Match log updated: 2026-09-04 04:31 UTC
Venus Williams — WTA Match Log
Main draw matches: 1,081 | W: 782 | L: 299 | Win %: 72.3%
| Opponent | Score | Result | H2H | Match Data | Date ↑ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Shaun Stafford | 6-3 6-4 | W | H2H | Match data | Nov 3, 1994* | R32 | Oakland | Tier II → modern equivalent WTA 500 | Carpet |
| Arantxa Sanchez-Vicario | 6-2 3-6 0-6 | L | H2H | Match data | Nov 4, 1994* | R16 | Oakland | Tier II → modern equivalent WTA 500 | Carpet |
| Asa Carlsson | 4-6 1-6 | L | H2H | Match data | Aug 9, 1995* | R64 | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Sabine Appelmans | 4-6 6-7 | L | H2H | Match data | Aug 16, 1995* | R64 | Canadian Open | Tier I → modern equivalent WTA 1000 | Hard |
| Rosalyn Fairbank | 6-2 6-1 | W | H2H | Match data | Nov 2, 1995* | R32 | Oakland | Tier II → modern equivalent WTA 500 | Carpet |
| Amy Frazier | 4-6 6-3 6-3 | W | H2H | Match data | Nov 3, 1995* | R16 | Oakland | Tier II → modern equivalent WTA 500 | Carpet |
| Magdalena Maleeva | 2-6 3-6 | L | H2H | Match data | Nov 4, 1995* | QF | Oakland | Tier II → modern equivalent WTA 500 | Carpet |
| Julie Halard-Decugis | 2-6 4-6 | L | H2H | Match data | Mar 13, 1996* | R64 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Veronika Martinek | 3-5 (ret.) | L | H2H | Match data | Apr 10, 1996* | R64 | Amelia Island | Tier II → modern equivalent WTA 500 | Clay |
| Ludmila Richterova | 7-6 6-3 6-2 | W | H2H | Match data | Aug 14, 1996* | R64 | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Linda Wild | 6-1 6-2 | W | H2H | Match data | Aug 15, 1996* | R32 | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Steffi Graf | 4-6 4-6 | L | H2H | Match data | Aug 16, 1996* | R16 | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Katarina Studenikova | 4-6 6-3 5-7 | L | H2H | Match data | Aug 22, 1996* | R32 | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| Brenda Schultz-Mccarthy | 6-1 4-6 4-6 | L | H2H | Match data | Nov 7, 1996* | R32 | Oakland | Tier II → modern equivalent WTA 500 | Carpet |
| Anne Miller | 6-2 6-4 | W | H2H | Match data | Mar 12, 1997* | R64 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Ai Sugiyama | 3-6 6-3 6-2 | W | H2H | Match data | Mar 13, 1997* | R32 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Iva Majoli | 7-5 3-6 7-5 | W | H2H | Match data | Mar 15, 1997* | R16 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Lindsay Davenport | 4-6 7-5 6-7 | L | H2H | Match data | Mar 16, 1997* | QF | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Ginger Helgeson | 6-1 4-6 6-3 | W | H2H | Match data | Mar 21, 1997* | R128 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Jennifer Capriati | 7-6 3-6 6-2 | W | H2H | Match data | Mar 22, 1997* | R64 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Martina Hingis | 4-6 2-6 | L | H2H | Match data | Mar 23, 1997* | R32 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Jolene Watanabe | 1-6 6-4 6-1 | W | H2H | Match data | Apr 9, 1997* | R64 | Amelia Island | Tier II → modern equivalent WTA 500 | Clay |
| Chanda Rubin | 4-6 0-6 | L | H2H | Match data | Apr 10, 1997* | R32 | Amelia Island | Tier II → modern equivalent WTA 500 | Clay |
| Naoko Sawamatsu | 6-2 6-7(2) 7-5 | W | H2H | Match data | May 28, 1997* | R128 | Roland Garros | Grand Slam | Clay |
| Nathalie Tauziat | 7-5 3-6 5-7 | L | H2H | Match data | May 29, 1997* | R64 | Roland Garros | Grand Slam | Clay |
| Chanda Rubin | 6-4 6-4 | W | H2H | Match data | Jun 20, 1997* | R32 | Eastbourne Open | WTA 250 | Grass |
