Match log updated: 2026-08-31 13:51 UTC
Pete Sampras — ATP Match Log
948 main-draw matches · 739–209 · 78.0% wins
| Opponent | Score | Result | H2H | Match Data | Date ↑ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Alex Corretja | 7-6(5) 5-7 5-7 6-4 7-6(7) | W | H2H | Match data | Sep 6, 1996* | QF | US Open | Grand Slam | Hard |
| Goran Ivanisevic | 6-3 6-4 6-7(9) 6-3 | W | H2H | Match data | Sep 8, 1996* | SF | US Open | Grand Slam | Hard |
| Michael Chang | 6-1 6-4 7-6(3) | W | H2H | Match data | Sep 9, 1996* | F | US Open | Grand Slam | Hard |
| Alex Radulescu | 5-7 6-3 7-5 | W | H2H | Match data | Sep 26, 1996* | R32 | Swiss Indoors | World Series → modern equivalent ATP 250 | Hard |
| Tommy Haas | 6-4 2-6 6-3 | W | H2H | Match data | Sep 27, 1996* | R16 | Swiss Indoors | World Series → modern equivalent ATP 250 | Hard |
| Mikael Tillstrom | 6-3 6-4 | W | H2H | Match data | Sep 28, 1996* | QF | Swiss Indoors | World Series → modern equivalent ATP 250 | Hard |
| Yevgeny Kafelnikov | 7-6(4) 6-3 | W | H2H | Match data | Sep 28, 1996* | SF | Swiss Indoors | World Series → modern equivalent ATP 250 | Hard |
| Hendrik Dreekmann | 7-5 6-2 6-0 | W | H2H | Match data | Sep 29, 1996* | F | Swiss Indoors | World Series → modern equivalent ATP 250 | Hard |
| Sargis Sargsian | 6-3 6-4 | W | H2H | Match data | Oct 24, 1996* | R32 | Stuttgart Masters | Masters 1000 | Carpet |
| Felix Mantilla | 6-1 6-4 | W | H2H | Match data | Oct 26, 1996* | R16 | Stuttgart Masters | Masters 1000 | Carpet |
| Andre Agassi | 6-4 6-1 | W | H2H | Match data | Oct 27, 1996* | QF | Stuttgart Masters | Masters 1000 | Carpet |
| Jan Siemerink | 6-3 6-4 | W | H2H | Match data | Oct 27, 1996* | SF | Stuttgart Masters | Masters 1000 | Carpet |
| Boris Becker | 6-3 3-6 6-3 3-6 4-6 | L | H2H | Match data | Oct 28, 1996* | F | Stuttgart Masters | Masters 1000 | Carpet |
| Marc Rosset | 4-6 4-6 | L | H2H | Match data | Oct 31, 1996* | R32 | Paris Masters | Masters 1000 | Carpet |
| Andre Agassi | 6-2 6-1 | W | H2H | Match data | Nov 19, 1996 | RR | ATP Finals | ATP Finals | Carpet |
| Boris Becker | 6-7(10) 6-7(4) | L | H2H | Match data | Nov 19, 1996 | RR | ATP Finals | ATP Finals | Carpet |
| Yevgeny Kafelnikov | 6-4 6-4 | W | H2H | Match data | Nov 19, 1996 | RR | ATP Finals | ATP Finals | Carpet |
| Goran Ivanisevic | 6-7(6) 7-6(4) 7-5 | W | H2H | Match data | Nov 26, 1996* | SF | ATP Finals | ATP Finals | Carpet |
| Boris Becker | 3-6 7-6(5) 7-6(4) 6-7(11) 6-4 | W | H2H | Match data | Nov 27, 1996* | F | ATP Finals | ATP Finals | Carpet |
| Dinu Pescariu | 6-2 6-4 6-2 | W | H2H | Match data | Jan 15, 1997* | R128 | Australian Open | Grand Slam | Hard |
| Adrian Voinea | 3-6 6-2 6-3 6-2 | W | H2H | Match data | Jan 17, 1997* | R64 | Australian Open | Grand Slam | Hard |
| Mark Woodforde | 6-1 6-0 6-1 | W | H2H | Match data | Jan 19, 1997* | R32 | Australian Open | Grand Slam | Hard |
| Dominik Hrbaty | 6-7(4) 6-3 6-4 3-6 6-4 | W | H2H | Match data | Jan 22, 1997* | R16 | Australian Open | Grand Slam | Hard |
