Match log updated: 2026-05-28 18:14 UTC
Chris Woodruff — ATP Match Log
Main draw matches: 214 | W: 108 | L: 106 | Win %: 50.5%
1 qualifying match shown below; qualifying is excluded from main-draw summaries and leaderboards.
| Date ↑ | Tournament | Category | Round | Surface | Opponent | Score | Result | H2H | Match |
|---|---|---|---|---|---|---|---|---|---|
| Aug 18, 1993* | New Haven | ATP 250 | R64 | Hard | Michael Joyce | 0-6 6-4 6-2 | W | — | Match data |
| Aug 19, 1993* | New Haven | ATP 250 | R32 | Hard | Marc Rosset | 4-6 6-3 3-6 | L | H2H | Match data |
| Sep 1, 1993* | US Open | Grand Slam | R128 | Hard | Chuck Adams | 3-6 4-6 6-0 4-6 | L | H2H | Match data |
| Feb 9, 1994* | Memphis | ATP 250 | R64 | Hard | Kenneth Carlsen | 3-6 5-7 | L | H2H | Match data |
| Apr 14, 1994* | Birmingham | ATP 250 | R32 | Clay | Richey Reneberg | 1-6 2-6 | L | H2H | Match data |
| Aug 14, 1995 | Indianapolis | ATP 250 | R64 | Hard | David Adams | 6-4 6-2 | W | H2H | Match data |
| Aug 14, 1995 | Indianapolis | ATP 250 | R32 | Hard | Andrei Medvedev | 5-7 3-6 | L | H2H | Match data |
| Aug 30, 1995* | US Open | Grand Slam | R128 | Hard | Todd Woodbridge | 4-6 6-7(5) 4-6 | L | H2H | Match data |
| Feb 21, 1996* | Memphis | ATP 250 | R64 | Hard | Carlos Moya | 3-6 6-3 6-7(5) | L | H2H | Match data |
| Feb 29, 1996* | Philadelphia | ATP 250 | R32 | Carpet | Mark Philippoussis | 7-5 4-6 6-4 | W | H2H | Match data |
| Mar 1, 1996* | Philadelphia | ATP 250 | R16 | Carpet | Michael Joyce | 6-4 6-4 | W | — | Match data |
| Mar 2, 1996* | Philadelphia | ATP 250 | QF | Carpet | Marcelo Rios | 1-6 6-4 6-1 | W | H2H | Match data |
| Mar 2, 1996* | Philadelphia | ATP 250 | SF | Carpet | Todd Woodbridge | 6-4 6-4 | W | H2H | Match data |
| Mar 3, 1996* | Philadelphia | ATP 250 | F | Carpet | Jim Courier | 4-6 3-6 | L | H2H | Match data |
| Mar 19, 1996* | Miami Masters | Masters 1000 | R128 | Hard | Bernd Karbacher | 2-6 3-6 | L | H2H | Match data |
| Apr 18, 1996* | Bermuda | ATP 250 | R32 | Clay | Luis Adrian Morejon | 6-4 6-7(6) 3-6 | L | H2H | Match data |
| May 2, 1996* | Atlanta | ATP 250 | R32 | Clay | Bryan Shelton | 3-6 6-2 3-6 | L | H2H | Match data |
| May 9, 1996* | Pinehurst | ATP 250 | R32 | Clay | Richey Reneberg | 5-7 6-0 4-6 | L | H2H | Match data |
| May 16, 1996* | Coral Springs | ATP 250 | R32 | Clay | Jaime Oncins | 6-7(7) 6-1 7-5 | W | H2H | Match data |
| May 17, 1996* | Coral Springs | ATP 250 | R16 | Clay | Luis Adrian Morejon | 6-4 3-6 6-1 | W | H2H | Match data |
| May 18, 1996* | Coral Springs | ATP 250 | QF | Clay | Richard Fromberg | 6-4 6-4 | W | H2H | Match data |
| May 18, 1996* | Coral Springs | ATP 250 | SF | Clay | Javier Frana | 6-4 6-2 | W | H2H | Match data |
| May 19, 1996* | Coral Springs | ATP 250 | F | Clay | Jason Stoltenberg | 6-7(4) 6-2 5-7 | L | H2H | Match data |