| Nathalie Tauziat | 3-6 7-5 4-6 | L | H2H | Match data | Jun 21, 1997* | R16 | Eastbourne Open | WTA 250 | Grass |
| Magdalena Grzybowska | 6-4 2-6 4-6 | L | H2H | Match data | Jun 25, 1997* | R128 | Wimbledon | Grand Slam | Grass |
| Florencia Labat | 6-3 6-2 | W | H2H | Match data | Jul 31, 1997* | R32 | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| Martina Hingis | 2-6 1-6 | L | H2H | Match data | Aug 1, 1997* | R16 | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| Ann Grossman | 6-0 6-3 | W | H2H | Match data | Aug 7, 1997* | R32 | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Anke Huber | 6-7 4-6 | L | H2H | Match data | Aug 8, 1997* | R16 | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Nathalie Dechy | 1-6 6-1 1-6 | L | H2H | Match data | Aug 13, 1997* | R64 | Canadian Open | Tier I → modern equivalent WTA 1000 | Hard |
| Larisa Savchenko | 5-7 6-0 6-1 | W | H2H | Match data | Aug 27, 1997* | R128 | US Open | Grand Slam | Hard |
| Gala Leon Garcia | 6-0 6-1 | W | H2H | Match data | Aug 28, 1997* | R64 | US Open | Grand Slam | Hard |
| Anke Huber | 6-3 6-4 | W | H2H | Match data | Aug 31, 1997* | R32 | US Open | Grand Slam | Hard |
| Joannette Kruger | 6-2 6-3 | W | H2H | Match data | Sep 2, 1997* | R16 | US Open | Grand Slam | Hard |
| Sandrine Testud | 7-5 7-5 | W | H2H | Match data | Sep 4, 1997* | QF | US Open | Grand Slam | Hard |
| Irina Spirlea | 7-6 4-6 7-6 | W | H2H | Match data | Sep 6, 1997* | SF | US Open | Grand Slam | Hard |
| Martina Hingis | 0-6 4-6 | L | H2H | Match data | Sep 7, 1997* | F | US Open | Grand Slam | Hard |
| Ruxandra Dragomir Ilie | 6-0 6-3 | W | H2H | Match data | Oct 15, 1997* | R32 | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Anke Huber | (w/o) | W | H2H | Match data | Oct 16, 1997* | R16 | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Lindsay Davenport | 0-6 4-6 | L | H2H | Match data | Oct 17, 1997* | QF | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Elena Likhovtseva | 7-6 6-3 | W | H2H | Match data | Oct 30, 1997* | R32 | Kremlin Cup | Tier I → modern equivalent WTA 1000 | Carpet |
| Silvia Farina Elia | 6-4 6-0 | W | H2H | Match data | Oct 31, 1997* | R16 | Kremlin Cup | Tier I → modern equivalent WTA 1000 | Carpet |
| Jana Novotna | 5-7 4-6 | L | H2H | Match data | Nov 1, 1997* | QF | Kremlin Cup | Tier I → modern equivalent WTA 1000 | Carpet |
| Irina Spirlea | 3-6 2-6 | L | H2H | Match data | Nov 13, 1997* | R32 | Philadelphia | Tier II → modern equivalent WTA 500 | Carpet |
| Ruxandra Dragomir Ilie | 6-4 (ret.) | W | H2H | Match data | Jan 14, 1998* | R32 | Sydney International | Tier II → modern equivalent WTA 500 | Hard |
| Martina Hingis | 3-6 6-4 7-5 | W | H2H | Match data | Jan 15, 1998* | R16 | Sydney International | Tier II → modern equivalent WTA 500 | Hard |
| Magdalena Maleeva | 6-2 6-2 | W | H2H | Match data | Jan 16, 1998* | QF | Sydney International | Tier II → modern equivalent WTA 500 | Hard |
| Ai Sugiyama | 6-1 7-6 | W | H2H | Match data | Jan 16, 1998* | SF | Sydney International | Tier II → modern equivalent WTA 500 | Hard |
| Arantxa Sanchez-Vicario | 1-6 3-6 | L | H2H | Match data | Jan 17, 1998* | F | Sydney International | Tier II → modern equivalent WTA 500 | Hard |
| Alexia Dechaume Balleret | 6-3 6-0 | W | H2H | Match data | Jan 21, 1998* | R128 | Australian Open | Grand Slam | Hard |
| Serena Williams | 7-6(4) 6-1 | W | H2H | Match data | Jan 23, 1998* | R64 | Australian Open | Grand Slam | Hard |