| Albert Costa | 6-3 6-7(5) 6-1 3-6 6-2 | W | H2H | Match data | Jan 24, 1997* | QF | Australian Open | Grand Slam | Hard |
| Thomas Muster | 6-1 7-6(3) 6-3 | W | H2H | Match data | Jan 26, 1997* | SF | Australian Open | Grand Slam | Hard |
| Carlos Moya | 6-2 6-3 6-3 | W | H2H | Match data | Jan 27, 1997* | F | Australian Open | Grand Slam | Hard |
| Alex Radulescu | 7-6(3) 6-3 | W | H2H | Match data | Feb 13, 1997* | R32 | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Justin Gimelstob | 6-2 6-3 | W | H2H | Match data | Feb 14, 1997* | R16 | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Chris Woodruff | 6-2 6-3 | W | H2H | Match data | Feb 15, 1997* | QF | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Todd Martin | 6-2 6-3 | W | H2H | Match data | Feb 15, 1997* | SF | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Greg Rusedski | 3-6 5-0 (ret.) | W | H2H | Match data | Feb 16, 1997* | F | San Jose | World Series → modern equivalent ATP 250 | Hard |
| Marcelo Filippini | 6-4 6-1 | W | H2H | Match data | Feb 27, 1997* | R32 | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Jonas Bjorkman | 7-5 7-6(2) | W | H2H | Match data | Feb 28, 1997* | R16 | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Doug Flach | 6-4 6-2 | W | H2H | Match data | Mar 1, 1997* | QF | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Sjeng Schalken | 3-6 7-5 6-3 | W | H2H | Match data | Mar 1, 1997* | SF | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Patrick Rafter | 5-7 7-6(4) 6-3 | W | H2H | Match data | Mar 2, 1997* | F | Philadelphia | Championship Series → modern equivalent ATP 500 | Hard |
| Bohdan Ulihrach | 6-7(5) 5-7 | L | H2H | Match data | Mar 13, 1997* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Adrian Voinea | 6-2 6-0 | W | H2H | Match data | Mar 19, 1997* | R64 | Miami Open | Masters 1000 | Hard |
| Francisco Clavet | 6-3 7-6(3) | W | H2H | Match data | Mar 20, 1997* | R32 | Miami Open | Masters 1000 | Hard |
| Magnus Larsson | 6-2 6-0 | W | H2H | Match data | Mar 22, 1997* | R16 | Miami Open | Masters 1000 | Hard |
| Hendrik Dreekmann | (w/o) | W | H2H | Match data | Mar 23, 1997* | QF | Miami Open | Masters 1000 | Hard |
| Sergi Bruguera | 7-5 6-7(2) 4-6 | L | H2H | Match data | Mar 23, 1997* | SF | Miami Open | Masters 1000 | Hard |
| Magnus Larsson | 6-3 2-6 3-6 | L | H2H | Match data | Apr 24, 1997* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Jim Courier | 6-7(5) 4-6 | L | H2H | Match data | May 14, 1997* | R64 | Italian Open | Masters 1000 | Clay |
| Fabrice Santoro | 6-3 7-5 6-1 | W | H2H | Match data | May 28, 1997* | R128 | Roland Garros | Grand Slam | Clay |
| Francisco Clavet | 6-1 6-2 6-2 | W | H2H | Match data | May 30, 1997* | R64 | Roland Garros | Grand Slam | Clay |
| Magnus Norman | 2-6 4-6 6-2 4-6 | L | H2H | Match data | Jun 1, 1997* | R32 | Roland Garros | Grand Slam | Clay |
| Javier Frana | 6-3 6-2 | W | H2H | Match data | Jun 12, 1997* | R32 | Queen's Club Championships | World Series → modern equivalent ATP 250 | Grass |
