Match log updated: 2026-08-30 18:41 UTC
Serena Williams — WTA Match Log
45 main-draw matches · 38–7 · 84.4% wins
| Opponent | Score | Result | H2H | Match Data | Date ↓ | Round | Tournament | Category | Surface |
|---|---|---|---|---|---|---|---|---|---|
| Sandrine Testud | 6-3 4-6 5-7 | L | H2H | Match data | Oct 8, 1999* | R16 | Porsche Tennis Grand Prix | Tier II → modern equivalent WTA 500 | Hard |
| Venus Williams | 6-1 3-6 6-3 | W | H2H | Match data | Oct 3, 1999 | F | Grand Slam Cup | WTA Finals | Hard |
| Martina Hingis | 6-3 7-6 | W | H2H | Match data | Sep 12, 1999* | F | US Open | Grand Slam | Hard |
| Lindsay Davenport | 6-4 1-6 6-4 | W | H2H | Match data | Sep 11, 1999* | SF | US Open | Grand Slam | Hard |
| Monica Seles | 4-6 6-3 6-2 | W | H2H | Match data | Sep 9, 1999* | QF | US Open | Grand Slam | Hard |
| Conchita Martínez | 4-6 6-2 6-2 | W | H2H | Match data | Sep 7, 1999* | R16 | US Open | Grand Slam | Hard |
| Kim Clijsters | 4-6 6-2 7-5 | W | H2H | Match data | Sep 5, 1999* | R32 | US Open | Grand Slam | Hard |
| Jelena Kostanic Tosic | 6-4 6-2 | W | H2H | Match data | Sep 2, 1999* | R64 | US Open | Grand Slam | Hard |
| Kimberly Po Messerli | 6-1 6-0 | W | H2H | Match data | Sep 1, 1999* | R128 | US Open | Grand Slam | Hard |
| Julie Halard-Decugis | 6-1 6-4 | W | H2H | Match data | Aug 15, 1999* | F | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Martina Hingis | 6-3 7-5 | W | H2H | Match data | Aug 14, 1999* | SF | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Arantxa Sanchez-Vicario | 6-2 6-3 | W | H2H | Match data | Aug 14, 1999* | QF | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Patty Schnyder | 6-3 6-1 | W | H2H | Match data | Aug 13, 1999* | R16 | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Elena Likhovtseva | 4-6 6-3 6-1 | W | H2H | Match data | Aug 12, 1999* | R32 | Manhattan Beach | Tier II → modern equivalent WTA 500 | Hard |
| Mary Joe Fernandez | 3-6 6-1 0-6 | L | H2H | Match data | May 30, 1999* | R32 | Roland Garros | Grand Slam | Clay |
| Mariana Diaz-Oliva | 6-3 6-4 | W | H2H | Match data | May 27, 1999* | R64 | Roland Garros | Grand Slam | Clay |
| Laurence Courtois | 6-4 6-0 | W | H2H | Match data | May 26, 1999* | R128 | Roland Garros | Grand Slam | Clay |
| Arantxa Sanchez-Vicario | 3-6 2-3 (ret.) | L | H2H | Match data | May 15, 1999* | QF | Berlin Open | Tier I → modern equivalent WTA 1000 | Clay |
| Lisa Raymond | 6-1 7-6 | W | H2H | Match data | May 14, 1999* | R16 | Berlin Open | Tier I → modern equivalent WTA 1000 | Clay |
| Jennifer Capriati | 7-6 6-3 | W | H2H | Match data | May 13, 1999* | R32 | Berlin Open | Tier I → modern equivalent WTA 1000 | Clay |
| Martina Hingis | 2-6 2-6 | L | H2H | Match data | May 8, 1999* | QF | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Irina Spirlea | 6-2 6-3 | W | H2H | Match data | May 7, 1999* | R16 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Tatiana Panova | 6-2 6-1 | W | H2H | Match data | May 6, 1999* | R32 | Italian Open | Tier I → modern equivalent WTA 1000 | Clay |
| Venus Williams | 1-6 6-4 4-6 | L | H2H | Match data | Mar 24, 1999* | F | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Martina Hingis | 6-4 7-6 | W | H2H | Match data | Mar 23, 1999* | SF | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Amanda Coetzer | 6-4 6-0 | W | H2H | Match data | Mar 23, 1999* | QF | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Monica Seles | 6-2 6-3 | W | H2H | Match data | Mar 22, 1999* | R16 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Magui Serna | 6-1 6-0 | W | H2H | Match data | Mar 21, 1999* | R32 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Alicia Molik | 6-2 6-3 | W | H2H | Match data | Mar 20, 1999* | R64 | Key Biscayne | Tier I → modern equivalent WTA 1000 | Hard |
| Steffi Graf | 6-3 3-6 7-5 | W | H2H | Match data | Mar 15, 1999* | F | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Sandrine Testud | 7-5 6-0 | W | H2H | Match data | Mar 14, 1999* | SF | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Mary Pierce | 7-5 7-6 | W | H2H | Match data | Mar 14, 1999* | QF | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Cara Black | 6-0 7-5 | W | H2H | Match data | Mar 13, 1999* | R16 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Lindsay Davenport | 6-4 6-2 | W | H2H | Match data | Mar 11, 1999* | R32 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Jessica Steck | 6-1 7-5 | W | H2H | Match data | Mar 10, 1999* | R64 | Indian Wells Open | Tier I → modern equivalent WTA 1000 | Hard |
| Amélie Mauresmo | 6-2 3-6 7-6 | W | H2H | Match data | Feb 28, 1999* | F | Paris | Tier II → modern equivalent WTA 500 | Carpet |
| Nathalie Dechy | 6-1 6-4 | W | H2H | Match data | Feb 27, 1999* | SF | Paris | Tier II → modern equivalent WTA 500 | Carpet |
| Julie Halard-Decugis | 6-2 6-3 | W | H2H | Match data | Feb 27, 1999* | QF | Paris | Tier II → modern equivalent WTA 500 | Carpet |
| Nathalie Tauziat | 6-1 6-4 | W | H2H | Match data | Feb 26, 1999* | R16 | Paris | Tier II → modern equivalent WTA 500 | Carpet |
| Asa Carlsson | 6-1 6-2 | W | H2H | Match data | Feb 25, 1999* | R32 | Paris | Tier II → modern equivalent WTA 500 | Carpet |
| Sandrine Testud | 2-6 6-2 7-9 | L | H2H | Match data | Jan 24, 1999* | R32 | Australian Open | Grand Slam | Hard |
| Magui Serna | 6-1 6-3 | W | H2H | Match data | Jan 22, 1999* | R64 | Australian Open | Grand Slam | Hard |
| Raluca Sandu | 6-2 6-3 | W | H2H | Match data | Jan 20, 1999* | R128 | Australian Open | Grand Slam | Hard |
| Steffi Graf | 2-6 6-3 5-7 | L | H2H | Match data | Jan 15, 1999* | R16 | Sydney International | Tier II → modern equivalent WTA 500 | Hard |
| Ines Gorrochategui | 6-4 6-2 | W | H2H | Match data | Jan 14, 1999* | R32 | Sydney International | 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.