| Amélie Mauresmo | 6-1 6-4 | W | H2H | Match data | Jan 25, 1998* | R32 | Australian Open | Grand Slam | Hard |
| Patty Schnyder | 6-4 6-1 | W | H2H | Match data | Jan 28, 1998* | R16 | Australian Open | Grand Slam | Hard |
| Lindsay Davenport | 6-1 5-7 3-6 | L | H2H | Match data | Jan 30, 1998* | QF | Australian Open | Grand Slam | Hard |
| Nana Smith | 6-3 6-2 | W | H2H | Match data | Feb 26, 1998* | R32 | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Mariaan De Swardt | 6-1 6-3 | W | H2H | Match data | Feb 27, 1998* | R16 | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Francesca Lubiani | 7-6 6-4 | W | H2H | Match data | Feb 28, 1998* | QF | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Lindsay Davenport | 6-7 6-2 6-3 | W | H2H | Match data | Feb 28, 1998* | SF | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Joannette Kruger | 6-3 6-2 | W | H2H | Match data | Mar 1, 1998* | F | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Silvia Farina Elia | 6-3 6-1 | W | H2H | Match data | Mar 5, 1998 | R32 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Dominique Monami | 6-4 6-1 | W | H2H | Match data | Mar 5, 1998 | R16 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Joannette Kruger | 6-1 6-3 | W | H2H | Match data | Mar 5, 1998 | QF | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Martina Hingis | 0-6 6-7 | L | H2H | Match data | Mar 5, 1998 | SF | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Tatiana Panova | 6-3 6-3 | W | H2H | Match data | Mar 21, 1998* | R64 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Olga Barabanschikova | 6-2 6-1 | W | H2H | Match data | Mar 22, 1998* | R32 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Rita Grande | 6-1 6-4 | W | H2H | Match data | Mar 23, 1998* | R16 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Silvia Farina Elia | 6-1 6-2 | W | H2H | Match data | Mar 24, 1998* | QF | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Martina Hingis | 6-2 5-7 6-2 | W | H2H | Match data | Mar 24, 1998* | SF | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Anna Kournikova | 2-6 6-4 6-1 | W | H2H | Match data | Mar 25, 1998* | F | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Yayuk Basuki | 6-2 6-3 | W | H2H | Match data | May 6, 1998* | R64 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| María Sánchez Lorenzo | 6-1 6-4 | W | H2H | Match data | May 7, 1998* | R32 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Alexandra Fusai | 6-1 6-1 | W | H2H | Match data | May 8, 1998* | R16 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Serena Williams | 6-4 6-2 | W | H2H | Match data | May 9, 1998* | QF | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Arantxa Sanchez-Vicario | 6-3 2-6 7-5 | W | H2H | Match data | May 9, 1998* | SF | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Martina Hingis | 3-6 6-2 3-6 | L | H2H | Match data | May 10, 1998* | F | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Tamarine Tanasugarn | 6-3 6-1 | W | H2H | Match data | May 27, 1998* | R128 | Roland Garros | Grand Slam | Clay |
| Ai Sugiyama | 6-0 6-2 | W | H2H | Match data | May 28, 1998* | R64 | Roland Garros | Grand Slam | Clay |
| Alexia Dechaume Balleret | 6-2 6-1 | W | H2H | Match data | May 31, 1998* | R32 | Roland Garros | Grand Slam | Clay |
| Henrieta Nagyova | 6-1 6-3 | W | H2H | Match data | Jun 2, 1998* | R16 | Roland Garros | Grand Slam | Clay |
| Martina Hingis | 3-6 4-6 | L | H2H | Match data | Jun 4, 1998* | QF | Roland Garros | Grand Slam | Clay |
