Jelena Ostapenko vs. Anna Kalinskaya prediction, odds, picks for WTA Dubai 2026

Jelena Ostapenko will take on Anna Kalinskaya in the round of 64 at the WTA Dubai event on Monday.

Based on the latest simulations, Dimers' advanced tennis model predicts Anna Kalinskaya as the most likely winner of the Ostapenko vs. Kalinskaya match.

This article offers an expanded analysis of Monday's match, including best bets and picks.

Ostapenko vs. Kalinskaya prediction: Who will win and advance to the round of 32?

Using powerful machine learning and statistical analysis, we have simulated the result of Monday's Ostapenko-Kalinskaya women's singles match 10,000 times as part of our tennis predictions coverage.

Our famous predictive model gives Kalinskaya a 62% chance of beating Ostapenko at the WTA Dubai tournament.

Additionally, Kalinskaya has a 60% chance of winning the first set. The simulations also show Ostapenko (+3.5) has a 53% chance of covering the games spread, while the over 20.5 games has a 54% chance of hitting**, according to our model.

Jelena Ostapenko vs. Anna Kalinskaya odds

We have researched the most up-to-date betting odds in America for this match, which are listed here:

All odds are correct at the time of publication and are subject to change.

Ostapenko vs. Kalinskaya picks and best bet

After matching our predictions against the best current odds, we can reveal our picks for each of the major markets. Plus, find our best bet for the game below:

According to our tennis best bets, the top play to make on this match is Jelena Ostapenko to win.

Although Ostapenko is less than likely to win, she provides the best value at the current available odds.

Ostapenko vs. Kalinskaya updates and essential details

The WTA Dubai match between Jelena Ostapenko and Anna Kalinskaya is scheduled to commence on Monday at 8:10 AM ET.

• Who: Jelena Ostapenko vs. Anna Kalinskaya
• Date: Monday, February 16, 2026
• Approx. Time: 8:10 AM ET/5:10AM PT
• Tournament: WTA Dubai, UAE Women's Singles 2026
• Round: Round of 64

All dates and times in this article are United States Eastern Time unless otherwise noted.

Conclusion

We predict Anna Kalinskaya, with a 62% win probability, will likely beat Jelena Ostapenko at the WTA Dubai tournament.

AI and automation have enhanced this article to quickly deliver accurate Ostapenko vs. Kalinskaya insights, with human oversight ensuring high editorial quality. Our predictions are based on up-to-date data to help you make informed decisions. For additional resources and advice on responsible gambling, please call 1-800-GAMBLER.

Note: Clicking links to our partners may earn us a referral fee. Learn about how we review products and services.