Match log updated: 2026-08-30 18:41 UTC
Yevgeny Kafelnikov — ATP Match Log
Main draw matches: 855 | W: 574 | L: 281 | Win %: 67.1%
| Opponent | Score | Result | H2H | Match Data | Date ↑ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Bohdan Ulihrach | 3-6 3-6 | L | H2H | Match data | Mar 12, 1998* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Slava Dosedel | 6-7(5) 7-6(5) 7-6(5) | W | H2H | Match data | Mar 18, 1998* | R64 | Miami Open | Masters 1000 | Hard |
| Jan Siemerink | 6-4 7-6(5) | W | H2H | Match data | Mar 19, 1998* | R32 | Miami Open | Masters 1000 | Hard |
| Jeff Tarango | 6-3 3-6 2-6 | L | H2H | Match data | Mar 21, 1998* | R16 | Miami Open | Masters 1000 | Hard |
| Francisco Roig | 6-4 4-6 6-4 | W | H2H | Match data | Apr 16, 1998* | R32 | Barcelona Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Quino Munoz | 7-6(7) 3-6 6-1 | W | — | Match data | Apr 17, 1998* | R16 | Barcelona Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Alberto Berasategui | 4-6 4-6 | L | H2H | Match data | Apr 18, 1998* | QF | Barcelona Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Mark Woodforde | 4-6 6-2 6-2 | W | H2H | Match data | Apr 23, 1998* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Carlos Moya | 2-6 3-6 | L | H2H | Match data | Apr 25, 1998* | R16 | Monte-Carlo Masters | Masters 1000 | Clay |
| Jiri Novak | 4-6 6-3 6-3 | W | H2H | Match data | Apr 30, 1998* | R32 | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Fernando Meligeni | 4-6 4-6 | L | H2H | Match data | May 1, 1998* | R16 | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Thomas Muster | 4-6 2-6 | L | H2H | Match data | May 7, 1998* | R32 | Hamburg Open | Masters 1000 | Clay |
| Thomas Johansson | 7-6(5) 6-2 | W | H2H | Match data | May 13, 1998* | R64 | Italian Open | Masters 1000 | Clay |
| Todd Martin | 1-6 7-6(4) 6-3 | W | H2H | Match data | May 14, 1998* | R32 | Italian Open | Masters 1000 | Clay |
| Richard Krajicek | 2-6 6-3 6-7(6) | L | H2H | Match data | May 16, 1998* | R16 | Italian Open | Masters 1000 | Clay |
| Mose Navarra | 6-4 4-6 6-1 6-4 | W | H2H | Match data | May 27, 1998* | R128 | Roland Garros | Grand Slam | Clay |
| Thomas Enqvist | 6-4 6-7(10) 6-7(4) 1-6 | L | H2H | Match data | May 29, 1998* | R64 | Roland Garros | Grand Slam | Clay |
| Andrei Medvedev | 1-6 7-5 6-1 | W | H2H | Match data | Jun 11, 1998* | R32 | Halle Open | ATP World Series → modern equivalent ATP 250 | Grass |
| David Prinosil | 6-4 6-3 | W | H2H | Match data | Jun 12, 1998* | R16 | Halle Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Magnus Norman | 7-6(1) 6-2 | W | H2H | Match data | Jun 13, 1998* | QF | Halle Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Thomas Johansson | 7-6 6-7 6-3 | W | H2H | Match data | Jun 13, 1998* | SF | Halle Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Magnus Larsson | 6-4 6-4 | W | H2H | Match data | Jun 14, 1998* | F | Halle Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Steve Campbell | 5-7 2-6 | L | H2H | Match data | Jun 18, 1998* | R32 | Libéma Open | ATP World Series → modern equivalent ATP 250 | Grass |
| Mark Philippoussis | 7-6(5) 6-7(1) 4-6 2-6 | L | H2H | Match data | Jun 24, 1998* | R128 | Wimbledon | Grand Slam | Grass |
