Wimbledon Best Bets for Women’s Singles on Jun 29

• Zeynep Sonmez offers strong moneyline value against Ann Li at Wimbledon on Monday
• Karolina Muchova is primed to dominate the baseline and cover against an outmatched Anastasia Zakharova
• Check out the Wimbledon best bets for women’s singles on June 29, below

The Wimbledon Women Singles draw begins on Monday , delivering a massive board of betting opportunities to the legendary grass courts. The action kicks off at 6:00 AM ET with several early matches, including Jessica Pegula taking on Darja Vidmanova, and Wimbledon odds favorite Aryna Sabalenka facing Teodora Kostovic on Centre Court.

With the first round getting started, I am targeting spots where vulnerable seeded players might stumble or where established stars are positioned to cruise. High-profile names like Naomi Osaka, Belinda Bencic, and Emma Raducanu are also in action today. Early tournament rounds are notorious for producing shocking upsets and lopsided blowouts, making it the perfect time to find an edge.

Below, you’ll find my Wimbledon best bets for Women’s Singles on June 29, and the reasoning behind every selection.

Wimbledon Best Bets for Women’s Singles on Jun 29

Prices and odds on June 28, 2026. Get the Kalshi referral code to score a bonus to bet on Wimbledon.

Ann Li vs Zeynep Sonmez

Pick: Zeynep Sonmez Moneyline 56¢ (-127) at Kalshi

When looking for an edge in the opening round, historical success against a specific opponent is one of the strongest indicators to follow. In this matchup, Zeynep Sonmez comes in with a flawless 2-0 all-time head-to-head advantage over Ann Li—a 100% win rate proving she consistently dictates the pace. Sonmez has expertly kept Li out of striking distance, absorbing baseline attacks and converting crucial break-point opportunities.

At -138, Sonmez has an implied win probability of 57.98%, while Li at +110 holds a 47.62% implied probability. Removing the 5.6% vig gives Sonmez a true vig-free probability of 54.2% compared to Li’s 45.8%, which perfectly sums to 100%. Given her unblemished record in their previous meetings, backing Sonmez outright on the moneyline at these best-available odds presents a mathematically sound betting opportunity without needing to lay any game spread.

Karolina Muchova vs Anastasia Zakharova

Pick: Karolina Muchova -5.5 Games (-120) at bet365

This matchup features one of the widest talent discrepancies on today’s board, making the -5.5 game spread my preferred angle. World No. 9 Karolina Muchova enters this contest heavily favored against the much lower-ranked Anastasia Zakharova, who has fallen off a cliff compared to elite competition and currently sits at No. 85 in the world.

Muchova already owns a 1-0 head-to-head series lead over Zakharova. Instead of laying an unplayable -800 moneyline price, backing her to cover is the smart play. Muchova relies on a punishing baseline ground and pound that will overwhelm Zakharova’s defense. Given her top-tier pedigree and previous success in this exact matchup, Muchova is well-positioned to control the center of the court, land heavy haymakers on her forehand, and comfortably cover the 5.5-game spread.

Elsa Jacquemot vs Naomi Osaka

Pick: Under 19.5 Games (-138) at bet365

Osaka takes the court against Elsa Jacquemot in a spot where history suggests an absolute rout. In their only previous head-to-head meeting, Osaka utterly dismantled Jacquemot, cruising to a decisive victory in straight sets.

Because Osaka has already demonstrated the ability to put away this exact underdog efficiently, I am pivoting from the spread to target the Under 19.5 Games. Osaka’s overwhelming power serves act as a quick knockout blow, rarely allowing outmatched opponents to drag sets into deep tiebreakers. Expect Osaka to secure an early break and deliver another swift win. A standard 6-3, 6-3 masterclass cashes this under without breaking a sweat.