-6 5-7 | L | H2H | Match data | May 5, 1999* | R64 | Hamburg Open | Masters 1000 | Clay |
| Christian Vinck | 4-6 6-3 5-7 | L | H2H | Match data | Apr 29, 1999* | R32 | Munich Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Mark Philippoussis | 6-7(4) 4-6 | L | H2H | Match data | Apr 22, 1999* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Jonas Bjorkman | 7-6(5) 0-6 6-4 | W | H2H | Match data | Apr 21, 1999* | R64 | Monte-Carlo Masters | Masters 1000 | Clay |
| Alex Corretja | 4-6 6-1 4-6 | L | H2H | Match data | Mar 18, 1999* | R32 | Miami Open | Masters 1000 | Hard |
| Bohdan Ulihrach | 2-6 6-1 6-2 | W | H2H | Match data | Mar 17, 1999* | R64 | Miami Open | Masters 1000 | Hard |
| Rainer Schuettler | 7-6(5) 6-1 | W | H2H | Match data | Mar 16, 1999* | R128 | Miami Open | Masters 1000 | Hard |
| Pete Sampras | 6-7(2) 2-6 | L | H2H | Match data | Mar 4, 1999* | R32 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Tommy Haas | 6-7(2) 2-6 | L | H2H | Match data | Feb 19, 1999* | R16 | Memphis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Takao Suzuki | 6-3 6-2 | W | H2H | Match data | Feb 18, 1999* | R32 | Memphis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Mark Woodforde | 2-6 3-6 | L | H2H | Match data | Feb 12, 1999* | R16 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Brett Steven | 5-7 6-4 7-5 | W | H2H | Match data | Feb 11, 1999* | R32 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Vincent Spadea | 7-6(5) 3-6 2-6 0-6 | L | H2H | Match data | Jan 20, 1999* | R128 | Australian Open | Grand Slam | Hard |
| Francisco Clavet | 4-6 4-6 | L | H2H | Match data | Nov 12, 1998* | R32 | Chile Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Mariano Zabaleta | 4-6 4-6 | L | H2H | Match data | Nov 8, 1998* | F | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Sargis Sargsian | 6-3 4-6 3-1 (ret.) | W | H2H | Match data | Nov 7, 1998* | SF | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Jim Courier | 6-7(6) 6-1 7-5 | W | H2H | Match data | Nov 7, 1998* | QF | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Fernando Meligeni | 6-3 6-4 | W | H2H | Match data | Nov 6, 1998* | R16 | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Dominik Hrbaty | 6-4 6-3 | W | H2H | Match data | Nov 5, 1998* | R32 | Bogota | ATP World Series → modern equivalent ATP 250 | Clay |
| Jiri Novak | 4-6 7-6(5) 6-7(4) | L | H2H | Match data | Oct 29, 1998* | R32 | Mexican Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Justin Gimelstob | 4-6 4-6 | L | H2H | Match data | Oct 15, 1998* | R32 | Brisbane International | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Goran Ivanisevic | 7-5 3-6 5-7 | L | H2H | Match data | Oct 10, 1998* | SF | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Carpet |
| Michael Tebbutt | 6-4 6-7(6) 6-3 | W | H2H | Match data | Oct 10, 1998* | QF | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Carpet |
| Leander Paes | 2-6 6-3 7-5 | W | H2H | Match data | Oct 9, 1998* | R16 | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Carpet |
| Daniel Nestor | 6-4 3-6 6-2 | W | H2H | Match data | Oct 8, 1998* | R32 | Shanghai Masters | ATP World Series → modern equivalent ATP 250 | Carpet |
| Sebastien Lareau | 5-7 6-7(3) 3-6 | L | H2H | Match data | Sep 2, 1998* | R128 | US Open | Grand Slam | Hard |
| Lionel Roux | 4-6 2-6 | L | H2H | Match data | Aug 27, 1998* | R32 | U.S. Pro Tennis Championships | ATP World Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 6-7(6) 3-6 | L | H2H | Match data | Aug 22, 1998* | SF | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Byron Black | 6-1 2-6 6-4 | W | H2H | Match data | Aug 22, 1998* | QF | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Brian Macphie | 7-5 7-5 | W | H2H | Match data | Aug 21, 1998* | R16 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Cedric Pioline | 7-6(3) 6-1 | W | H2H | Match data | Aug 20, 1998* | R32 | Indianapolis | ATP Championship Series → modern equivalent ATP 500 | Hard |
67 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.