| May 29, 1996* | Roland Garros | Grand Slam | R128 | Clay | Vincent Spadea | 6-2 6-2 3-6 7-6(4) | W | H2H | Match data |
| May 31, 1996* | Roland Garros | Grand Slam | R64 | Clay | Andre Agassi | 4-6 6-4 6-7(7) 6-3 6-2 | W | H2H | Match data |
| Jun 2, 1996* | Roland Garros | Grand Slam | R32 | Clay | Jonas Bjorkman | 6-7(5) 6-2 6-4 5-7 4-6 | L | H2H | Match data |
| Jun 20, 1996* | Nottingham | ATP 250 | R32 | Grass | Nicolas Lapentti | 7-5 7-5 | W | H2H | Match data |
| Jun 21, 1996* | Nottingham | ATP 250 | R16 | Grass | Todd Woodbridge | 5-7 4-6 | L | H2H | Match data |
| Jun 26, 1996* | Wimbledon | Grand Slam | R128 | Grass | Stefano Pescosolido | 3-6 6-3 2-6 6-7 | L | H2H | Match data |
| Jul 17, 1996* | Washington | ATP 250 | R64 | Hard | Jean-Philippe Fleurian | 6-2 6-2 | W | H2H | Match data |
| Jul 18, 1996* | Washington | ATP 250 | R32 | Hard | Jan Kroslak | 6-4 6-3 | W | — | Match data |
| Jul 19, 1996* | Washington | ATP 250 | R16 | Hard | Wayne Ferreira | 3-6 1-6 | L | H2H | Match data |
| Aug 7, 1996* | Cincinnati Masters | Masters 1000 | R64 | Hard | Andrei Chesnokov | 4-6 7-6(0) 6-1 | W | H2H | Match data |
| Aug 8, 1996* | Cincinnati Masters | Masters 1000 | R32 | Hard | Cedric Pioline | 7-6(2) 7-5 | W | H2H | Match data |
| Aug 10, 1996* | Cincinnati Masters | Masters 1000 | R16 | Hard | Yevgeny Kafelnikov | 7-6(5) 4-6 5-7 | L | H2H | Match data |
| Aug 12, 1996 | Indianapolis | ATP 250 | R64 | Hard | Grant Stafford | 6-2 7-5 | W | H2H | Match data |
| Aug 12, 1996 | Indianapolis | ATP 250 | R32 | Hard | Mark Knowles | 7-5 3-6 4-1 (ret.) | W | H2H | Match data |
| Aug 12, 1996 | Indianapolis | ATP 250 | R16 | Hard | Todd Martin | 4-6 3-6 | L | H2H | Match data |
| Aug 21, 1996* | Canada Masters | Masters 1000 | R64 | Hard | Sebastien Leblanc | 6-4 6-3 | W | H2H | Match data |
| Aug 22, 1996* | Canada Masters | Masters 1000 | R32 | Hard | Tim Henman | (w/o) | L | H2H | Match data |
| Aug 28, 1996* | US Open | Grand Slam | R128 | Hard | Jan Kroslak | 6-2 4-6 6-3 2-6 6-7 | L | — | Match data |
| Sep 26, 1996* | Basel | ATP 250 | R32 | Hard | Lionel Roux | 3-6 6-4 5-7 | L | H2H | Match data |
| Oct 3, 1996* | Lyon | ATP 250 | R32 | Carpet | Thomas Muster | 6-3 6-3 | W | H2H | Match data |
| Oct 4, 1996* | Lyon | ATP 250 | R16 | Carpet | Lionel Roux | 6-3 6-7(5) 5-7 | L | H2H | Match data |
| Nov 7, 1996* | Stockholm | ATP 250 | R32 | Hard | Jeff Tarango | 6-3 6-4 | W | H2H | Match data |
| Nov 8, 1996* | Stockholm | ATP 250 | R16 | Hard | Thomas Enqvist | 6-7(3) 6-7(2) | L | H2H | Match data |
| Jan 9, 1997* | Auckland | ATP 250 | R32 | Hard | Bernd Karbacher | 7-5 6-4 | W | H2H | Match data |
| Jan 10, 1997* | Auckland | ATP 250 | R16 | Hard | Jan-Michael Gambill | 7-5 2-6 6-7(2) | L | H2H | Match data |