| Fernando Meligeni | 3-6 6-4 3-6 | L | H2H | Match data | Jul 9, 1998* | R32 | Swiss Open Gstaad | ATP World Series → modern equivalent ATP 250 | Clay |
| Bohdan Ulihrach | 3-6 6-3 3-6 | L | H2H | Match data | Jul 23, 1998* | R32 | Stuttgart Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Radomir Vasek | 6-7(2) 6-3 7-6(4) | W | H2H | Match data | Jul 30, 1998* | R32 | Austrian Open Kitzbühel | ATP World Series → modern equivalent ATP 250 | Clay |
| Nicolas Lapentti | 4-6 1-6 | L | H2H | Match data | Jul 31, 1998* | R16 | Austrian Open Kitzbühel | ATP World Series → modern equivalent ATP 250 | Clay |
| Todd Martin | 6-2 6-3 | W | H2H | Match data | Aug 6, 1998* | R32 | Canadian Open | Masters 1000 | Hard |
| MaliVai Washington | 7-6(6) 6-2 | W | H2H | Match data | Aug 8, 1998* | R16 | Canadian Open | Masters 1000 | Hard |
| Richard Krajicek | 4-6 4-6 | L | H2H | Match data | Aug 9, 1998* | QF | Canadian Open | Masters 1000 | Hard |
| Michael Chang | 6-3 4-6 6-4 | W | H2H | Match data | Aug 13, 1998* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Scott Draper | 6-3 6-3 | W | H2H | Match data | Aug 15, 1998* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Daniel Vacek | 6-4 6-4 | W | H2H | Match data | Aug 16, 1998* | QF | Cincinnati Open | Masters 1000 | Hard |
| Patrick Rafter | 5-7 0-6 | L | H2H | Match data | Aug 16, 1998* | SF | Cincinnati Open | Masters 1000 | Hard |
| Todd Woodbridge | 6-0 6-2 | W | H2H | Match data | Aug 20, 1998* | R32 | New Haven | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Gustavo Kuerten | 6-4 6-4 | W | H2H | Match data | Aug 21, 1998* | R16 | New Haven | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Bohdan Ulihrach | 4-6 6-3 6-3 | W | H2H | Match data | Aug 22, 1998* | QF | New Haven | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Goran Ivanisevic | 3-6 4-6 | L | H2H | Match data | Aug 22, 1998* | SF | New Haven | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Dennis van Scheppingen | 6-1 6-2 6-4 | W | H2H | Match data | Sep 2, 1998* | R128 | US Open | Grand Slam | Hard |
| Tommy Haas | 7-5 6-2 1-6 7-5 | W | H2H | Match data | Sep 4, 1998* | R64 | US Open | Grand Slam | Hard |
| Nicolas Kiefer | 6-4 6-0 6-2 | W | H2H | Match data | Sep 6, 1998* | R32 | US Open | Grand Slam | Hard |
| Thomas Johansson | 6-3 3-6 3-6 6-7(6) | L | H2H | Match data | Sep 9, 1998* | R16 | US Open | Grand Slam | Hard |
| Martin Sinner | 6-4 6-2 | W | H2H | Match data | Sep 17, 1998* | R32 | Tashkent | ATP World Series → modern equivalent ATP 250 | Hard |
| David Nainkin | 6-3 6-0 | W | H2H | Match data | Sep 18, 1998* | R16 | Tashkent | ATP World Series → modern equivalent ATP 250 | Hard |
| Gaston Etlis | 6-3 3-6 6-1 | W | H2H | Match data | Sep 19, 1998* | QF | Tashkent | ATP World Series → modern equivalent ATP 250 | Hard |
| Cedric Pioline | 6-2 6-2 | W | H2H | Match data | Sep 19, 1998* | SF | Tashkent | ATP World Series → modern equivalent ATP 250 | Hard |
| Tim Henman | 5-7 4-6 | L | H2H | Match data | Sep 20, 1998* | F | Tashkent | ATP World Series → modern equivalent ATP 250 | Hard |
