McCartney Kessler vs Daria Kasatkina Prediction & Picks - WTA Eastbourne International

WTA - WTA Eastbourne International

WTA 62 USA
McCartney Kessler
6/22/26 09:30
WTA 68 Australia
Daria Kasatkina

Prediction:

 

Daria Kasatkina will win

-115
$250 offered for betting!

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 by Lou Aguila | in Tennis Picks

Daria Kasatkina will try to rediscover her old form on grass as she faces McCartney Kessler in the first round of the 2026 Eastbourne International.

Current Form:

McCartney Kessler will be playing in her third tournament in this grass-court season, and yet, she’s still searching for her first victory on this surface this year. Kessler crashed out in the first round of both the 2026 Queen’s Club Championships and Nottingham Open, losing to Karolina Pliskova 7-6, 3-6, 4-6 and Katie Volynets 3-6, 3-6, respectively.

Daria Kasatkina is also looking for a win that would ignite her campaign on the grass this year. The former top-10 player lost her last three matches, including a three-set defeat to Robin Montgommery 7-5, 0-6, 4-6 at the Libema Open and a 3-6, 2-6 loss to Anna Blinkova at Nottingham.

The Matchup: Kasatkina holds a 1-0 record against Kessler, beating the American in three sets at the 2024 Tokyo Open.

Neither of these players has the momentum heading into their showdown on Monday, so picking the winner in this match-up is downright brutal.

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McCartney Kessler vs Daria Kasatkina Form

McCartney Kessler and Daria Kasatkina Latest Matches

McCartney Kessler Latest matches
W L W L L L
Victories

2/6 (33%)

Defeats

4/6 (67%)

Jun 16, 2026 - WTA Nottingham Open

McCartney Kessler
0 :  2
Katie Volynets

Jun 8, 2026 - WTA London - Queen's

Karolina Pliskova
2 :  1
McCartney Kessler

May 28, 2026 - WTA French Open

Diana Shnaider
2 :  0
McCartney Kessler

May 25, 2026 - WTA French Open

Hanyu Guo
1 :  2
McCartney Kessler

May 18, 2026 - WTA Strasbourg Open

McCartney Kessler
0 :  2
Jaqueline Cristian

May 17, 2026 - WTA Strasbourg Open

McCartney Kessler
2 :  0
Oksana Selekhmeteva
Daria Kasatkina Latest matches
L W W L L L
Victories

2/6 (33%)

Defeats

4/6 (67%)

Jun 13, 2026 - WTA Nottingham Open

Daria Kasatkina
0 :  2
Anna Blinkova

Jun 8, 2026 - WTA Libema Open

Daria Kasatkina
1 :  2
Robin Montgomery

May 30, 2026 - WTA French Open

Aryna Sabalenka
2 :  0
Daria Kasatkina

May 28, 2026 - WTA French Open

Daria Kasatkina
2 :  0
Susan Bandecchi

May 25, 2026 - WTA French Open

Daria Kasatkina
2 :  0
Zeynep Sonmez

May 21, 2026 - WTA Strasbourg Open

Jaqueline Cristian
2 :  1
Daria Kasatkina

McCartney Kessler against Daria Kasatkina : Head to Head (H2H)

McCartney Kessler

0 %

Daria Kasatkina

100 %

Oct 24, 2024 - Japan Women's Open

McCartney Kessler
1 :  2
Daria Kasatkina

McCartney Kessler - Daria Kasatkina Key Points

  1. Daria Kasatkina is 1-0 vs. McCartney Kessler
  2. Daria Kasatkina owns a 37-24 record on grass.
  3. McCartney Kessler owns a 10-7 record on grass.
  4. McCartney Kessler is 9-11 vs. top-100 players in 2026.
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Our McCartney Kessler vs Daria Kasatkina Prediction

Daria Kasatkina outlasts McCartney Kessler in three sets, 6-3, 4-6, 6-3

This is basically a 50-50 match.

Kessler hasn’t been able to find the form that enabled her to produce a 37-24 record last year, including a 6-2 slate on grass. In 2026, Kessler has collected only 14 wins in 29 matches on tour, going 9-11 against top-100 players.

Kasatkina is also not playing elite tennis as of the moment, but she has at least managed to post a tolerable 15-12 record and 8-9 tally against the top 100. Kasatkina still boasts a decent 60 percent win rate on grass.

Again, this is going to be an unpredictable match. Kessler also has a solid shot of winning this one. However, Kasatkina seems to hold a slim advantage based on her win total on grass and experience not only on this surface but overall.

Our betting prediction for Daria Kasatkina vs. McCartney Kessler: Daria Kasatkina -1.5 Games

Prediction:

 

Daria Kasatkina will win

-115
$250 offered for betting!

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All tips are fully researched and given in good faith, but profits cannot be guaranteed.

McCartney Kessler vs Daria Kasatkina Picks