| Brett Steven | (w/o) | W | H2H | Match data | Jun 13, 1997* | R16 | Queen's Club Championships | World Series → modern equivalent ATP 250 | Grass |
| Jonas Bjorkman | 6-3 3-6 4-6 | L | H2H | Match data | Jun 14, 1997* | QF | Queen's Club Championships | World Series → modern equivalent ATP 250 | Grass |
| Mikael Tillstrom | 6-4 6-4 6-2 | W | H2H | Match data | Jun 25, 1997* | R128 | Wimbledon | Grand Slam | Grass |
| Hendrik Dreekmann | 7-6(2) 7-5 7-5 | W | H2H | Match data | Jun 27, 1997* | R64 | Wimbledon | Grand Slam | Grass |
| Byron Black | 6-1 6-2 6-2 | W | H2H | Match data | Jun 29, 1997* | R32 | Wimbledon | Grand Slam | Grass |
| Petr Korda | 6-4 6-3 6-7(8) 6-7(1) 6-4 | W | H2H | Match data | Jul 2, 1997* | R16 | Wimbledon | Grand Slam | Grass |
| Boris Becker | 6-1 6-7(5) 6-1 6-4 | W | H2H | Match data | Jul 4, 1997* | QF | Wimbledon | Grand Slam | Grass |
| Todd Woodbridge | 6-2 6-1 7-6(3) | W | H2H | Match data | Jul 6, 1997* | SF | Wimbledon | Grand Slam | Grass |
| Cedric Pioline | 6-4 6-2 6-4 | W | H2H | Match data | Jul 7, 1997* | F | Wimbledon | Grand Slam | Grass |
| Justin Gimelstob | 6-2 6-4 | W | H2H | Match data | Aug 7, 1997* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Patrick Rafter | 7-6(4) 6-4 | W | H2H | Match data | Aug 9, 1997* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Yevgeny Kafelnikov | 6-2 6-2 | W | H2H | Match data | Aug 10, 1997* | QF | Cincinnati Open | Masters 1000 | Hard |
| Albert Costa | 6-3 6-4 | W | H2H | Match data | Aug 10, 1997* | SF | Cincinnati Open | Masters 1000 | Hard |
| Thomas Muster | 6-3 6-4 | W | H2H | Match data | Aug 11, 1997* | F | Cincinnati Open | Masters 1000 | Hard |
| Joshua Eagle | 6-3 7-5 | W | H2H | Match data | Aug 14, 1997* | R32 | Indianapolis | Championship Series → modern equivalent ATP 500 | Hard |
| Magnus Larsson | 6-7(6) 6-4 6-7(5) | L | H2H | Match data | Aug 15, 1997* | R16 | Indianapolis | Championship Series → modern equivalent ATP 500 | Hard |
| Todd Larkham | 6-3 6-1 6-3 | W | H2H | Match data | Aug 27, 1997* | R128 | US Open | Grand Slam | Hard |
| Patrick Baur | 7-5 6-4 6-3 | W | H2H | Match data | Aug 29, 1997* | R64 | US Open | Grand Slam | Hard |
| Alex Radulescu | 6-3 6-4 6-4 | W | H2H | Match data | Aug 31, 1997* | R32 | US Open | Grand Slam | Hard |
| Petr Korda | 7-6(4) 5-7 6-7(2) 6-3 6-7(3) | L | H2H | Match data | Sep 3, 1997* | R16 | US Open | Grand Slam | Hard |
| Felix Mantilla | 6-4 3-6 6-2 | W | H2H | Match data | Sep 27, 1997* | R16 | Grand Slam Cup | ATP Finals | Carpet |
| Jonas Bjorkman | 7-6 6-4 | W | H2H | Match data | Sep 28, 1997* | QF | Grand Slam Cup | ATP Finals | Carpet |
| Greg Rusedski | 3-6 7-6 7-6 6-2 | W | H2H | Match data | Sep 28, 1997* | SF | Grand Slam Cup | ATP Finals | Carpet |
| Patrick Rafter | 6-2 6-4 7-5 | W | H2H | Match data | Sep 29, 1997* | F | Grand Slam Cup | ATP Finals | Carpet |
| Magnus Gustafsson | 6-3 6-4 | W | H2H | Match data | Oct 23, 1997* | R32 | Stuttgart Masters | Masters 1000 | Carpet |
| Richard Krajicek | 4-6 4-6 | L | H2H | Match data | Oct 25, 1997* | R16 | Stuttgart Masters | Masters 1000 | Carpet |