| Magnus Norman | 7-5 6-3 | W | H2H | Match data | Oct 8, 1998* | R32 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Magnus Gustafsson | 6-3 3-6 5-7 | L | H2H | Match data | Oct 9, 1998* | R16 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Greg Rusedski | 3-6 6-3 6-7(3) | L | H2H | Match data | Oct 15, 1998* | R32 | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Richard Fromberg | 7-6(4) 6-3 | W | H2H | Match data | Oct 22, 1998* | R32 | Ostrava | ATP World Series → modern equivalent ATP 250 | Carpet |
| Martin Damm Sr | 6-3 3-6 2-6 | L | — | Match data | Oct 23, 1998* | R16 | Ostrava | ATP World Series → modern equivalent ATP 250 | Carpet |
| Mark Philippoussis | 4-6 6-4 7-6(4) | W | H2H | Match data | Oct 29, 1998* | R32 | Stuttgart Masters | Masters 1000 | Hard |
| Todd Martin | 6-4 7-5 | W | H2H | Match data | Oct 31, 1998* | R16 | Stuttgart Masters | Masters 1000 | Hard |
| Marcelo Rios | (w/o) | W | H2H | Match data | Nov 1, 1998* | QF | Stuttgart Masters | Masters 1000 | Hard |
| Jonas Bjorkman | 6-2 7-5 | W | H2H | Match data | Nov 1, 1998* | SF | Stuttgart Masters | Masters 1000 | Hard |
| Richard Krajicek | 4-6 3-6 3-6 | L | H2H | Match data | Nov 2, 1998* | F | Stuttgart Masters | Masters 1000 | Hard |
| Magnus Norman | 3-6 6-3 6-4 | W | H2H | Match data | Nov 5, 1998* | R32 | Paris Masters | Masters 1000 | Carpet |
| Tim Henman | 6-3 6-7(5) 7-6(2) | W | H2H | Match data | Nov 7, 1998* | R16 | Paris Masters | Masters 1000 | Carpet |
| Marcelo Rios | 6-3 6-2 | W | H2H | Match data | Nov 8, 1998* | QF | Paris Masters | Masters 1000 | Carpet |
| Greg Rusedski | 3-6 6-4 4-6 | L | H2H | Match data | Nov 8, 1998* | SF | Paris Masters | Masters 1000 | Carpet |
| Andrei Cherkasov | 6-3 6-4 | W | H2H | Match data | Nov 12, 1998* | R32 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Sebastien Grosjean | 2-6 6-3 6-2 | W | H2H | Match data | Nov 13, 1998* | R16 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Guillaume Raoux | 6-1 6-1 | W | H2H | Match data | Nov 14, 1998* | QF | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Marc Rosset | 6-1 2-0 (ret.) | W | H2H | Match data | Nov 14, 1998* | SF | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Goran Ivanisevic | 7-6(2) 7-6(5) | W | H2H | Match data | Nov 15, 1998* | F | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Carlos Moya | 5-7 5-7 | L | H2H | Match data | Nov 23, 1998 | RR | ATP Finals | ATP Finals | Hard |
| Karol Kucera | 6-7(3) 6-3 6-2 | W | H2H | Match data | Nov 23, 1998 | RR | ATP Finals | ATP Finals | Hard |
| Pete Sampras | 2-6 4-6 | L | H2H | Match data | Nov 23, 1998 | RR | ATP Finals | ATP Finals | Hard |
| Stephane Huet | 2-6 6-3 6-4 | W | H2H | Match data | Jan 7, 1999* | R32 | Qatar Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Hicham Arazi | 6-3 1-6 6-7(10) | L | H2H | Match data | Jan 8, 1999* | R16 | Qatar Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Jonas Bjorkman | 6-3 6-2 6-4 | W | H2H | Match data | Jan 20, 1999* | R128 | Australian Open | Grand Slam | Hard |
| Jason Stoltenberg | 7-5 3-6 7-6(10) 7-6(3) | W | H2H | Match data | Jan 22, 1999* | R64 | Australian Open | Grand Slam | Hard |
| Jim Courier | 5-7 6-4 6-2 3-0 (ret.) | W | H2H | Match data | Jan 24, 1999* | R32 | Australian Open | Grand Slam | Hard |
