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Jasmine Paolini vs Robin Montgomery predictions, Jun 29, 2026

WTA Wimbledon, on Monday,

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As Jasmine Paolini prepares to face Robin Montgomery in a highly anticipated matchup at Wimbledon on June 29, 2026, both players bring contrasting recent forms to the court. Paolini, competing on home soil, has secured two victories in her last five matches, showcasing her resilience and ability to perform under pressure. Her tactical strength lies in her aggressive baseline play and adept movement, which she will need to leverage against Montgomery.

On the other hand, Montgomery enters this encounter with a commendable record, having won four of her last five matches. Her recent success highlights her growing confidence and tactical acuity. Montgomery is known for her sharp shot-making and powerful groundstrokes, which will pose significant challenges for Paolini.

The bookmakers have set equal odds at 1.91 for both players, reflecting the competitive nature of this matchup. Our model predicts a 53.5% chance of a home win for Paolini, with Montgomery holding a 46.5% likelihood of victory. With both players in reasonable form, the outcome remains uncertain, making this clash a riveting spectacle for tennis enthusiasts.

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 2026-06-26T12:52:03+00:00.

Paolini
47.9%
Montgomery
52.1%

Prediction (the most likely score): 0:2

Watch and Bet Paolini – Montgomery available at: Bet Now (Full Screen)

Betting Odds

1 X 2
1.96 1.81
2.04 1.89 Watch and Bet
1.94 1.80
1.97 1.78
1.96 1.82

Latest Results

23.06.26 Jasmine Paolini – Tatjana Maria – 0:2
27.05.26 Jasmine Paolini – Solana Sierra – 1:2
25.05.26 Jasmine Paolini – Dayana Yastremska – 2:0
09.05.26 Jasmine Paolini – Elise Mertens – 1:2
07.05.26 Jasmine Paolini – Leolia Jeanjean – 2:1
25.06.26 Marina Bassols Ribera – Robin Montgomery – 1:2
24.06.26 Robin Montgomery – Elvina Kalieva – 2:0
23.06.26 Caroline Dolehide – Robin Montgomery – 0:2
14.06.26 Robin Montgomery – Barbora Krejcikova – Montgomery R. Walkover
13.06.26 Robin Montgomery – Ajla Tomljanovic – 2:0

Facts

  • Paolini is ranked WTA: 14. Montgomery is ranked WTA: 194.
  • Paolini has been quite unpredictable recently (last 5 games: 2 wins).
  • Montgomery is in great form and has won several matches in a row (last 5 games: 5 wins).
  • Montgomery may face physical challenges compared to their opponent, as they have played more matches in recent days.
  • In this match, both players have almost equal chances to win.
  • In recent times, the players did not meet on the field.
  • Standings

