Tennis Betting Tips: Four-time major winner to book place in third round

We're approaching the middle weekend of Roland Garros and a host of stars are in action on day five of the tournament. 

Read on for my tennis betting tips for 27 May 2026, which features a match apiece from the men's and women's singles.

Set Betting - Naomi Osaka 2-0 vs Donna Vekic @ 5/6

Naomi Osaka will be looking to equal her career-best result at the French Open when she meets Donna Vekic in the second round on Thursday.

This is just the sixth tournament of Osaka's season due to her ongoing battle with injury, but her opening round straight-sets victory over Laura Siegemund looked pretty convincing.

The former world number one has never gone past the third round at Roland Garros, but had a dominant 20-4 record in Grand Slam second-round matches, so backing another straight sets triumph certainly appeals here at 5/6.

Osaka has beaten Vekic in straight sets previously - an Australian Open tie back in 2016 - and although the latter's game isn't usually associated with clay, she can keep both sets competitive.

Vekic is a big server and is in good form heading into this match, but Osaka should prevail.

*Click here for the latest French Open Odds

Set Betting - Frances Tiafoe 3-1 vs Hubert Hurkacz @ 9/2

Frances Tiafoe is the underdog heading into Thursday's contest, which I must admit, I was surprised to see.

The 19th seed looked very solid in his first-round win over fellow American Eliot Spizzirri, and I'm backing him to book his place in the third round here.

Hubert Hurkacz is a former world number six, and shouldn't be underestimated but he hasn't been been beyond the second round of any major since a run to the fourth round in Paris in 2024, and is currently ranked 74.

The Pole's best weapons big-serving game and aggressive net play aren't really suited to clay, whereas Tiafoe's strengths lie at the baseline and tend to suit this surface.

The American made the quarter-finals in Paris last year, and the 28-year-old looks good value to win in four sets on Thursday.