| Andrei Pavel | 6-3 7-6(5) 6-7(5) 3-6 6-4 | W | H2H | Match data | Jan 27, 1999* | R16 | Australian Open | Grand Slam | Hard |
| Todd Martin | 6-2 7-6(1) 6-2 | W | H2H | Match data | Jan 29, 1999* | QF | Australian Open | Grand Slam | Hard |
| Tommy Haas | 6-3 6-4 7-5 | W | H2H | Match data | Jan 31, 1999* | SF | Australian Open | Grand Slam | Hard |
| Thomas Enqvist | 4-6 6-0 6-3 7-6(1) | W | H2H | Match data | Feb 1, 1999* | F | Australian Open | Grand Slam | Hard |
| Sjeng Schalken | 6-3 6-2 | W | H2H | Match data | Feb 4, 1999* | R32 | Marseille | ATP World Series → modern equivalent ATP 250 | Hard |
| Dominik Hrbaty | 7-6(4) 4-6 2-6 | L | H2H | Match data | Feb 5, 1999* | R16 | Marseille | ATP World Series → modern equivalent ATP 250 | Hard |
| Rainer Schuettler | 7-5 6-3 | W | H2H | Match data | Feb 18, 1999* | R32 | ABN AMRO Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Hicham Arazi | 6-1 6-2 | W | H2H | Match data | Feb 19, 1999* | R16 | ABN AMRO Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Roger Federer | 6-1 5-7 6-4 | W | H2H | Match data | Feb 20, 1999* | QF | ABN AMRO Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Greg Rusedski | 6-4 6-2 | W | H2H | Match data | Feb 20, 1999* | SF | ABN AMRO Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Tim Henman | 6-2 7-6(3) | W | H2H | Match data | Feb 21, 1999* | F | ABN AMRO Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Magnus Gustafsson | 6-2 3-6 6-3 | W | H2H | Match data | Feb 25, 1999* | R32 | London | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Byron Black | 6-3 6-2 | W | H2H | Match data | Feb 26, 1999* | R16 | London | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Thomas Johansson | 2-6 6-7(5) | L | H2H | Match data | Feb 27, 1999* | QF | London | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Gustavo Kuerten | 6-0 6-7(4) 3-6 | L | H2H | Match data | Mar 11, 1999* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Vincent Spadea | 7-6(6) 6-7(4) 2-6 | L | H2H | Match data | Mar 17, 1999* | R64 | Miami Open | Masters 1000 | Hard |
| Andrei Pavel | 3-6 6-2 3-6 | L | H2H | Match data | Apr 8, 1999* | R32 | Estoril Open | ATP World Series → modern equivalent ATP 250 | Clay |
| Franco Squillari | 2-6 4-6 | L | H2H | Match data | Apr 15, 1999* | R32 | Barcelona Open | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Ivan Ljubicic | 1-6 2-6 | L | H2H | Match data | Apr 22, 1999* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Richard Fromberg | 4-6 6-2 4-6 | L | H2H | Match data | Apr 29, 1999* | R32 | Prague | ATP World Series → modern equivalent ATP 250 | Clay |
| Chris Woodruff | 7-6(1) 5-7 6-4 | W | H2H | Match data | May 12, 1999* | R64 | Italian Open | Masters 1000 | Clay |
| Marat Safin | 6-1 6-2 | W | H2H | Match data | May 13, 1999* | R32 | Italian Open | Masters 1000 | Clay |
| Gustavo Kuerten | 5-7 1-6 | L | H2H | Match data | May 15, 1999* | R16 | Italian Open | Masters 1000 | Clay |