| Natasha Zvereva | 2-6 1-6 | L | H2H | Match data | Jun 19, 1998* | R16 | Eastbourne Open | Tier II → modern equivalent WTA 500 | Grass |
| Jana Nejedly | 6-3 6-3 | W | H2H | Match data | Jun 24, 1998* | R128 | Wimbledon | Grand Slam | Grass |
| Barbara Schett | 6-1 6-2 | W | H2H | Match data | Jun 26, 1998* | R64 | Wimbledon | Grand Slam | Grass |
| Chanda Rubin | 6-3 6-4 | W | H2H | Match data | Jun 28, 1998* | R32 | Wimbledon | Grand Slam | Grass |
| Virginia Ruano Pascual | 6-3 6-1 | W | H2H | Match data | Jul 1, 1998* | R16 | Wimbledon | Grand Slam | Grass |
| Jana Novotna | 5-7 6-7 | L | H2H | Match data | Jul 3, 1998* | QF | Wimbledon | Grand Slam | Grass |
| Corina Morariu | 4-6 6-1 6-0 | W | H2H | Match data | Jul 31, 1998* | R16 | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Elena Likhovtseva | 6-2 6-4 | W | H2H | Match data | Aug 1, 1998* | QF | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Monica Seles | 6-3 6-4 | W | H2H | Match data | Aug 1, 1998* | SF | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Lindsay Davenport | 4-6 7-5 4-6 | L | H2H | Match data | Aug 2, 1998* | F | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Chanda Rubin | 6-3 6-2 | W | H2H | Match data | Aug 7, 1998* | R16 | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| Mary Pierce | 6-2 6-7 0-4 (ret.) | L | H2H | Match data | Aug 8, 1998* | QF | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| Elena Pampoulova | 6-1 6-0 | W | H2H | Match data | Sep 2, 1998* | R128 | US Open | Grand Slam | Hard |
| Anne Kremer | 6-1 6-3 | W | H2H | Match data | Sep 3, 1998* | R64 | US Open | Grand Slam | Hard |
| Larisa Savchenko | 5-0 (ret.) | W | H2H | Match data | Sep 6, 1998* | R32 | US Open | Grand Slam | Hard |
| Mary Pierce | 6-1 7-6 | W | H2H | Match data | Sep 8, 1998* | R16 | US Open | Grand Slam | Hard |
| Arantxa Sanchez-Vicario | 2-6 6-1 6-1 | W | H2H | Match data | Sep 10, 1998* | QF | US Open | Grand Slam | Hard |
| Lindsay Davenport | 4-6 4-6 | L | H2H | Match data | Sep 12, 1998* | SF | US Open | Grand Slam | Hard |
| Patty Schnyder | 6-2 3-6 6-2 | W | H2H | Match data | Oct 4, 1998 | F | Grand Slam Cup | WTA Finals | Hard |
| Silvia Farina Elia | 6-2 4-6 6-3 | W | H2H | Match data | Oct 8, 1998* | R32 | Porsche Tennis Grand Prix | Tier II → modern equivalent WTA 500 | Hard |
| Dominique Monami | 1-6 2-6 | L | H2H | Match data | Oct 9, 1998* | R16 | Porsche Tennis Grand Prix | Tier II → modern equivalent WTA 500 | Hard |
| Corina Morariu | 7-5 6-3 | W | H2H | Match data | Oct 16, 1998* | R16 | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Mary Pierce | 6-4 6-1 | W | H2H | Match data | Oct 17, 1998* | QF | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Nathalie Tauziat | 6-3 6-4 | W | H2H | Match data | Oct 17, 1998* | SF | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Lindsay Davenport | 5-7 3-6 | L | H2H | Match data | Oct 18, 1998* | F | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Elena Likhovtseva | 6-3 6-1 | W | H2H | Match data | Oct 24, 1998* | R16 | Kremlin Cup | Tier I → modern equivalent WTA 1000 | Carpet |
| Katarina Studenikova | 6-1 6-0 | W | H2H | Match data | Oct 25, 1998* | QF | Kremlin Cup | Tier I → modern equivalent WTA 1000 | Carpet |
| Mary Pierce | 6-2 2-6 0-6 | L | H2H | Match data | Oct 25, 1998* | SF | Kremlin Cup | Tier I → modern equivalent WTA 1000 | Carpet |
| Amanda Coetzer | 7-6 6-2 | W | H2H | Match data | Jan 15, 1999* | R16 | Sydney International | Tier II → modern equivalent WTA 500 | Hard |
