Anna Kalinskaya vs Jelena Ostapenko predictions, May 11, 2026

May 10, 2026 0 Comment By Yuriy Borshchenko

WTA Roma, on Monday,

Kalinskaya

Ostapenko

Score, Highlights

Short Preview

As Anna Kalinskaya prepares to host Jelena Ostapenko at the WTA Roma on May 11, 2026, fans can anticipate a compelling clash between two athletes in solid form. Both players have secured three victories in their last five matches, indicating a competitive edge as they enter this encounter.

Kalinskaya, competing on home soil, could leverage her familiarity with the court to enhance her tactical approach. Known for her strong baseline game and strategic shot placement, she may aim to dictate the pace and rhythm of the match. Conversely, Ostapenko brings a powerful and aggressive style, relying on her ability to hit winners from both wings. Her experience and dynamic shot-making can be pivotal in opening up opportunities on key points.

The bookmakers have issued even odds at 1.91 for both players, reflecting a balanced matchup with no clear favorite. Our model suggests a 46.6% chance of a Kalinskaya victory compared to a 53.4% probability for Ostapenko. While both players are capable of winning, the outcome may hinge on who can better adapt their game plan during critical moments. Fans should brace for an exciting showdown.

This preview is generated with the Welcome.Bet AI Insights Engine, combining form data, betting odds, and semantic SEO optimization to deliver relevant match analysis for fans and bettors alike from 2026-05-09T20:52:02+00:00.

Kalinskaya
50%		 Ostapenko
50%

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Betting Odds

1 X 2
MarathonBet 1.92 1.92 Watch Watch and Bet
Pinnacle 1.89 1.89

Latest Results

09.05.26 Belinda Bencic – Anna Kalinskaya – 0:2
07.05.26 Katerina Siniakova – Anna Kalinskaya – 1:2
23.04.26 Dalma Galfi – Anna Kalinskaya – 2:0
03.04.26 Iva Jovic – Anna Kalinskaya – 2:0
02.04.26 Paula Badosa – Anna Kalinskaya – 0:2		 09.05.26 Qinwen Zheng – Jelena Ostapenko – 1:2
07.05.26 Jelena Ostapenko – Amanda Anisimova – Canceled
06.05.26 Lucrezia Stefanini – Jelena Ostapenko – 0:2
26.04.26 Anastasia Potapova – Jelena Ostapenko – 2:1
24.04.26 Simona Waltert – Jelena Ostapenko – 0:2

Facts

  • Kalinskaya is ranked WTA: 24. Ostapenko is ranked WTA: 36.
  • Recent performances by Kalinskaya have been up and down (last 5 games: 3 wins).
  • Ostapenko is in very good shape now (in the last 5 games, wins – 4).
  • Kalinskaya may have a physical advantage due to more rest days in recent times.
  • The probability of winning is almost the same for both players in this match.
  • In the last 4 head-to-head matches, Kalinskaya won 4 matches, drew 0 matches, lost 0 matches, and goals 8:1. (average 2:0.3).

    Latest Head To Head

    16.02.26 Jelena Ostapenko – Anna Kalinskaya – 1:2
    23.03.24 Anna Kalinskaya – Jelena Ostapenko – 2:0
    21.02.24 Jelena Ostapenko – Anna Kalinskaya – 0:2
    09.01.23 Jelena Ostapenko – Anna Kalinskaya – 0:2

    Standings

    Draw

    Singles – Main

    1/64-finals

    1 Sabalenka A. (1) Bye
    2 Krejcikova B. Jacquemot E. 2 : 0
    3 Linette M. Maria T. 0 : 2
    4 Bye Cirstea S. (26)
    5 Tauson C. (18) Bye
    6 Marcinko P. Oliynykova O. 0 : 2
    7 Zakharova A. Yastremska D. 2 : 1
    8 Bye Noskova L. (13)
    9 Bencic B. (12) Bye
    10 Kenin S. Andreescu B. (WC) 0 : 2
    11 Siniakova K. Boisson L. 2 : 0
    12 Bye Kalinskaya A. (22)
    13 Bucsa C. (30) Bye
    14 Bondar A. Zheng Q. 1 : 2
    15 Stefanini L. (WC) Ostapenko J. 0 : 2
    16 Bye Ruse G. (LL)
    17 Gauff C. (3) Bye
    18 Putintseva Y. Valentova T. 0 : 2
    19 Sierra S. Korpatsch T. (Q) 2 : 0
    20 Bye Kalinina A. (Q)
    21 Bouzkova M. (24) Bye
    22 Townsend T. (Q) Brancaccio N. (WC) 2 : 0
    23 Kessler M. Bronzetti L. (WC) 2 : 1
    24 Bye Jovic I. (16)
    25 Paolini J. (9) Bye
    26 Jeanjean L. (Q) Haddad Maia B. 2 : 0
    27 Udvardy P. Korneeva A. (Q) 2 : 0
    28 Bye Mertens E. (21)
    29 Joint M. (29) Bye
    30 Golubic V. Urgesi F. (Q) 2 : 0
    31 Ruzic A. Rakhimova K. 2 : 1
    32 Bye Andreeva M. (8)
    33 Pegula J. (5) Bye
    34 Sonmez Z. Ruggeri J. (WC) 2 : 1
    35 Selekhmeteva O. Masarova R. (Q) 1 : 2
    36 Bye Fernandez L. (25)
    37 Samsonova L. (20) Bye
    38 Li A. Zhang S. 2 : 1
    39 Galfi D. (Q) Potapova A. (Q) 1 : 2
    40 Bye Muchova K. (11)
    41 Osaka N. (15) Bye
    42 Boulter K. Lys E. 1 : 2
    43 Trevisan M. (WC) Gibson T. 1 : 2
    44 Bye Shnaider D. (19)
    45 Navarro E. (28) Bye
    46 Cocciaretto E. Kraus S. (Q) 2 : 0
    47 McNally C. Kasatkina D. 2 : 0
    48 Bye Swiatek I. (4)
    49 Svitolina E. (7) Bye
    50 Basiletti N. (Q) Tomljanovic A. (LL) 2 : 0
    51 Starodubtseva Y. Waltert S. (Q) 1 : 2
    52 Bye Baptiste H. (32)
    53 Keys M. (17) Bye
    54 Stearns P. Tjen J. 2 : 0
    55 Pigato L. (WC) Grant T. C. (WC) 1 : 2
    56 Bye Bartunkova N. (LL)
    57 Alexandrova E. (14) Bye
    58 Siegemund L. Bejlek S. 2 : 0
    59 Pliskova Ka. Bouzas Maneiro J. 2 : 1
    60 Bye Cristian J. (33)
    61 Wang Xin. (31) Bye
    62 Eala A. Frech M. 2 : 1
    63 Tagger L. (LL) Sakkari M. 1 : 2
    64 Bye Rybakina E. (2)