| Jan 15, 1997* | Australian Open | Grand Slam | R128 | Hard | Magnus Norman | 6-4 6-1 6-1 | W | H2H | Match data |
| Jan 17, 1997* | Australian Open | Grand Slam | R64 | Hard | Jiri Novak | 6-2 7-6(6) 6-2 | W | H2H | Match data |
| Jan 19, 1997* | Australian Open | Grand Slam | R32 | Hard | Goran Ivanisevic | 3-6 7-6(5) 3-6 1-6 | L | H2H | Match data |
| Feb 13, 1997* | San Jose | ATP 250 | R32 | Hard | Jean-Philippe Fleurian | 6-2 6-3 | W | H2H | Match data |
| Feb 14, 1997* | San Jose | ATP 250 | R16 | Hard | Brett Steven | 6-3 4-6 6-3 | W | H2H | Match data |
| Feb 15, 1997* | San Jose | ATP 250 | QF | Hard | Pete Sampras | 2-6 3-6 | L | H2H | Match data |
| Feb 20, 1997* | Memphis | ATP 250 | R32 | Hard | Scott Draper | 4-6 6-2 6-1 | W | H2H | Match data |
| Feb 21, 1997* | Memphis | ATP 250 | R16 | Hard | Paul Haarhuis | 4-6 4-6 | L | H2H | Match data |
| Mar 6, 1997* | Scottsdale | ATP 250 | R32 | Hard | Jeff Tarango | 7-6(4) 6-2 | W | H2H | Match data |
| Mar 7, 1997* | Scottsdale | ATP 250 | R16 | Hard | Javier Sanchez | 4-6 6-3 7-6(4) | W | H2H | Match data |
| Mar 8, 1997* | Scottsdale | ATP 250 | QF | Hard | Carlos Moya | 7-6(8) 5-7 6-3 | W | H2H | Match data |
| Mar 8, 1997* | Scottsdale | ATP 250 | SF | Hard | Mark Philippoussis | 6-4 6-7(5) 2-6 | L | H2H | Match data |
| Mar 12, 1997* | Indian Wells Masters | Masters 1000 | R64 | Hard | Justin Gimelstob | 6-4 6-7(7) 6-3 | W | H2H | Match data |
| Mar 13, 1997* | Indian Wells Masters | Masters 1000 | R32 | Hard | Thomas Enqvist | 6-4 6-4 | W | H2H | Match data |
| Mar 15, 1997* | Indian Wells Masters | Masters 1000 | R16 | Hard | Jonas Bjorkman | 6-2 5-7 1-6 | L | H2H | Match data |
| Mar 18, 1997* | Miami Masters | Masters 1000 | R128 | Hard | Alex Radulescu | 6-4 6-4 | W | H2H | Match data |
| Mar 19, 1997* | Miami Masters | Masters 1000 | R64 | Hard | Nicolas Lapentti | 6-3 6-3 | W | H2H | Match data |
| Mar 20, 1997* | Miami Masters | Masters 1000 | R32 | Hard | Dominik Hrbaty | 3-6 2-6 | L | H2H | Match data |
| Apr 24, 1997* | Orlando | ATP 250 | R32 | Clay | Javier Frana | 4-6 6-4 6-4 | W | H2H | Match data |
| Apr 25, 1997* | Orlando | ATP 250 | R16 | Clay | Oliver Gross | 7-5 7-6(3) | W | H2H | Match data |
| Apr 26, 1997* | Orlando | ATP 250 | QF | Clay | Alex Obrien | 6-4 6-7(5) 6-4 | W | — | Match data |
| Apr 26, 1997* | Orlando | ATP 250 | SF | Clay | Grant Stafford | 3-6 6-4 4-6 | L | H2H | Match data |
| May 1, 1997* | Atlanta | ATP 250 | R32 | Clay | Kenneth Carlsen | 6-2 6-2 | W | H2H | Match data |
| May 2, 1997* | Atlanta | ATP 250 | R16 | Clay | Javier Frana | 7-6(2) 6-2 | W | H2H | Match data |
| May 3, 1997* | Atlanta | ATP 250 | QF | Clay | Sandon Stolle | 6-1 4-6 6-3 | W | H2H | Match data |
| May 3, 1997* | Atlanta | ATP 250 | SF | Clay | Marcelo Filippini | 5-7 6-3 4-6 | L | H2H | Match data |