| Jimy Szymanski | 7-6(4) 6-2 | W | H2H | Match data | May 20, 1999* | R32 | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Franco Squillari | 6-4 6-1 | W | H2H | Match data | May 21, 1999* | R16 | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Markus Hipfl | 6-2 6-2 | W | H2H | Match data | May 22, 1999* | QF | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Mariano Zabaleta | 5-7 3-6 | L | H2H | Match data | May 22, 1999* | SF | St. Poelten | ATP World Series → modern equivalent ATP 250 | Clay |
| Michael Chang | 6-2 5-7 6-0 7-6(8) | W | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Dominik Hrbaty | 4-6 1-6 4-6 | L | H2H | Match data | May 28, 1999* | R64 | Roland Garros | Grand Slam | Clay |
| Sargis Sargsian | 6-3 3-6 3-6 | L | H2H | Match data | Jun 10, 1999* | R32 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Magnus Larsson | 6-7(4) 7-5 7-6(6) 4-6 7-5 | W | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Paradorn Srichaphan | 6-7(4) 6-4 7-6(4) 6-4 | W | H2H | Match data | Jun 25, 1999* | R64 | Wimbledon | Grand Slam | Grass |
| Cedric Pioline | 6-3 4-6 0-1 (ret.) | L | H2H | Match data | Jun 27, 1999* | R32 | Wimbledon | Grand Slam | Grass |
| Slava Dosedel | 7-6(3) 1-6 6-3 | W | H2H | Match data | Jul 29, 1999* | R32 | Austrian Open Kitzbühel | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Alberto Martin | 1-6 6-4 6-3 | W | H2H | Match data | Jul 30, 1999* | R16 | Austrian Open Kitzbühel | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Richard Fromberg | 6-3 6-7(6) 6-3 | W | H2H | Match data | Jul 31, 1999* | QF | Austrian Open Kitzbühel | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Albert Costa | 6-7(5) 2-6 | L | H2H | Match data | Jul 31, 1999* | SF | Austrian Open Kitzbühel | ATP Championship Series → modern equivalent ATP 500 | Clay |
| Daniel Nestor | 6-4 6-4 | W | H2H | Match data | Aug 5, 1999* | R32 | Canadian Open | Masters 1000 | Hard |
| Kevin Ullyett | 6-4 7-6(5) | W | H2H | Match data | Aug 7, 1999* | R16 | Canadian Open | Masters 1000 | Hard |
| Todd Martin | 7-6(8) 6-7(3) 6-4 | W | H2H | Match data | Aug 8, 1999* | QF | Canadian Open | Masters 1000 | Hard |
| Andre Agassi | 6-1 6-4 | W | H2H | Match data | Aug 8, 1999* | SF | Canadian Open | Masters 1000 | Hard |
| Thomas Johansson | 6-1 3-6 3-6 | L | H2H | Match data | Aug 9, 1999* | F | Canadian Open | Masters 1000 | Hard |
| Jonas Bjorkman | 6-1 6-4 | W | H2H | Match data | Aug 12, 1999* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Chris Woodruff | 6-4 6-4 | W | H2H | Match data | Aug 14, 1999* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Tim Henman | 7-5 7-5 | W | H2H | Match data | Aug 15, 1999* | QF | Cincinnati Open | Masters 1000 | Hard |
| Patrick Rafter | 4-6 2-6 | L | H2H | Match data | Aug 15, 1999* | SF | Cincinnati Open | Masters 1000 | Hard |
| Wayne Black | 0-6 6-2 6-4 | W | H2H | Match data | Aug 19, 1999* | R32 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Justin Gimelstob | 7-5 6-4 | W | H2H | Match data | Aug 20, 1999* | R16 | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Tomas Zib | 6-1 6-7(7) 7-5 | W | H2H | Match data | Aug 21, 1999* | QF | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Nicolas Kiefer | 6-2 2-6 6-3 | W | H2H | Match data | Aug 21, 1999* | SF | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Andre Agassi | 6-7(3) 1-6 | L | H2H | Match data | Aug 22, 1999* | F | Washington Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Eric Taino | 6-3 6-4 | W | H2H | Match data | Aug 26, 1999* | R32 | Long Island | ATP World Series → modern equivalent ATP 250 | Hard |