    1/32-finals

    1 Sabalenka A. (1) Krejcikova B. 2 : 0
    2 Maria T. Cirstea S. (26) 0 : 2
    3 Tauson C. (RET.) (18) Oliynykova O. 0 : 1
    4 Zakharova A. Noskova L. (13) 0 : 2
    5 Bencic B. (12) Andreescu B. 2 : 0
    6 Siniakova K. Kalinskaya A. (22) 1 : 2
    7 Bucsa C. (30) Zheng Q. 0 : 2
    8 Ostapenko J. Ruse G. 2 : 1
    9 Gauff C. (3) Valentova T. 2 : 0
    10 Sierra S. Kalinina A. 2 : 0
    11 Bouzkova M. (24) Townsend T. 0 : 2
    12 Kessler M. Jovic I. (16) 0 : 2
    13 Paolini J. (9) Jeanjean L. 2 : 1
    14 Udvardy P. Mertens E. (21) 0 : 2
    15 Joint M. (29) Golubic V. 0 : 2
    16 Ruzic A. Andreeva M. (8) 0 : 2
    17 Pegula J. (5) Sonmez Z. 2 : 0
    18 Masarova R. Fernandez L. (25) 2 : 1
    19 Samsonova L. (20) Li A. 2 : 0
    20 Potapova A. Muchova K. (11) 2 : 0
    21 Osaka N. (15) Lys E. 2 : 1
    22 Gibson T. Shnaider D. (19) 1 : 2
    23 Navarro E. (28) Cocciaretto E. 0 : 2
    24 McNally C. Swiatek I. (4) 1 : 2
    25 Svitolina E. (7) Basiletti N. 2 : 0
    26 Waltert S. Baptiste H. (32) 1 : 2
    27 Keys M. (17) Stearns P. 2 : 1
    28 Grant T. C. Bartunkova N. 1 : 2
    29 Alexandrova E. (14) Siegemund L. 1 : 2
    30 Pliskova Ka. Cristian J. (33) 2 : 1
    31 Wang Xin. (31) Eala A. 0 : 2
    32 Sakkari M. Rybakina E. (2) 0 : 2

    1/16-finals

    1 Sabalenka A. (1) Cirstea S. (26) 1 : 2
    2 Oliynykova O. Noskova L. (13) 0 : 2
    3 Bencic B. (12) Kalinskaya A. (22) 0 : 2
    4 Zheng Q. Ostapenko J. 1 : 2
    5 Gauff C. (3) Sierra S. 2 : 1
    6 Townsend T. Jovic I. (16) 0 : 2
    7 Paolini J. (9) Mertens E. (21) 1 : 2
    8 Golubic V. Andreeva M. (8) 1 : 2
    9 Pegula J. (5) Masarova R.
    10 Samsonova L. (20) Potapova A.
    11 Osaka N. (15) Shnaider D. (19)
    12 Cocciaretto E. Swiatek I. (4)
    13 Svitolina E. (7) Baptiste H. (32)
    14 Keys M. (17) Bartunkova N.
    15 Siegemund L. Pliskova Ka.
    16 Eala A. Rybakina E. (2)

    1/8-finals

    1 Cirstea S. (26) Noskova L. (13)
    2 Kalinskaya A. (22) Ostapenko J.
    3 Gauff C. (3) Jovic I. (16)
    4 Mertens E. (21) Andreeva M. (8)
    5 TBD #9 TBD #10
    6 TBD #11 TBD #12
    7 TBD #13 TBD #14
    8 TBD #15 TBD #16

    Quarter-finals

    1 TBD #1 TBD #2
    2 TBD #3 TBD #4
    3 TBD #5 TBD #6
    4 TBD #7 TBD #8

    Semi-finals

    1 TBD #1 TBD #2
    2 TBD #3 TBD #4

    Final

    1 TBD #1 TBD #2

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