| May 14, 1997* | Rome Masters | Masters 1000 | R64 | Clay | David Prinosil | 6-3 6-2 | W | H2H | Match data |
| May 15, 1997* | Rome Masters | Masters 1000 | R32 | Clay | Karim Alami | 0-6 4-6 | L | H2H | Match data |
| May 28, 1997* | Roland Garros | Grand Slam | R128 | Clay | Daniel Vacek | 6-4 6-2 6-3 | W | H2H | Match data |
| May 30, 1997* | Roland Garros | Grand Slam | R64 | Clay | Nicolas Lapentti | 6-4 5-7 3-6 6-4 6-1 | W | H2H | Match data |
| Jun 1, 1997* | Roland Garros | Grand Slam | R32 | Clay | Galo Blanco | 6-7(6) 3-6 6-7(2) | L | H2H | Match data |
| Jun 19, 1997* | Rosmalen | ATP 250 | R32 | Grass | Dennis van Scheppingen | 6-4 6-0 | W | H2H | Match data |
| Jun 20, 1997* | Rosmalen | ATP 250 | R16 | Grass | Martin Damm Sr | 1-6 7-6(3) 1-6 | L | — | Match data |
| Jun 25, 1997* | Wimbledon | Grand Slam | R128 | Grass | Sandon Stolle | 2-6 2-6 4-6 | L | H2H | Match data |
| Jul 17, 1997* | Washington | ATP 250 | R32 | Hard | Michael Tebbutt | 3-6 3-6 | L | H2H | Match data |
| Jul 30, 1997* | Canada Masters | Masters 1000 | R64 | Hard | Jocelyn Robichaud | 7-6(7) 6-3 | W | H2H | Match data |
| Jul 31, 1997* | Canada Masters | Masters 1000 | R32 | Hard | Jan Siemerink | 6-7(4) 7-5 7-6(2) | W | H2H | Match data |
| Aug 2, 1997* | Canada Masters | Masters 1000 | R16 | Hard | Goran Ivanisevic | 7-6(6) 6-2 | W | H2H | Match data |
| Aug 3, 1997* | Canada Masters | Masters 1000 | QF | Hard | Mark Philippoussis | 6-4 6-4 | W | H2H | Match data |
| Aug 3, 1997* | Canada Masters | Masters 1000 | SF | Hard | Yevgeny Kafelnikov | 5-7 7-5 6-3 | W | H2H | Match data |
| Aug 4, 1997* | Canada Masters | Masters 1000 | F | Hard | Gustavo Kuerten | 7-5 4-6 6-3 | W | H2H | Match data |
| Aug 6, 1997* | Cincinnati Masters | Masters 1000 | R64 | Hard | Sargis Sargsian | 6-2 6-4 | W | H2H | Match data |
| Aug 7, 1997* | Cincinnati Masters | Masters 1000 | R32 | Hard | Yevgeny Kafelnikov | 6-7(3) 6-7(6) | L | H2H | Match data |
| Aug 11, 1997 | Indianapolis | ATP 250 | R64 | Hard | Justin Gimelstob | 3-6 6-4 6-1 | W | H2H | Match data |
| Aug 11, 1997 | Indianapolis | ATP 250 | R32 | Hard | Mark Woodforde | 3-6 3-6 | L | H2H | Match data |
| Aug 27, 1997* | US Open | Grand Slam | R128 | Hard | Thomas Johansson | 6-3 6-0 3-6 6-0 | W | H2H | Match data |
| Aug 29, 1997* | US Open | Grand Slam | R64 | Hard | Sargis Sargsian | (w/o) | L | H2H | Match data |
| Oct 2, 1997* | Basel | ATP 250 | R32 | Carpet | Guillaume Raoux | 7-6(4) 6-2 | W | H2H | Match data |
| Oct 3, 1997* | Basel | ATP 250 | R16 | Carpet | Petr Korda | 5-7 4-6 | L | H2H | Match data |
| Oct 9, 1997* | Vienna | ATP 250 | R32 | Carpet | Mark Philippoussis | 6-4 6-4 | W | H2H | Match data |
| Oct 10, 1997* | Vienna | ATP 250 | R16 | Carpet | Goran Ivanisevic | 4-6 6-7(4) | L | H2H | Match data |