| Boris Becker | 7-6(4) 3-6 6-3 | W | H2H | Match data | Oct 30, 1997* | R32 | Paris Masters | Masters 1000 | Carpet |
| Petr Korda | 4-6 7-6(2) 6-4 | W | H2H | Match data | Nov 1, 1997* | R16 | Paris Masters | Masters 1000 | Carpet |
| Thomas Muster | 6-1 4-6 6-2 | W | H2H | Match data | Nov 2, 1997* | QF | Paris Masters | Masters 1000 | Carpet |
| Yevgeny Kafelnikov | 7-6(2) 6-3 | W | H2H | Match data | Nov 2, 1997* | SF | Paris Masters | Masters 1000 | Carpet |
| Jonas Bjorkman | 6-3 4-6 6-3 6-1 | W | H2H | Match data | Nov 3, 1997* | F | Paris Masters | Masters 1000 | Carpet |
| Carlos Moya | 3-6 7-6(4) 2-6 | L | H2H | Match data | Nov 10, 1997 | RR | ATP Finals | ATP Finals | Hard |
| Greg Rusedski | 6-4 7-5 | W | H2H | Match data | Nov 10, 1997 | RR | ATP Finals | ATP Finals | Hard |
| Patrick Rafter | 6-4 6-1 | W | H2H | Match data | Nov 10, 1997 | RR | ATP Finals | ATP Finals | Hard |
| Jonas Bjorkman | 6-3 6-4 | W | H2H | Match data | Nov 17, 1997* | SF | ATP Finals | ATP Finals | Hard |
| Yevgeny Kafelnikov | 6-3 6-2 6-2 | W | H2H | Match data | Nov 18, 1997* | F | ATP Finals | ATP Finals | Hard |
| Sjeng Schalken | 7-5 6-4 6-2 | W | H2H | Match data | Jan 21, 1998* | R128 | Australian Open | Grand Slam | Hard |
| Davide Sanguinetti | 6-2 6-1 6-2 | W | H2H | Match data | Jan 23, 1998* | R64 | Australian Open | Grand Slam | Hard |
| Magnus Gustafsson | 7-5 6-3 6-4 | W | H2H | Match data | Jan 25, 1998* | R32 | Australian Open | Grand Slam | Hard |
| Hicham Arazi | 7-6(9) 6-4 6-4 | W | H2H | Match data | Jan 28, 1998* | R16 | Australian Open | Grand Slam | Hard |
| Karol Kucera | 4-6 2-6 7-6(5) 3-6 | L | H2H | Match data | Jan 30, 1998* | QF | Australian Open | Grand Slam | Hard |
| Jonathan Stark | 6-3 6-4 | W | H2H | Match data | Feb 12, 1998* | R32 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Jordi Burillo | 6-3 7-6(2) | W | H2H | Match data | Feb 13, 1998* | R16 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Mark Woodforde | 6-0 6-2 | W | H2H | Match data | Feb 14, 1998* | QF | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| John Van Lottum | 6-3 2-6 6-2 | W | — | Match data | Feb 14, 1998* | SF | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 2-6 4-6 | L | H2H | Match data | Feb 15, 1998* | F | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Xavier Malisse | 4-6 6-3 7-5 | W | H2H | Match data | Feb 26, 1998* | R32 | Philadelphia | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Andrea Gaudenzi | 7-6(6) 6-3 | W | H2H | Match data | Feb 27, 1998* | R16 | Philadelphia | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Sjeng Schalken | 6-2 6-2 | W | H2H | Match data | Feb 28, 1998* | QF | Philadelphia | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Tommy Haas | 6-4 6-4 | W | H2H | Match data | Feb 28, 1998* | SF | Philadelphia | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Thomas Enqvist | 7-5 7-6(3) | W | H2H | Match data | Mar 1, 1998* | F | Philadelphia | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Todd Martin | 6-1 7-5 | W | H2H | Match data | Mar 12, 1998* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Thomas Muster | 5-7 3-6 | L | H2H | Match data | Mar 14, 1998* | R16 | Indian Wells Open | Masters 1000 | Hard |