| Fabrice Santoro | 7-6(6) 6-0 | W | H2H | Match data | Aug 27, 1999* | R16 | Long Island | ATP World Series → modern equivalent ATP 250 | Hard |
| Magnus Norman | 6-3 3-6 1-6 | L | H2H | Match data | Aug 28, 1999* | QF | Long Island | ATP World Series → modern equivalent ATP 250 | Hard |
| Alberto Martin | 6-1 3-6 6-3 6-4 | W | H2H | Match data | Sep 1, 1999* | R128 | US Open | Grand Slam | Hard |
| Max Mirnyi | 7-5 6-1 6-7(5) 6-3 | W | H2H | Match data | Sep 3, 1999* | R64 | US Open | Grand Slam | Hard |
| Jonas Bjorkman | 6-1 6-4 6-4 | W | H2H | Match data | Sep 5, 1999* | R32 | US Open | Grand Slam | Hard |
| Andrei Medvedev | 7-6(5) 6-1 6-0 | W | H2H | Match data | Sep 8, 1999* | R16 | US Open | Grand Slam | Hard |
| Richard Krajicek | 7-6(0) 7-6(4) 3-6 1-6 7-6(5) | W | H2H | Match data | Sep 10, 1999* | QF | US Open | Grand Slam | Hard |
| Andre Agassi | 6-1 3-6 3-6 3-6 | L | H2H | Match data | Sep 12, 1999* | SF | US Open | Grand Slam | Hard |
| Andrei Cherkasov | 1-6 6-3 6-3 | W | H2H | Match data | Sep 16, 1999* | R32 | Tashkent | ATP World Series → modern equivalent ATP 250 | Hard |
| Daniel Vacek | 6-7(5) 6-2 5-7 | L | H2H | Match data | Sep 17, 1999* | R16 | Tashkent | ATP World Series → modern equivalent ATP 250 | Hard |
| Greg Rusedski | 5-7 6-7(6) | L | H2H | Match data | Oct 2, 1999* | QF | Grand Slam Cup | ATP Finals | Hard |
| Vincent Spadea | 6-3 7-5 | W | H2H | Match data | Oct 7, 1999* | R32 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Carpet |
| Lionel Roux | 6-1 7-6(1) | W | H2H | Match data | Oct 8, 1999* | R16 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Carpet |
| Goran Ivanisevic | 6-4 3-6 4-6 | L | H2H | Match data | Oct 9, 1999* | QF | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Carpet |
| Thomas Enqvist | 6-3 6-4 | W | H2H | Match data | Oct 14, 1999* | R32 | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Jan Siemerink | (w/o) | W | H2H | Match data | Oct 15, 1999* | R16 | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Nicolas Kiefer | 0-6 4-6 | L | H2H | Match data | Oct 16, 1999* | QF | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Richey Reneberg | 6-3 3-6 6-4 | W | H2H | Match data | Oct 21, 1999* | R32 | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Magnus Larsson | 7-5 7-5 | W | H2H | Match data | Oct 22, 1999* | R16 | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Vincent Spadea | 2-6 6-3 6-7(5) | L | H2H | Match data | Oct 23, 1999* | QF | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Mariano Zabaleta | 3-6 3-6 | L | H2H | Match data | Oct 28, 1999* | R32 | Stuttgart Masters | Masters 1000 | Hard |
| Lleyton Hewitt | 4-6 6-2 4-6 | L | H2H | Match data | Nov 4, 1999* | R32 | Paris Masters | Masters 1000 | Carpet |