| Oct 22, 1997* | Stuttgart Masters | Masters 1000 | R64 | Carpet | Bohdan Ulihrach | 6-3 0-1 (ret.) | W | H2H | Match data |
| Oct 23, 1997* | Stuttgart Masters | Masters 1000 | R32 | Carpet | Petr Korda | 3-6 3-6 | L | H2H | Match data |
| Oct 29, 1997* | Paris Masters | Masters 1000 | R64 | Carpet | Magnus Norman | 4-6 6-7(3) | L | H2H | Match data |
| Mar 11, 1998* | Indian Wells Masters | Masters 1000 | R64 | Hard | Thomas Muster | 4-6 4-6 | L | H2H | Match data |
| Feb 11, 1999* | San Jose | ATP 250 | R32 | Hard | Ronald Agenor | 2-6 6-2 6-3 | W | H2H | Match data |
| Feb 12, 1999* | San Jose | ATP 250 | R16 | Hard | Justin Gimelstob | 4-6 6-7(3) | L | H2H | Match data |
| Feb 17, 1999* | Memphis | ATP 250 | R64 | Hard | Stefan Koubek | 6-4 7-6(3) | W | H2H | Match data |
| Feb 18, 1999* | Memphis | ATP 250 | R32 | Hard | Mark Philippoussis | 3-6 6-7(3) | L | H2H | Match data |
| Mar 4, 1999* | Scottsdale | ATP 250 | R32 | Hard | Andrew Ilie | 3-6 6-2 6-7(7) | L | H2H | Match data |
| Mar 10, 1999* | Indian Wells Masters | Masters 1000 | R64 | Hard | Daniel Vacek | 7-5 4-6 7-5 | W | H2H | Match data |
| Mar 11, 1999* | Indian Wells Masters | Masters 1000 | R32 | Hard | Paul Haarhuis | 7-6(9) 6-3 | W | H2H | Match data |
| Mar 13, 1999* | Indian Wells Masters | Masters 1000 | R16 | Hard | Felix Mantilla | 7-5 7-5 | W | H2H | Match data |
| Mar 14, 1999* | Indian Wells Masters | Masters 1000 | QF | Hard | Tim Henman | 6-1 1-6 7-5 | W | H2H | Match data |
| Mar 14, 1999* | Indian Wells Masters | Masters 1000 | SF | Hard | Mark Philippoussis | 1-6 2-6 | L | H2H | Match data |
| Mar 16, 1999* | Miami Masters | Masters 1000 | R128 | Hard | Andrei Pavel | 3-6 3-6 | L | H2H | Match data |
| Apr 22, 1999* | Orlando | ATP 250 | R32 | Clay | Gabriel Trifu | 6-7(3) 0-6 | L | H2H | Match data |
| Apr 29, 1999* | Atlanta | ATP 250 | R32 | Clay | Sargis Sargsian | 4-6 4-6 | L | H2H | Match data |
| May 12, 1999* | Rome Masters | Masters 1000 | R64 | Clay | Yevgeny Kafelnikov | 6-7(1) 7-5 4-6 | L | H2H | Match data |
| May 26, 1999* | Roland Garros | Grand Slam | R128 | Clay | Diego Moyano | 6-2 6-3 6-7(4) 7-5 | W | H2H | Match data |
| May 28, 1999* | Roland Garros | Grand Slam | R64 | Clay | Nicolas Lapentti | 7-6(2) 7-6(5) 7-5 | W | H2H | Match data |
| May 30, 1999* | Roland Garros | Grand Slam | R32 | Clay | Andre Agassi | 4-6 4-6 3-6 | L | H2H | Match data |
| Jun 17, 1999* | Nottingham | ATP 250 | R32 | Grass | Jan-Michael Gambill | 6-7(1) 4-6 | L | H2H | Match data |
| Jun 23, 1999* | Wimbledon | Grand Slam | R128 | Grass | Sargis Sargsian | 6-3 3-6 6-3 6-7(7) 6-2 | W | H2H | Match data |
| Jun 25, 1999* | Wimbledon | Grand Slam | R64 | Grass | Tim Henman | 4-6 3-6 6-7(4) | L | H2H | Match data |
| Jul 8, 1999* | Newport | ATP 250 | R32 | Grass | Rogier Wassen | 6-3 6-2 | W | H2H | Match data |