| Javier Sanchez | 6-1 6-2 | W | H2H | Match data | Mar 18, 1998* | R64 | Miami Open | Masters 1000 | Hard |
| Wayne Ferreira | 6-0 6-7(6) 3-6 | L | H2H | Match data | Mar 19, 1998* | R32 | Miami Open | Masters 1000 | Hard |
| Andre Agassi | 6-4 7-5 | W | H2H | Match data | Apr 23, 1998* | R32 | Monte-Carlo Masters | Masters 1000 | Clay |
| Fabrice Santoro | 1-6 1-6 | L | H2H | Match data | Apr 25, 1998* | R16 | Monte-Carlo Masters | Masters 1000 | Clay |
| Alex Obrien | 6-2 7-6(5) | W | — | Match data | Apr 30, 1998* | R32 | Atlanta | ATP World Series → modern equivalent ATP 250 | Clay |
| Davide Sanguinetti | 6-3 5-7 7-5 | W | H2H | Match data | May 1, 1998* | R16 | Atlanta | ATP World Series → modern equivalent ATP 250 | Clay |
| Ramon Delgado | 7-6(6) 7-6(3) | W | H2H | Match data | May 2, 1998* | QF | Atlanta | ATP World Series → modern equivalent ATP 250 | Clay |
| Alex Calatrava | 7-6(6) 6-3 | W | H2H | Match data | May 2, 1998* | SF | Atlanta | ATP World Series → modern equivalent ATP 250 | Clay |
| Jason Stoltenberg | 6-7(2) 6-3 7-6(4) | W | H2H | Match data | May 3, 1998* | F | Atlanta | ATP World Series → modern equivalent ATP 250 | Clay |
| Thomas Enqvist | 7-6(3) 6-4 | W | H2H | Match data | May 13, 1998* | R64 | Italian Open | Masters 1000 | Clay |
| Magnus Norman | 7-6(8) 6-4 | W | H2H | Match data | May 14, 1998* | R32 | Italian Open | Masters 1000 | Clay |
| Michael Chang | 2-6 6-7(6) | L | H2H | Match data | May 16, 1998* | R16 | Italian Open | Masters 1000 | Clay |
| Todd Martin | 6-4 6-3 6-3 | W | H2H | Match data | May 27, 1998* | R128 | Roland Garros | Grand Slam | Clay |
| Ramon Delgado | 6-7(6) 3-6 4-6 | L | H2H | Match data | May 29, 1998* | R64 | Roland Garros | Grand Slam | Clay |
| Wayne Black | 6-2 6-3 | W | H2H | Match data | Jun 11, 1998* | R32 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Mark Woodforde | 3-6 2-6 | L | H2H | Match data | Jun 12, 1998* | R16 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Dominik Hrbaty | 6-3 6-3 6-2 | W | H2H | Match data | Jun 24, 1998* | R128 | Wimbledon | Grand Slam | Grass |
| Mikael Tillstrom | 6-4 6-4 7-6(4) | W | H2H | Match data | Jun 26, 1998* | R64 | Wimbledon | Grand Slam | Grass |
| Thomas Enqvist | 6-3 7-6(4) 7-6(3) | W | H2H | Match data | Jun 28, 1998* | R32 | Wimbledon | Grand Slam | Grass |
| Sebastien Grosjean | 6-3 6-4 6-4 | W | H2H | Match data | Jul 1, 1998* | R16 | Wimbledon | Grand Slam | Grass |
| Mark Philippoussis | 7-6(5) 6-4 6-4 | W | H2H | Match data | Jul 3, 1998* | QF | Wimbledon | Grand Slam | Grass |
| Tim Henman | 6-3 4-6 7-5 6-3 | W | H2H | Match data | Jul 5, 1998* | SF | Wimbledon | Grand Slam | Grass |
| Goran Ivanisevic | 6-7(2) 7-6(9) 6-4 3-6 6-2 | W | H2H | Match data | Jul 6, 1998* | F | Wimbledon | Grand Slam | Grass |
