
Serena Williams is perhaps the greatest player in the history of women's tennis. The American has excelled in both singles and doubles, winning a total of 125 titles.
In singles, Williams has won 23 Grand Slams, the most in the Open Era. Overall, only Margaret Court has won more Majors than her. She has a total of 16 Grand Slam doubles titles to her name.
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For the majority of her career, Serena dominated the women's game at a time when she had to face some exceptional players. The American faced the likes of Venus Williams, Justine Henin, Kim Clijsters, Maria Sharapova, Martina Hingis, and Lindsay Davenport, to name a few. She has a positive head-to-head record against each of them.
However, there have been four players who have managed to fare well against Williams in multiple appearances against her. On that note, let us take a look at the women who have a winning record against Serena Williams.
Note: Only includes players who have played multiple matches against Serena.
1. Arantxa Sanchez Vicario 4-3
Former World No. 1 Arantxa Sanchez Vicario is the only player to win three or more matches against Serena Williams and have a positive head-to-head record against her.
2. Naomi Osaka 3-1
Naomi Osaka is one of the few active players who has played multiple matches against Serena Williams and has a positive head-to-head record against her, leading 3-1.
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3. Bianca Andreescu 2-0
Bianca Andreescu has faced Serena Williams in two finals, winning both of them.
4. Sybille Bammer 2-0
Austria's Sybille Bammer did not have the most illustrious of careers in tennis but she retired with a feat that was quite elusive – having a perfect head-to-head record against Serena Williams.
Growing up in a household where soccer was king, my earliest memories are filled with chants from packed stadiums and the rhythm of a ball being passed across neighborhood streets. But somewhere along the way, the quiet elegance and raw emotion of tennis pulled me in. What began as a curiosity became a lifelong passion; not just for the sport itself, but for the stories it tells: of grit, of heartbreak, of improbable comebacks and human resilience.
As a tennis writer, I bring the observational lens of someone who didn’t grow up in the sport, but fell in love with it as an outsider; a perspective that lets me see both its technical beauty and its emotional depth. Over the years working with TennisUpToDate, I’ve had the privilege of reaching more than 3.5 million readers worldwide, with one of my features ranking among the site’s top three articles.
With a background in storytelling and a creative mind always searching for meaning beyond the scoreboard, I aim to craft narratives that go deeper than results and rankings. Whether it’s a rising star breaking through or a veteran fighting off Father Time, I try to capture the heartbeat behind the headlines.
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- Either Lena has a chronic internal ailment (i.e., colitis, enteritis, Crohn's, or some type of lower abdomen issue) -- or she is once again dealing with 'Vukovitis'. Mental stress can indeed cause lower body pains. No matter... whatever is truly going on sucks. "Virus" excuse is getting a bit old -- and often -- at this point.
mandoist09-11-2026 - Ironically, Martina became a U.S. Citizen about the same time as the Orange Convicted Felon & Abuser was just beginning on his road to losing all Daddy's Millions!!
mandoist09-11-2026 - "Another fresh start is in the cards." Thanks for the Humor!! I'm guessing this is the minimum one can do to keep all your sponsors hanging-on in perpetuity?
mandoist09-11-2026 - Vukov is doing this to Lena... AGAIN!!!!! WTA's autonomous collective should be dismantled for allowing Vukov to re-emerge from his hand-slapping suspension. Just ask WTA employees how that's been going lately as they witness his continued verbal abuses. Women's Pro Tennis should start over.
mandoist08-11-2026 - Can't help but suspect Vukov is back to his old self again. Thank you, WTA. Perhaps you can give them a "Battling Couple of the Year Award 2026" ??
mandoist08-11-2026 - Wtf? Why is there no reason? And what about the men's?Bel08-11-2026
- One step by another step -- WTA continues to 'lose the plot'. Too many hi-tech microphones being installed at most venues!!! Remove them (especially those along the hallways, sidewalks, and pathways throughout the venues. Not to mention (most of all) remove the mic's from the Players/Coaches Box.
mandoist06-11-2026 - Enough of her bullshit. Go marry someone.
mandoist06-11-2026 - Don't you just love this young lady!? We fans often expect athletes to be supermen and superwomen, often forgetting that they WILL GET TIRED! I love Alex's perspective. Tiredness for an athlete should never be viewed as a negative, especially if you are healthy, taking care of your body and mental health and putting in the work. What a mature perspective. Good for you, Alex!Rapunzel05-11-2026
- Jess is absolutely correct! But the disrespect is a trait I have noticed in most of the Russian players. Mirra is good but very immature and lacks humility. Conceivable needs to get a handle on that!Rapunzel05-11-2026








