Daria Kasatkina vs McCartney Kessler Prediction 6/22/2026 Today’s Tennis Picks

2024 champion Daria Kasatkina will face American McCartney Kessler in the first round of the 2026 Eastbourne Open. The match is scheduled for Monday, June 22. Both women are on a three-match losing streak. Here’s our Daria Kasatkina vs McCartney Kessler prediction. This article will also include a Daria Kasatkina vs McCartney Kessler pick.

Daria Kasatkina vs McCartney Kessler Preview

Daria Kasatkina is making her eighth appearance at the Eastbourne Open, where she has a great track record. Kasatkina has reached two finals in this tournament, winning the title in 2024. She made a couple more quarterfinals before that. That title success from two seasons ago remains Kasatkina’s only trophy on the lawns. Last year, she lost in the opening round to Lulu Sun.

Kasatkina enters the Eastbourne Open this year ranked 69th. She is a former Top 10 player. She has compiled a 15-12 record this season. Since reaching the third round of the French Open, Kasatkina has lost in the first round in each of her last two tournaments, extending her losing streak to three.
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McCartney Kessler is ranked 44th in the WTA rankings, but is expected to leave the Top 50 next week. The American has compiled 14 wins and 15 defeats in 2026. Kessler’s last match win was at the end of May when she beat Hanyu Guo in the first round. She has since lost to Diana Shnaider, Karolina Pliskova, and Katie Volynets. Kessler has a lifetime record of 10-7 on grass courts, although she won the title at this time last year in Nottingham.

Daria Kasatkina vs McCartney Kessler Head-To-Head

Kasatkina and Kessler have met once at the WTA level. Kasatkina beat Kessler in three sets at the 2024 Tokyo Open.

Daria Kasatkina vs McCartney Kessler Prediction

Both Kasatkina and Kessler are winless in their last three, but this has been a happy hunting ground for the Australian, who has previously made back-to-back finals and lifted the title once. Neither player arrives at the Eastbourne Open overflowing with confidence, but I’d back Kasatkina’s grass-court nous and proven success at this venue.

Nur Said's Pick: Kasatkina in three sets