| Gianluca Pozzi | 6-1 6-2 | W | H2H | Match data | Aug 6, 1998* | R32 | Canadian Open | Masters 1000 | Hard |
| Tommy Haas | 7-6(5) 6-2 | W | H2H | Match data | Aug 8, 1998* | R16 | Canadian Open | Masters 1000 | Hard |
| Andre Agassi | 7-6(5) 1-6 2-6 | L | H2H | Match data | Aug 9, 1998* | QF | Canadian Open | Masters 1000 | Hard |
| Martin Damm Sr | 6-4 6-2 | W | — | Match data | Aug 13, 1998* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Jan-Michael Gambill | 7-6(3) 6-3 | W | H2H | Match data | Aug 15, 1998* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Vincent Spadea | 6-3 6-2 | W | H2H | Match data | Aug 16, 1998* | QF | Cincinnati Open | Masters 1000 | Hard |
| Magnus Larsson | 7-5 2-6 6-1 | W | H2H | Match data | Aug 16, 1998* | SF | Cincinnati Open | Masters 1000 | Hard |
| Patrick Rafter | 6-1 6-7(2) 4-6 | L | H2H | Match data | Aug 17, 1998* | F | Cincinnati Open | Masters 1000 | Hard |
| Lleyton Hewitt | 6-1 7-6(4) | W | H2H | Match data | Aug 20, 1998* | R32 | New Haven | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Leander Paes | 3-6 4-6 | L | H2H | Match data | Aug 21, 1998* | R16 | New Haven | ATP Championship Series → modern equivalent ATP 500 | Hard |
| Marc Kevin Goellner | 6-3 6-3 6-2 | W | H2H | Match data | Sep 2, 1998* | R128 | US Open | Grand Slam | Hard |
| Paul Goldstein | 7-6(4) 2-6 6-3 6-3 | W | H2H | Match data | Sep 4, 1998* | R64 | US Open | Grand Slam | Hard |
| Mikael Tillstrom | 6-2 6-3 6-1 | W | H2H | Match data | Sep 6, 1998* | R32 | US Open | Grand Slam | Hard |
| Marat Safin | 6-4 6-3 6-2 | W | H2H | Match data | Sep 9, 1998* | R16 | US Open | Grand Slam | Hard |
| Karol Kucera | 6-3 7-5 6-4 | W | H2H | Match data | Sep 11, 1998* | QF | US Open | Grand Slam | Hard |
| Patrick Rafter | 7-6(8) 4-6 6-2 4-6 3-6 | L | H2H | Match data | Sep 13, 1998* | SF | US Open | Grand Slam | Hard |
| Wayne Ferreira | 6-4 6-7(4) 3-6 | L | H2H | Match data | Oct 8, 1998* | R32 | Swiss Indoors | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan Kroslak | 6-2 7-5 | W | H2H | Match data | Oct 15, 1998* | R32 | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Jeff Tarango | 5-7 6-1 6-3 | W | H2H | Match data | Oct 16, 1998* | R16 | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Tim Henman | 6-0 6-3 | W | H2H | Match data | Oct 17, 1998* | QF | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Todd Martin | 6-3 7-6(4) | W | H2H | Match data | Oct 17, 1998* | SF | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Karol Kucera | 6-3 7-6(3) 6-1 | W | H2H | Match data | Oct 18, 1998* | F | Vienna Open | ATP Championship Series → modern equivalent ATP 500 | Carpet |
| Todd Martin | 6-4 1-6 6-4 | W | H2H | Match data | Oct 22, 1998* | R32 | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Todd Woodbridge | 6-2 6-4 | W | H2H | Match data | Oct 23, 1998* | R16 | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Tommy Haas | (w/o) | L | H2H | Match data | Oct 24, 1998* | QF | Montpellier Open | ATP World Series → modern equivalent ATP 250 | Carpet |