| Jul 9, 1999* | Newport | ATP 250 | R16 | Grass | David Prinosil | 6-2 6-4 | W | H2H | Match data |
| Jul 10, 1999* | Newport | ATP 250 | QF | Grass | Stefano Pescosolido | 6-2 6-4 | W | H2H | Match data |
| Jul 10, 1999* | Newport | ATP 250 | SF | Grass | Wayne Arthurs | 7-6(4) 6-7(5) 6-4 | W | H2H | Match data |
| Jul 11, 1999* | Newport | ATP 250 | F | Grass | Kenneth Carlsen | 6-7(5) 6-4 6-4 | W | H2H | Match data |
| Aug 4, 1999* | Canada Masters | Masters 1000 | R64 | Hard | Kevin Ullyett | 4-6 6-1 3-6 | L | H2H | Match data |
| Aug 11, 1999* | Cincinnati Masters | Masters 1000 | R64 | Hard | Wayne Ferreira | 6-3 6-4 | W | H2H | Match data |
| Aug 12, 1999* | Cincinnati Masters | Masters 1000 | R32 | Hard | Thomas Enqvist | 6-1 7-5 | W | H2H | Match data |
| Aug 14, 1999* | Cincinnati Masters | Masters 1000 | R16 | Hard | Yevgeny Kafelnikov | 4-6 4-6 | L | H2H | Match data |
| Aug 16, 1999 | Indianapolis | ATP 250 | R64 | Hard | Andrei Pavel | 4-6 2-6 | L | H2H | Match data |
| Sep 1, 1999* | US Open | Grand Slam | R128 | Hard | James Blake | 6-2 6-2 6-1 | W | H2H | Match data |
| Sep 3, 1999* | US Open | Grand Slam | R64 | Hard | Christian Ruud | 6-2 6-3 6-3 | W | H2H | Match data |
| Sep 5, 1999* | US Open | Grand Slam | R32 | Hard | Greg Rusedski | 5-7 6-3 3-6 4-6 | L | H2H | Match data |
| Sep 30, 1999* | Toulouse | ATP 250 | R32 | Hard | Byron Black | 4-6 6-3 1-6 | L | H2H | Match data |
| Oct 7, 1999* | Basel | ATP 250 | R32 | Carpet | Stefan Koubek | 3-6 6-2 6-2 | W | H2H | Match data |
| Oct 8, 1999* | Basel | ATP 250 | R16 | Carpet | Goran Ivanisevic | 5-7 6-4 6-7(5) | L | H2H | Match data |
| Oct 20, 1999* | Lyon | ATP 250 | R64 | Carpet | Arnaud Clement | 6-4 6-2 | W | H2H | Match data |
| Oct 21, 1999* | Lyon | ATP 250 | R32 | Carpet | Alex Corretja | 7-5 7-6(0) | W | H2H | Match data |
| Oct 22, 1999* | Lyon | ATP 250 | R16 | Carpet | Lleyton Hewitt | 4-6 3-6 | L | H2H | Match data |
| Oct 27, 1999* | Stuttgart Masters | Masters 1000 | R64 | Hard | Francisco Clavet | 6-1 6-4 | W | H2H | Match data |
| Oct 28, 1999* | Stuttgart Masters | Masters 1000 | R32 | Hard | Richard Krajicek | 4-6 6-7(3) | L | H2H | Match data |
| Jan 13, 2000* | Auckland | ATP 250 | R32 | Hard | John Van Lottum | 1-6 3-6 | L | — | Match data |
| Jan 19, 2000* | Australian Open | Grand Slam | R128 | Hard | Martin Damm Sr | 6-3 7-6(3) 6-3 | W | — | Match data |
| Jan 21, 2000* | Australian Open | Grand Slam | R64 | Hard | James Sekulov | 6-3 6-2 6-2 | W | H2H | Match data |
| Jan 23, 2000* | Australian Open | Grand Slam | R32 | Hard | Richard Fromberg | 6-1 6-4 7-6(6) | W | H2H | Match data |
| Jan 26, 2000* | Australian Open | Grand Slam | R16 | Hard | Tim Henman | 7-5 1-6 6-4 3-6 7-5 | W | H2H | Match data |
