Tennis Picks Today: 5 Best Bets & Predictions Ft. Emma Navarro vs Iva Jovic, Stan Wawrinka vs Alex Michelsen | May 20, 2026

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<div>Tennis Picks Today: 5 Best Bets & Predictions Ft. Emma Navarro vs Iva Jovic, Stan Wawrinka vs Alex Michelsen | May 20, 2026</div>
Aug 24, 2025; Flushing, NY, USA; Emma Navarro (USA) hits the ball to Yafan Wang (CHN) (not pictured) on day one of the 2025 US Open on day one of the 2025 U.S. Open tennis tournament at the USTA Billie Jean King National Tennis Center. © Amber Searls-Imagn Images
Aug 24, 2025; Flushing, NY, USA; Emma Navarro (USA) hits the ball to Yafan Wang (CHN) (not pictured) on day one of the 2025 US Open on day one of the 2025 U.S. Open tennis tournament at the USTA Billie Jean King National Tennis Center. © Amber Searls-Imagn Images

Elite tennis action continues in full swing as Emma Navarro is set to go up against Iva Jovic in an all-American clash in the Round of 16 match at the Internationaux de Strasbourg. The Geneva Open will see its fair share of Round of 16 thrills, where Stan Wawrinka will battle America’s Alex Michelsen, while Greece’s Stefanos Tsitsipas will face America’s Learner Tien.

American Taylor Fritz is scheduled to battle Australian Alexei Popyrin in Geneva as well, while at the Hamburg Open, Argentine Camilo Ugo Carabelli and American Frances Tiafoe will face off in a blockbuster.

Here are our top picks of the day, with a brief analysis on who would emerge victorious.

Top Tennis Picks and Best Bets

Emma Navarro vs. Iva Jovic (Jovic -225)

At Strasbourg, Emma Navarro and Iva Jovic will clash for the first time. Navarro had beaten Sara Bejlek 6-1, 6-4, while Jovic received a first-round bye. For Jovic, this is her first match since losing in Rome against Coco Gauff 5-7, 7-5, 6-2 in the 4th round.

Jovic holds a 6-5 record on clay and has an impressive two-handed backhand, using which she hits flat shots that go way back to the corner to win points. While Navarro is known for her forehand drop, Jovic is expected to use her peak endurance and high-powered shots and win in 2.

Stan Wawrinka vs. Alex Michelsen (Michelsen -190)

At the Geneva Open, Stan Wawrinka will face Alex Michelsen for the first time. Michelsen beat Sebastian Baez 7-5, 6-3, while Wawrinka dominated Raul Brancaccio 6-2, 4-6, 7-6(5) in his opener. Wawrinka has previously won this tournament twice, in 2016 and 2017; hence, he is aware of his territory, while Michelsen has, at best, reached the quarterfinals of Geneva back in 2024.

Known for his one-handed backhand, Wawrinka prefers to stay behind and hit hard shots to push the opponent completely off the court. However, Michelsen comes in with a massive age advantage and great endurance, and chances are that he takes the battle in 3.

Stefanos Tsitsipas vs. Learner Tien (Tsitsipas -200)

Another Round of 16 clash is set between Stefanos Tsitsipas and Learner Tien, who will face each other for the first time. While Tien received a bye at the Geneva Open to start his campaign, Tsitsipas beat Giovanni Mpetshi Perricard 6-4, 7-6(8) to reach the second round.

Tsitsipas has great experience on clay, has won titles on the red surface, and comes in with the topspin prowess that will make Tien work hard to keep up. Tien’s overall experience on clay has not been at his very best, and if Tsitsipas manages to wear the American down, he can get a straight-set win.

Taylor Fritz vs. Alexei Popyrin (Fritz -125)

A third clash between Taylor Fritz and Alexei Popyrin is set for the 2nd round at the Geneva Open. While Fritz received a direct entry, Popyrin defeated Clement Tabur 7-6(2), 6-7(5), and 6-4 to advance to the next round.

Despite his recent improvement efforts, Popyrin is expected to find it difficult to keep up with Fritz’s explosive first-serves. If Popyrin could control the rallies that Fritz leads from the very first ball, the Australian could have a chance to get Fritz to commit a few errors. Otherwise, Fritz is expected to dominate the game with his impressive baseline game and win in 3 sets.

Frances Tiafoe vs. Camilo Ugo Carabelli (Tiafoe -155)

The Hamburg Open will see Frances Tiafoe and Camilo Carabelli clash for the first-time. While Tiafoe beat Diego Dedura in straight sets 6-4, 6-4, Carabelli won against Kamil Majchrzak 1-6, 6-2, 6-3 in his opener. Tiafoe holds a 4-2 clay record in 2026, while Carabelli comes in with an impressive 14-9.

Despite an impressive record on clay, Carabelli might find it hard to continue against Tiafoe’s extreme forehand, which the American uses to make his opponents run wildly across the court. If Tiafoe manages to do that, he can make sure that his Carabelli doesn’t have enough time to hit good shots, and Tiafoe can grab a 2-set win.

All bets and wagers sourced from BetMGM

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