| Nicolas Kiefer | 6-3 6-4 | W | H2H | Match data | Oct 29, 1998* | R32 | Stuttgart Masters | Masters 1000 | Hard |
| Bohdan Ulihrach | 6-3 6-3 | W | H2H | Match data | Oct 31, 1998* | R16 | Stuttgart Masters | Masters 1000 | Hard |
| Jan-Michael Gambill | 4-1 (ret.) | W | H2H | Match data | Nov 1, 1998* | QF | Stuttgart Masters | Masters 1000 | Hard |
| Richard Krajicek | 7-6(2) 4-6 6-7(5) | L | H2H | Match data | Nov 1, 1998* | SF | Stuttgart Masters | Masters 1000 | Hard |
| Thomas Johansson | 7-6(7) 6-1 | W | H2H | Match data | Nov 5, 1998* | R32 | Paris Masters | Masters 1000 | Carpet |
| Jerome Golmard | 6-7(4) 6-4 6-4 | W | H2H | Match data | Nov 7, 1998* | R16 | Paris Masters | Masters 1000 | Carpet |
| Mark Philippoussis | 6-3 6-3 | W | H2H | Match data | Nov 8, 1998* | QF | Paris Masters | Masters 1000 | Carpet |
| Todd Martin | 6-4 7-6(5) | W | H2H | Match data | Nov 8, 1998* | SF | Paris Masters | Masters 1000 | Carpet |
| Greg Rusedski | 4-6 6-7(4) 3-6 | L | H2H | Match data | Nov 9, 1998* | F | Paris Masters | Masters 1000 | Carpet |
| Jason Stoltenberg | 6-7(5) 6-4 4-6 | L | H2H | Match data | Nov 12, 1998* | R32 | Stockholm Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Carlos Moya | 6-3 6-3 | W | H2H | Match data | Nov 23, 1998 | RR | ATP Finals | ATP Finals | Hard |
| Karol Kucera | 6-2 6-1 | W | H2H | Match data | Nov 23, 1998 | RR | ATP Finals | ATP Finals | Hard |
| Yevgeny Kafelnikov | 6-2 6-4 | W | H2H | Match data | Nov 23, 1998 | RR | ATP Finals | ATP Finals | Hard |
| Alex Corretja | 6-4 3-6 6-7(3) | L | H2H | Match data | Nov 30, 1998* | SF | ATP Finals | ATP Finals | Hard |
| Galo Blanco | 6-4 6-4 | W | H2H | Match data | Feb 11, 1999* | R32 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Martin Rodriguez | 7-5 6-3 | W | H2H | Match data | Feb 12, 1999* | R16 | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Bernd Karbacher | 7-5 6-3 | W | H2H | Match data | Feb 13, 1999* | QF | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Mark Philippoussis | (w/o) | L | H2H | Match data | Feb 13, 1999* | SF | San Jose | ATP World Series → modern equivalent ATP 250 | Hard |
| Ramon Delgado | 7-6(2) 6-2 | W | H2H | Match data | Mar 4, 1999* | R32 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan-Michael Gambill | 6-4 3-6 4-6 | L | H2H | Match data | Mar 5, 1999* | R16 | Scottsdale | ATP World Series → modern equivalent ATP 250 | Hard |
| Felix Mantilla | 6-7(6) 6-3 3-6 | L | H2H | Match data | Mar 11, 1999* | R32 | Indian Wells Open | Masters 1000 | Hard |
| Jim Courier | 6-3 7-6(3) | W | H2H | Match data | Mar 17, 1999* | R64 | Miami Open | Masters 1000 | Hard |
| Jonas Bjorkman | 7-5 6-3 | W | H2H | Match data | Mar 18, 1999* | R32 | Miami Open | Masters 1000 | Hard |
| Albert Costa | 6-4 6-4 | W | H2H | Match data | Mar 20, 1999* | R16 | Miami Open | Masters 1000 | Hard |
| Richard Krajicek | 2-6 6-7(6) | L | H2H | Match data | Mar 21, 1999* | QF | Miami Open | Masters 1000 | Hard |
| Bohdan Ulihrach | 3-6 6-2 7-6(2) | W | H2H | Match data | May 12, 1999* | R64 | Italian Open | Masters 1000 | Clay |