| Jan 28, 2000* | Australian Open | Grand Slam | QF | Hard | Pete Sampras | 5-7 3-6 3-6 | L | H2H | Match data |
| Feb 17, 2000* | Memphis | ATP 250 | R32 | Hard | Mark Woodforde | 3-6 7-5 6-3 | W | H2H | Match data |
| Feb 18, 2000* | Memphis | ATP 250 | R16 | Hard | Byron Black | 2-6 6-3 4-6 | L | H2H | Match data |
| Mar 2, 2000* | Delray Beach | ATP 250 | R32 | Hard | Michel Kratochvil | 6-0 6-7(5) 6-4 | W | H2H | Match data |
| Mar 3, 2000* | Delray Beach | ATP 250 | R16 | Hard | Laurence Tieleman | 6-1 6-4 | W | H2H | Match data |
| Mar 4, 2000* | Delray Beach | ATP 250 | QF | Hard | Alex Calatrava | 7-6(7) 3-6 2-6 | L | H2H | Match data |
| Mar 9, 2000* | Scottsdale | ATP 250 | R32 | Hard | Slava Dosedel | 7-5 6-4 | W | H2H | Match data |
| Mar 10, 2000* | Scottsdale | ATP 250 | R16 | Hard | Lleyton Hewitt | 6-3 2-6 3-6 | L | H2H | Match data |
| Mar 15, 2000* | Indian Wells Masters | Masters 1000 | R64 | Hard | Mark Philippoussis | 3-6 4-6 | L | H2H | Match data |
| Mar 21, 2000* | Miami Masters | Masters 1000 | R128 | Hard | Arnaud Clement | 4-6 6-3 4-6 | L | H2H | Match data |
| Apr 13, 2000* | Atlanta | ATP 250 | R32 | Clay | Andrei Stoliarov | 6-3 7-5 | W | H2H | Match data |
| Apr 14, 2000* | Atlanta | ATP 250 | R16 | Clay | Todd Woodbridge | 4-6 6-2 6-2 | W | H2H | Match data |
| Apr 15, 2000* | Atlanta | ATP 250 | QF | Clay | Michael Chang | 6-7(4) 1-6 | L | H2H | Match data |
| Apr 19, 2000* | Monte Carlo Masters | Masters 1000 | R64 | Clay | Jerome Golmard | 4-6 2-6 | L | H2H | Match data |
| May 10, 2000* | Rome Masters | Masters 1000 | R64 | Clay | Cedric Pioline | 1-6 1-6 | L | H2H | Match data |
| May 17, 2000* | Hamburg Masters | Masters 1000 | R64 | Clay | Pete Sampras | 4-6 6-7(5) | L | H2H | Match data |
| May 31, 2000* | Roland Garros | Grand Slam | R128 | Clay | Hicham Arazi | 3-6 4-6 6-7(3) | L | H2H | Match data |
| Jun 28, 2000* | Wimbledon | Grand Slam | R128 | Grass | Gustavo Kuerten | 4-6 7-6(5) 5-7 6-7(5) | L | H2H | Match data |
| Jul 13, 2000* | Newport | ATP 250 | R32 | Grass | Michael Russell | 6-1 6-2 | W | H2H | Match data |
| Jul 14, 2000* | Newport | ATP 250 | R16 | Grass | Mardy Fish | 4-6 6-0 4-6 | L | H2H | Match data |
| Aug 2, 2000* | Canada Masters | Masters 1000 | R64 | Hard | Paradorn Srichaphan | 3-6 4-6 | L | H2H | Match data |
| Aug 9, 2000* | Cincinnati Masters | Masters 1000 | R64 | Hard | Dominik Hrbaty | 6-1 3-6 6-3 | W | H2H | Match data |
| Aug 10, 2000* | Cincinnati Masters | Masters 1000 | R32 | Hard | Yevgeny Kafelnikov | 4-6 6-7(3) | L | H2H | Match data |
| Aug 16, 2000* | Washington | ATP 250 | R64 | Hard | Fernando Gonzalez | 4-6 6-1 3-6 | L | H2H | Match data |
| Aug 30, 2000* | US Open | Grand Slam | R128 | Hard | John Van Lottum | 6-2 6-3 6-0 | W | — | Match data |
| Sep 1, 2000* | US Open | Grand Slam | R64 | Hard | Thomas Enqvist | 3-6 2-6 2-6 | L | H2H | Match data |