| Steffi Graf | 6-4 2-6 4-6 | L | H2H | Match data | Jan 16, 1999* | QF | Sydney International | Tier II → modern equivalent WTA 500 | Hard |
| Silvija Talaja | 3-6 6-3 9-7 | W | H2H | Match data | Jan 20, 1999* | R128 | Australian Open | Grand Slam | Hard |
| Asa Carlsson | 6-2 6-1 | W | H2H | Match data | Jan 22, 1999* | R64 | Australian Open | Grand Slam | Hard |
| Ruxandra Dragomir Ilie | 6-3 6-4 | W | H2H | Match data | Jan 24, 1999* | R32 | Australian Open | Grand Slam | Hard |
| Chanda Rubin | 7-6(3) 6-4 | W | H2H | Match data | Jan 27, 1999* | R16 | Australian Open | Grand Slam | Hard |
| Lindsay Davenport | 4-6 0-6 | L | H2H | Match data | Jan 29, 1999* | QF | Australian Open | Grand Slam | Hard |
| Ai Sugiyama | 6-4 7-5 | W | H2H | Match data | Feb 19, 1999* | R16 | Hanover | Tier II → modern equivalent WTA 500 | Carpet |
| Barbara Rittner | 6-2 6-1 | W | H2H | Match data | Feb 20, 1999* | QF | Hanover | Tier II → modern equivalent WTA 500 | Carpet |
| Steffi Graf | 6-3 3-6 6-3 | W | H2H | Match data | Feb 20, 1999* | SF | Hanover | Tier II → modern equivalent WTA 500 | Carpet |
| Jana Novotna | 4-6 4-6 | L | H2H | Match data | Feb 21, 1999* | F | Hanover | Tier II → modern equivalent WTA 500 | Carpet |
| Kimberly Po Messerli | 6-1 7-6 | W | H2H | Match data | Feb 26, 1999* | R16 | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Alexandra Stevenson | 7-5 6-3 | W | H2H | Match data | Feb 27, 1999* | QF | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Lilia Osterloh | 6-2 6-3 | W | H2H | Match data | Feb 27, 1999* | SF | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Amanda Coetzer | 6-4 6-0 | W | H2H | Match data | Feb 28, 1999* | F | Oklahoma | Tier III → modern equivalent WTA 250 | Hard |
| Tara Snyder | 6-3 6-4 | W | H2H | Match data | Mar 20, 1999* | R64 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Fabiola Zuluaga | 6-3 6-4 | W | H2H | Match data | Mar 21, 1999* | R32 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Anke Huber | 6-3 5-7 7-6 | W | H2H | Match data | Mar 22, 1999* | R16 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Jana Novotna | 5-7 6-2 6-3 | W | H2H | Match data | Mar 23, 1999* | QF | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Steffi Graf | 6-2 6-4 | W | H2H | Match data | Mar 23, 1999* | SF | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Serena Williams | 6-1 4-6 6-4 | W | H2H | Match data | Mar 24, 1999* | F | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Sonya Jeyaseelan | 4-6 6-7 | L | H2H | Match data | Apr 8, 1999* | R32 | Amelia Island | Tier II → modern equivalent WTA 500 | Clay |
| Magui Serna | 6-3 6-1 | W | H2H | Match data | Apr 30, 1999* | R16 | Hamburg Open | Tier II → modern equivalent WTA 500 | Clay |
| Amanda Coetzer | 6-4 6-3 | W | H2H | Match data | May 1, 1999* | QF | Hamburg Open | Tier II → modern equivalent WTA 500 | Clay |
| Arantxa Sanchez-Vicario | 6-1 6-3 | W | H2H | Match data | May 1, 1999* | SF | Hamburg Open | Tier II → modern equivalent WTA 500 | Clay |
| Mary Pierce | 6-0 6-3 | W | H2H | Match data | May 2, 1999* | F | Hamburg Open | Tier II → modern equivalent WTA 500 | Clay |
| Gala Leon Garcia | 7-5 4-6 6-4 | W | H2H | Match data | May 6, 1999* | R32 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Anna Kournikova | 6-2 6-2 | W | H2H | Match data | May 7, 1999* | R16 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Dominique Monami | 7-6 6-2 | W | H2H | Match data | May 8, 1999* | QF | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Martina Hingis | 6-4 1-6 6-4 | W | H2H | Match data | May 8, 1999* | SF | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Mary Pierce | 6-4 6-2 | W | H2H | Match data | May 9, 1999* | F | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Alexandra Fusai | 6-1 6-1 | W | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Natasha Zvereva | 7-6(3) 6-0 | W | H2H | Match data | May 27, 1999* | R64 | Roland Garros | Grand Slam | Clay |
