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Anna Kalinskaya vs. Jelena Ostapenko prediction, odds, picks for WTA Italian Open 2026
Updated: | First published:
Written by Mac Douglass, Senior Editor
Get Kalinskaya vs Ostapenko predictions for WTA Italian Open.
Anna Kalinskaya and Jelena Ostapenko are scheduled to meet in the round of 16 of the WTA Italian Open event on Monday.
Based on the latest simulations, Dimers' advanced tennis model projects Jelena Ostapenko as the most likely winner of the Kalinskaya vs. Ostapenko match.
This article offers an expanded analysis of Monday's match, including best bets and picks.
Kalinskaya vs. Ostapenko prediction: Who will win and advance to the quarterfinals?
Using innovative machine learning and data, we have simulated the outcome of Monday's Kalinskaya-Ostapenko women's singles match, forming part of our tennis predictions coverage.
Our leading predictive model gives Ostapenko a 52% chance of winning against Kalinskaya at the WTA Italian Open tournament.
Additionally, Ostapenko has a 52% chance of winning the first set. The simulations also show Kalinskaya (+1.5) has a 53% chance of covering the games spread, while the over 21.5 games has a 51% chance of hitting, according to our model.
Anna Kalinskaya vs. Jelena Ostapenko odds
We have researched the most up-to-date betting odds in America for this match, which are listed here:
| Bet Type | Kalinskaya | Ostapenko |
|---|---|---|
| Moneyline | +105 | -121 |
| First Set | +100 | -125 |
| Game Spread | +1.5 (-120) | -1.5 (-110) |
| Total Games | o21.5 (-105) | u21.5 (-118) |
All odds are correct at the time of publication and are subject to change.
Kalinskaya vs. Ostapenko picks and best bet
After matching our probabilities 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:
| Bet Type | Pick | Bet Now |
|---|---|---|
| Moneyline | Kalinskaya | +105 |
| First Set | Ostapenko | -105 |
According to our tennis best bets, the top play to make on this match is Anna Kalinskaya to win the first set.
These picks are based on our probabilities matched against the implied probabilities from the sportsbook odds.
Kalinskaya vs. Ostapenko updates and essential details
The WTA Italian Open match between Anna Kalinskaya and Jelena Ostapenko is scheduled to commence on Monday at 7:00 AM ET.
- Who: Anna Kalinskaya vs. Jelena Ostapenko
- Date: Monday, May 11, 2026
- Approx. Time: 7:00 AM ET/4:00AM PT
- Tournament: WTA Rome, Italy Women's Singles 2026
- Round: Round of 16
All dates and times in this article are United States Eastern Time unless otherwise stated.
Conclusion
We predict Jelena Ostapenko, with a 52% win probability, will likely beat Anna Kalinskaya at the WTA Italian Open tournament.
Additional tools and information for betting safely can be found in our Responsible Gambling hub.
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Mac Douglass specializes in NFL previews for the NFC South and NFC East, MLB best bets, Formula 1 race previews, and professional tennis insights. Combining predictive simulations and data-driven sports analysis, Mac provides in-depth content to elevate the betting experience for sports fans.
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