| Oct 5, 2000* | Hong Kong | ATP 250 | R32 | Hard | Giorgio Galimberti | 6-3 2-6 6-3 | W | H2H | Match data |
| Oct 6, 2000* | Hong Kong | ATP 250 | R16 | Hard | Mark Philippoussis | 7-6(4) 5-7 3-6 | L | H2H | Match data |
| Oct 11, 2000* | Tokyo | ATP 250 | R64 | Hard | Olivier Rochus | 5-7 4-6 | L | H2H | Match data |
| Nov 9, 2000* | St. Petersburg | ATP 250 | R32 | Hard | Tuomas Ketola | 6-7(3) 6-3 6-4 | W | H2H | Match data |
| Nov 10, 2000* | St. Petersburg | ATP 250 | R16 | Hard | Marat Safin | 3-6 1-6 | L | H2H | Match data |
| Nov 15, 2000* | Paris Masters | Masters 1000 | R64 | Carpet | Jiri Novak | 4-6 7-5 6-3 | W | H2H | Match data |
| Nov 16, 2000* | Paris Masters | Masters 1000 | R32 | Carpet | Gustavo Kuerten | 3-6 6-7(0) | L | H2H | Match data |
| Nov 23, 2000* | Brighton | ATP 250 | R32 | Hard | Markus Hantschk | 6-4 6-3 | W | H2H | Match data |
| Nov 24, 2000* | Brighton | ATP 250 | R16 | Hard | Marc Kevin Goellner | 6-4 3-6 6-2 | W | H2H | Match data |
| Nov 25, 2000* | Brighton | ATP 250 | QF | Hard | Tim Henman | (w/o) | L | H2H | Match data |
| Jan 4, 2001* | Adelaide | ATP 250 | R32 | Hard | Xavier Malisse | 6-2 3-6 2-6 | L | H2H | Match data |
| Jan 17, 2001* | Australian Open | Grand Slam | R128 | Hard | Jan-Michael Gambill | 6-3 4-6 4-6 7-5 6-3 | W | H2H | Match data |
| Jan 19, 2001* | Australian Open | Grand Slam | R64 | Hard | Alexander Popp | 4-6 6-3 6-4 6-4 | W | H2H | Match data |
| Jan 21, 2001* | Australian Open | Grand Slam | R32 | Hard | Yevgeny Kafelnikov | 7-6(3) 5-7 2-6 3-6 | L | H2H | Match data |
| Feb 21, 2001* | Memphis | ATP 250 | R64 | Hard | Stephane Huet | 6-1 7-6(1) | W | H2H | Match data |
| Feb 22, 2001* | Memphis | ATP 250 | R32 | Hard | Pete Sampras | 7-6(4) 6-2 | W | H2H | Match data |
| Feb 23, 2001* | Memphis | ATP 250 | R16 | Hard | Goran Ivanisevic | 6-3 7-6(3) | W | H2H | Match data |
| Feb 24, 2001* | Memphis | ATP 250 | QF | Hard | Davide Sanguinetti | 2-6 6-3 3-6 | L | H2H | Match data |
| Mar 1, 2001* | San Jose | ATP 250 | R32 | Hard | Andy Roddick | 4-6 4-6 | L | H2H | Match data |
| Mar 8, 2001* | Delray Beach | ATP 250 | R32 | Hard | Agustin Calleri | 6-4 4-6 7-5 | W | H2H | Match data |
| Mar 9, 2001* | Delray Beach | ATP 250 | R16 | Hard | Marc Kevin Goellner | 6-2 6-3 | W | H2H | Match data |
| Mar 10, 2001* | Delray Beach | ATP 250 | QF | Hard | Jan-Michael Gambill | 7-5 6-7(9) 4-6 | L | H2H | Match data |
| Mar 14, 2001* | Indian Wells Masters | Masters 1000 | R64 | Hard | Fernando Vicente | 2-6 3-6 | L | H2H | Match data |
| Mar 20, 2001* | Miami Masters | Masters 1000 | R128 | Hard | Fernando Meligeni | 7-6(5) 6-3 | W | H2H | Match data |
| Mar 21, 2001* | Miami Masters | Masters 1000 | R64 | Hard | Thomas Johansson | 6-4 2-6 1-6 | L | H2H | Match data |