| Alicia Molik | 6-3 6-1 | W | H2H | Match data | May 30, 1999* | R32 | Roland Garros | Grand Slam | Clay |
| Barbara Schwartz | 6-2 6-7(7) 3-6 | L | H2H | Match data | Jun 1, 1999* | R16 | Roland Garros | Grand Slam | Clay |
| Miriam Oremans | 6-1 7-5 | W | H2H | Match data | Jun 23, 1999* | R128 | Wimbledon | Grand Slam | Grass |
| Elena Tatarkova | 6-3 6-4 | W | H2H | Match data | Jun 25, 1999* | R64 | Wimbledon | Grand Slam | Grass |
| Sarah Pitkowski-Malcor | 6-1 6-1 | W | H2H | Match data | Jun 27, 1999* | R32 | Wimbledon | Grand Slam | Grass |
| Anna Kournikova | 3-6 6-3 6-2 | W | H2H | Match data | Jun 30, 1999* | R16 | Wimbledon | Grand Slam | Grass |
| Steffi Graf | 2-6 6-3 4-6 | L | H2H | Match data | Jul 2, 1999* | QF | Wimbledon | Grand Slam | Grass |
| Katarina Srebotnik | 6-1 7-6 | W | H2H | Match data | Jul 30, 1999* | R16 | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Anna Kournikova | 6-1 6-3 | W | H2H | Match data | Jul 31, 1999* | QF | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Amanda Coetzer | 6-1 6-4 | W | H2H | Match data | Jul 31, 1999* | SF | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Lindsay Davenport | 6-7 2-6 | L | H2H | Match data | Aug 1, 1999* | F | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Natasha Zvereva | 7-5 6-1 | W | H2H | Match data | Aug 6, 1999* | R16 | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| Sandrine Testud | 7-5 6-1 | W | H2H | Match data | Aug 7, 1999* | QF | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| Lindsay Davenport | 6-4 7-5 | W | H2H | Match data | Aug 7, 1999* | SF | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| Martina Hingis | 4-6 0-6 | L | H2H | Match data | Aug 8, 1999* | F | San Diego | Tier II → modern equivalent WTA 500 | Hard |
| María Sánchez Lorenzo | 6-1 6-1 | W | H2H | Match data | Aug 27, 1999* | R16 | New Haven | Tier II → modern equivalent WTA 500 | Hard |
| Magui Serna | 6-0 6-4 | W | H2H | Match data | Aug 28, 1999* | QF | New Haven | Tier II → modern equivalent WTA 500 | Hard |
| Monica Seles | 6-1 6-3 | W | H2H | Match data | Aug 28, 1999* | SF | New Haven | Tier II → modern equivalent WTA 500 | Hard |
| Lindsay Davenport | 6-2 7-5 | W | H2H | Match data | Aug 29, 1999* | F | New Haven | Tier II → modern equivalent WTA 500 | Hard |
| Tatiana Poutchek | 6-1 6-2 | W | H2H | Match data | Sep 1, 1999* | R128 | US Open | Grand Slam | Hard |
| Anne-Gaelle Sidot | 6-4 6-3 | W | H2H | Match data | Sep 2, 1999* | R64 | US Open | Grand Slam | Hard |
| Henrieta Nagyova | (w/o) | W | H2H | Match data | Sep 5, 1999* | R32 | US Open | Grand Slam | Hard |
| Mary Joe Fernandez | 2-6 6-1 6-0 | W | H2H | Match data | Sep 7, 1999* | R16 | US Open | Grand Slam | Hard |
| Barbara Schett | 6-4 6-3 | W | H2H | Match data | Sep 9, 1999* | QF | US Open | Grand Slam | Hard |
| Martina Hingis | 1-6 6-4 3-6 | L | H2H | Match data | Sep 11, 1999* | SF | US Open | Grand Slam | Hard |
| Serena Williams | 1-6 6-3 3-6 | L | H2H | Match data | Oct 3, 1999 | F | Grand Slam Cup | WTA Finals | Hard |