| Fernando Meligeni | 3-6 1-6 | L | H2H | Match data | May 13, 1999* | R32 | Italian Open | Masters 1000 | Clay |
| Juan Antonio Marin | 6-7(5) 6-4 7-5 6-7(9) 6-4 | W | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Andrei Medvedev | 5-7 6-1 4-6 3-6 | L | H2H | Match data | May 28, 1999* | R64 | Roland Garros | Grand Slam | Clay |
| Todd Woodbridge | 6-4 6-7(8) 6-4 | W | H2H | Match data | Jun 10, 1999* | R32 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Wayne Arthurs | 7-5 6-3 | W | H2H | Match data | Jun 11, 1999* | R16 | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Goran Ivanisevic | 7-5 6-4 | W | H2H | Match data | Jun 12, 1999* | QF | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Lleyton Hewitt | 4-6 6-4 7-6(4) | W | H2H | Match data | Jun 12, 1999* | SF | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Tim Henman | 6-7(1) 6-4 7-6(4) | W | H2H | Match data | Jun 13, 1999* | F | Queen's Club Championships | ATP World Series → modern equivalent ATP 250 | Grass |
| Scott Draper | 6-3 6-4 6-4 | W | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Sebastien Lareau | 6-4 6-2 6-3 | W | H2H | Match data | Jun 25, 1999* | R64 | Wimbledon | Grand Slam | Grass |
| Danny Sapsford | 6-3 6-4 7-5 | W | H2H | Match data | Jun 27, 1999* | R32 | Wimbledon | Grand Slam | Grass |
| Daniel Nestor | 6-3 6-4 6-2 | W | H2H | Match data | Jun 30, 1999* | R16 | Wimbledon | Grand Slam | Grass |
| Mark Philippoussis | 4-6 2-1 (ret.) | W | H2H | Match data | Jul 2, 1999* | QF | Wimbledon | Grand Slam | Grass |
| Tim Henman | 3-6 6-4 6-3 6-4 | W | H2H | Match data | Jul 4, 1999* | SF | Wimbledon | Grand Slam | Grass |
| Andre Agassi | 6-3 6-4 7-5 | W | H2H | Match data | Jul 5, 1999* | F | Wimbledon | Grand Slam | Grass |
| Phillip King | 6-1 6-2 | W | H2H | Match data | Jul 29, 1999* | R32 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Sebastien Lareau | 7-6(5) 6-3 | W | H2H | Match data | Jul 30, 1999* | R16 | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Wayne Ferreira | 4-6 6-3 6-3 | W | H2H | Match data | Jul 31, 1999* | QF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| James Sekulov | 6-0 6-2 | W | H2H | Match data | Jul 31, 1999* | SF | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Andre Agassi | 7-6(3) 7-6(1) | W | H2H | Match data | Aug 1, 1999* | F | Los Angeles Open | ATP World Series → modern equivalent ATP 250 | Hard |
| Jan Siemerink | 7-6(9) 6-4 | W | H2H | Match data | Aug 12, 1999* | R32 | Cincinnati Open | Masters 1000 | Hard |
| Rainer Schuettler | 7-5 7-6(2) | W | H2H | Match data | Aug 14, 1999* | R16 | Cincinnati Open | Masters 1000 | Hard |
| Richard Krajicek | 6-4 6-2 | W | H2H | Match data | Aug 15, 1999* | QF | Cincinnati Open | Masters 1000 | Hard |
| Andre Agassi | 7-6(7) 6-4 | W | H2H | Match data | Aug 15, 1999* | SF | Cincinnati Open | Masters 1000 | Hard |
| Patrick Rafter | 7-6(7) 6-3 | W | H2H | Match data | Aug 16, 1999* | F | Cincinnati Open | Masters 1000 | Hard |
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.