| Arnaud Clement | 6-3 6-2 | W | H2H | Match data | Nov 11, 1999* | R32 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| David Prinosil | 6-4 7-5 | W | H2H | Match data | Nov 12, 1999* | R16 | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Daniel Vacek | 7-6(3) 6-3 | W | H2H | Match data | Nov 13, 1999* | QF | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Nicolas Escude | 6-7(4) 7-6(2) 6-3 | W | H2H | Match data | Nov 13, 1999* | SF | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Byron Black | 7-6(2) 6-4 | W | H2H | Match data | Nov 14, 1999* | F | Moscow | ATP World Series → modern equivalent ATP 250 | Carpet |
| Thomas Enqvist | 7-5 3-6 6-4 | W | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Nicolas Kiefer | 1-6 6-4 2-6 | L | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Todd Martin | 6-4 1-6 6-1 | W | H2H | Match data | Nov 22, 1999 | RR | ATP Finals | ATP Finals | Hard |
| Andre Agassi | 4-6 6-7(5) | L | H2H | Match data | Nov 29, 1999* | SF | ATP Finals | ATP Finals | Hard |
| Michal Tabara | 4-6 2-6 | L | H2H | Match data | Jan 6, 2000* | R32 | Chennai | ATP International Series → modern equivalent ATP 250 | Hard |
| Jens Knippschild | 6-7(4) 6-4 6-1 6-2 | W | H2H | Match data | Jan 19, 2000* | R128 | Australian Open | Grand Slam | Hard |
| Daniel Vacek | 6-3 6-0 6-1 | W | H2H | Match data | Jan 21, 2000* | R64 | Australian Open | Grand Slam | Hard |
| Stefan Koubek | 6-3 6-3 6-4 | W | H2H | Match data | Jan 23, 2000* | R32 | Australian Open | Grand Slam | Hard |
| Christophe Rochus | 6-1 6-3 7-5 | W | H2H | Match data | Jan 26, 2000* | R16 | Australian Open | Grand Slam | Hard |
| Younes El Aynaoui | 6-0 6-3 7-6(4) | W | H2H | Match data | Jan 28, 2000* | QF | Australian Open | Grand Slam | Hard |
| Magnus Norman | 6-1 6-2 6-4 | W | H2H | Match data | Jan 30, 2000* | SF | Australian Open | Grand Slam | Hard |
| Andre Agassi | 6-3 3-6 2-6 4-6 | L | H2H | Match data | Jan 31, 2000* | F | Australian Open | Grand Slam | Hard |
| Gianluca Pozzi | 1-6 6-4 6-4 | W | H2H | Match data | Feb 10, 2000* | R32 | Marseille | ATP International Series → modern equivalent ATP 250 | Hard |
| Ivan Ljubicic | 6-7(5) 3-6 | L | H2H | Match data | Feb 11, 2000* | R16 | Marseille | ATP International Series → modern equivalent ATP 250 | Hard |
| Nicklas Kulti | 6-2 6-2 | W | H2H | Match data | Feb 17, 2000* | R32 | ABN AMRO Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Nicolas Escude | 6-3 6-3 | W | H2H | Match data | Feb 18, 2000* | R16 | ABN AMRO Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Greg Rusedski | 6-7(3) 6-4 6-4 | W | H2H | Match data | Feb 19, 2000* | QF | ABN AMRO Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Tim Henman | 3-6 6-4 3-6 | L | H2H | Match data | Feb 19, 2000* | SF | ABN AMRO Open | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Andrei Medvedev | 6-3 6-4 | W | H2H | Match data | Feb 24, 2000* | R32 | London | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Daniel Vacek | 6-2 7-5 | W | H2H | Match data | Feb 25, 2000* | R16 | London | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Fabrice Santoro | 6-3 6-2 | W | H2H | Match data | Feb 26, 2000* | QF | London | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Greg Rusedski | 6-3 7-6(4) | W | H2H | Match data | Feb 26, 2000* | SF | London | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Marc Rosset | 4-6 4-6 | L | H2H | Match data | Feb 27, 2000* | F | London | ATP International Series Gold → modern equivalent ATP 500 | Hard |