| Irina Spirlea | 6-3 6-2 | W | H2H | Match data | Oct 15, 1999* | R16 | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Julie Halard-Decugis | 6-2 6-3 | W | H2H | Match data | Oct 16, 1999* | QF | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Mary Pierce | 6-4 6-4 | W | H2H | Match data | Oct 16, 1999* | SF | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Martina Hingis | 6-3 6-4 | W | H2H | Match data | Oct 17, 1999* | F | Zurich | Tier I → modern equivalent WTA 1000 | Hard |
| Daja Bedanova | 6-4 6-1 | W | H2H | Match data | Nov 12, 1999* | R16 | Philadelphia | Tier II → modern equivalent WTA 500 | Carpet |
| Sandrine Testud | 6-1 7-6 | W | H2H | Match data | Nov 13, 1999* | QF | Philadelphia | Tier II → modern equivalent WTA 500 | Carpet |
| Lindsay Davenport | 1-6 2-6 | L | H2H | Match data | Nov 13, 1999* | SF | Philadelphia | Tier II → modern equivalent WTA 500 | Carpet |
| Conchita Martínez | 6-2 5-7 6-4 | W | H2H | Match data | Nov 15, 1999 | R16 | WTA Finals | WTA Finals | Carpet |
| Barbara Schett | 6-4 7-6 | W | H2H | Match data | Nov 15, 1999 | QF | WTA Finals | WTA Finals | Carpet |
| Martina Hingis | 4-6 6-7 | L | H2H | Match data | Nov 15, 1999 | SF | WTA Finals | WTA Finals | Carpet |
| Irina Spirlea | 6-7(4) 6-2 6-2 | W | H2H | Match data | May 4, 2000* | R16 | Hamburg Open | Tier II → modern equivalent WTA 500 | Clay |
| Amanda Coetzer | 3-6 4-6 | L | H2H | Match data | May 5, 2000* | QF | Hamburg Open | Tier II → modern equivalent WTA 500 | Clay |
| Chanda Rubin | 6-1 6-2 | W | H2H | Match data | May 18, 2000* | R32 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Jelena Dokic | 1-6 2-6 | L | H2H | Match data | May 19, 2000* | R16 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Jana Kandarr | 6-0 6-3 | W | H2H | Match data | May 31, 2000* | R128 | Roland Garros | Grand Slam | Clay |
| Tamarine Tanasugarn | 6-2 6-2 | W | H2H | Match data | Jun 1, 2000* | R64 | Roland Garros | Grand Slam | Clay |
| Emilie Loit | 6-2 6-2 | W | H2H | Match data | Jun 4, 2000* | R32 | Roland Garros | Grand Slam | Clay |
| Anke Huber | 7-6(4) 6-2 | W | H2H | Match data | Jun 6, 2000* | R16 | Roland Garros | Grand Slam | Clay |
| Arantxa Sanchez-Vicario | 0-6 6-1 2-6 | L | H2H | Match data | Jun 8, 2000* | QF | Roland Garros | Grand Slam | Clay |
| Kveta Peschke | 6-3 6-1 | W | H2H | Match data | Jun 28, 2000* | R128 | Wimbledon | Grand Slam | Grass |
| Ai Sugiyama | 6-1 6-4 | W | H2H | Match data | Jun 29, 2000* | R64 | Wimbledon | Grand Slam | Grass |
| Nathalie Dechy | 6-0 7-6(4) | W | H2H | Match data | Jul 2, 2000* | R32 | Wimbledon | Grand Slam | Grass |
| Sabine Appelmans | 6-4 6-4 | W | H2H | Match data | Jul 4, 2000* | R16 | Wimbledon | Grand Slam | Grass |
| Martina Hingis | 6-3 4-6 6-4 | W | H2H | Match data | Jul 6, 2000* | QF | Wimbledon | Grand Slam | Grass |
| Serena Williams | 6-2 7-6 | W | H2H | Match data | Jul 8, 2000* | SF | Wimbledon | Grand Slam | Grass |
| Lindsay Davenport | 6-3 7-6 | W | H2H | Match data | Jul 9, 2000* | F | Wimbledon | Grand Slam | Grass |
| Tatiana Panova | 6-2 6-2 | W | H2H | Match data | Jul 28, 2000* | R16 | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Amy Frazier | 6-7(5) 6-4 7-6(5) | W | H2H | Match data | Jul 29, 2000* | QF | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Anna Kournikova | 6-4 7-5 | W | H2H | Match data | Jul 29, 2000* | SF | Stanford | Tier II → modern equivalent WTA 500 | Hard |
| Lindsay Davenport | 6-1 6-4 | W | H2H | Match data | Jul 30, 2000* | F | Stanford | Tier II → modern equivalent WTA 500 | 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.