| Vincent Spadea | 6-1 6-1 | W | H2H | Match data | Mar 15, 2000* | R64 | Indian Wells Open | Masters 1000 | Hard |
| Sjeng Schalken | 5-7 2-6 | L | H2H | Match data | Mar 16, 2000* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Guillermo Canas | 6-3 4-6 6-4 | W | H2H | Match data | Mar 22, 2000* | R64 | Miami Open | Masters 1000 | Hard |
| Fernando Meligeni | 6-4 6-3 | W | H2H | Match data | Mar 23, 2000* | R32 | Miami Open | Masters 1000 | Hard |
| Lleyton Hewitt | 4-6 3-6 | L | H2H | Match data | Mar 25, 2000* | R16 | Miami Open | Masters 1000 | Hard |
| Francisco Clavet | 7-6(6) 6-7(5) 2-6 | L | H2H | Match data | Apr 13, 2000* | R32 | Estoril Open | ATP International Series → modern equivalent ATP 250 | Clay |
| Daniel Vacek | 6-3 6-3 | W | H2H | Match data | Apr 19, 2000* | R64 | Monte-Carlo Masters | Masters 1000 | Clay |
| Dominik Hrbaty | 3-6 7-5 4-6 | L | H2H | Match data | Apr 20, 2000* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Carlos Moya | 2-6 6-7(4) | L | H2H | Match data | Apr 27, 2000* | R32 | Barcelona Open | ATP International Series Gold → modern equivalent ATP 500 | Clay |
| Davide Sanguinetti | 6-4 5-7 6-1 | W | H2H | Match data | May 4, 2000* | R32 | Mallorca | ATP International Series → modern equivalent ATP 250 | Clay |
| Juan Ignacio Chela | 7-5 0-6 3-6 | L | H2H | Match data | May 5, 2000* | R16 | Mallorca | ATP International Series → modern equivalent ATP 250 | Clay |
| Andrea Gaudenzi | 6-3 2-6 7-5 | W | H2H | Match data | May 10, 2000* | R64 | Italian Open | Masters 1000 | Clay |
| Mariano Puerta | 4-6 4-6 | L | H2H | Match data | May 11, 2000* | R32 | Italian Open | Masters 1000 | Clay |
| Sjeng Schalken | 4-6 3-6 | L | H2H | Match data | May 17, 2000* | R64 | Hamburg Open | Masters 1000 | Clay |
| Ivan Ljubicic | 6-4 6-4 3-6 3-6 6-4 | W | H2H | Match data | May 31, 2000* | R128 | Roland Garros | Grand Slam | Clay |
| Mariano Zabaleta | 6-2 3-6 6-7(6) 6-4 6-4 | W | H2H | Match data | Jun 2, 2000* | R64 | Roland Garros | Grand Slam | Clay |
| Sebastien Grosjean | 6-3 6-1 5-7 6-4 | W | H2H | Match data | Jun 4, 2000* | R32 | Roland Garros | Grand Slam | Clay |
| Fernando Vicente | 5-7 6-3 5-7 7-6(4) 8-6 | W | H2H | Match data | Jun 7, 2000* | R16 | Roland Garros | Grand Slam | Clay |
| Gustavo Kuerten | 3-6 6-3 6-4 4-6 2-6 | L | H2H | Match data | Jun 9, 2000* | QF | Roland Garros | Grand Slam | Clay |
| Fernando Vicente | 6-7(4) 7-6(5) 6-4 | W | H2H | Match data | Jun 15, 2000* | R32 | Halle Open | ATP International Series → modern equivalent ATP 250 | Grass |
| Oscar Burrieza | 6-7(3) 7-6(6) 6-3 | W | — | Match data | Jun 16, 2000* | R16 | Halle Open | ATP International Series → modern equivalent ATP 250 | Grass |
| Nicolas Escude | 7-6(9) 6-3 | W | H2H | Match data | Jun 17, 2000* | QF | Halle Open | ATP International Series → modern equivalent ATP 250 | Grass |
| David Prinosil | 4-6 6-7(4) | L | H2H | Match data | Jun 17, 2000* | SF | Halle Open | ATP International Series → modern equivalent ATP 250 | Grass |
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.