    Draw

    Singles – Qualification

    Quarter-finals

    1 Timofeeva M. (1) Osuigwe W. 2 : 0
    2 Rus A. Podrez V. 0 : 2
    3 Monnet C. Prozorova T. 0 : 2
    4 Watson H. (WC) Sherif M. (21) 2 : 0
    5 Krueger A. (2) Knutson G. 2 : 0
    6 Hontama M. Urhobo A. 2 : 0
    7 Iatcenko P. Romero Gormaz L. 2 : 0
    8 Bai Z. Zidansek T. (26) 2 : 0
    9 Korneeva A. (3) Shubladze A. 2 : 1
    10 Brancaccio N. Lazaro Garcia A. 0 : 2
    11 Riera J. Britton D. (WC) 2 : 1
    12 Crawley F. Sakatsume H. (19) 2 : 1
    13 Wang Xiy. (4) Guo H. 2 : 0
    14 Radivojevic L. Bassols M. 1 : 2
    15 Dolehide C. Montgomery R. 0 : 2
    16 McDonald E. (WC) Kalieva E. (31) 1 : 2
    17 Volynets K. (5) Samson L. 2 : 0
    18 Miyazaki L. (WC) Yaneva E. 0 : 2
    19 Gorgodze E. Valdmannova V. 2 : 0
    20 You X. Jeanjean L. (23) 1 : 2
    21 Semenistaja D. (6) Siskova A. 2 : 1
    22 Hon P. Hibino N. 0 : 2
    23 Lepchenko V. Gasanova A. 1 : 2
    24 Fruhvirtova L. Jones E. (29) 0 : 2
    25 Quevedo K. (7) Ishii S. 2 : 0
    26 Papamichail D. Liu C. 0 : 2
    27 Tubello A. Pridankina E. 0 : 2
    28 Rajecki A. (WC) Lamens S. (27) 0 : 2
    29 Uchijima M. (8) Adeshina E. (WC) 1 : 2
    30 Tan H. Pohankova M. (WC) 2 : 1
    31 Naef C. Garland J. 1 : 2
    32 Grant T. C. Preston T. (18) 2 : 1
    33 Sun L. (9) Klimovicova L. 2 : 0
    34 Pigossi L. Dodin O. 0 : 2
    35 Koevermans A. Sawangkaew M. 1 : 2
    36 Cross K. Stoiana M. (25) 0 : 2
    37 Galfi D. (10) Jorge F. 0 : 2
    38 Fita Boluda A. Gjorcheska L. 0 : 2
    39 Mikulskyte J. Zhao C. 2 : 0
    40 Inglis M. Bronzetti L. (20) 1 : 2
    41 Kudermetova P. (11) Ponchet J. 2 : 1
    42 Friedsam A-L. Ngounoue C. 0 : 2
    43 Rame A. Werner C. 1 : 2
    44 Mandlik E. Charaeva A. (22) 0 : 2
    45 Grabher J. (12) Bolkvadze M. 0 : 2
    46 Kinoshita H. Tomova V. 2 : 0
    47 Carle M. L. Havlickova L. 2 : 1
    48 Vandromme J. Yuan Y. (17) 2 : 1
    49 Salkova D. (13) Shymanovich I. 1 : 2
    50 Minnen G. Ferro F. 2 : 0
    51 Sebov K. (Alt) Ortenzi J. 2 : 1
    52 Noha Akugue N. Pigato L. (28) 2 : 0
    53 Kawa K. (14) Bandecchi S. 2 : 0
    54 Giovannini L. Stefanini L. 0 : 2
    55 Ma Y. Andreeva E. 0 : 2
    56 Brace C. Day K. (32) 0 : 2
    57 Sasnovich A. (15) Dunne K. (WC) 2 : 1
    58 Hunter S. Costoulas S. 2 : 0
    59 Andreescu B. Hercog P. 2 : 0
    60 Masarova R. Teichmann J. (24) 0 : 2
    61 Sramkova R. (16) Hruncakova V. 2 : 0
    62 Ku Y. Kostovic T. 0 : 2
    63 Rakotomanga Rajaonah T. Lee C. Y. 2 : 1
    64 Barthel M. Zhu L. (30) 0 : 2

    Semi-finals

    1 Timofeeva M. (1) Podrez V. 2 : 0
    2 Prozorova T. Watson H. 1 : 2
    3 Krueger A. (2) Hontama M. 2 : 1
    4 Iatcenko P. Bai Z. 2 : 0
    5 Korneeva A. (3) Lazaro Garcia A. 2 : 1
    6 Riera J. Crawley F. 1 : 2
    7 Wang Xiy. (RET.) (4) Bassols M. 1 : 1
    8 Montgomery R. Kalieva E. (31) 2 : 0
    9 Volynets K. (5) Yaneva E. 2 : 0
    10 Gorgodze E. Jeanjean L. (23) 0 : 2
    11 Semenistaja D. (6) Hibino N. 2 : 1
    12 Gasanova A. Jones E. (29) 2 : 1
    13 Quevedo K. (7) Liu C. 0 : 2
    14 Pridankina E. Lamens S. (27) 2 : 1
    15 Adeshina E. Tan H. 0 : 2
    16 Garland J. Grant T. C. 0 : 2
    17 Sun L. (9) Dodin O. 0 : 2
    18 Sawangkaew M. Stoiana M. (25) 2 : 1
    19 Jorge F. Gjorcheska L. 1 : 2
    20 Mikulskyte J. Bronzetti L. (20) 0 : 2
    21 Kudermetova P. (11) Ngounoue C. 2 : 0
    22 Werner C. Charaeva A. (22) 1 : 2
    23 Bolkvadze M. Kinoshita H. 2 : 0
    24 Carle M. L. Vandromme J. 1 : 2
    25 Shymanovich I. Minnen G. 2 : 0
    26 Sebov K. Noha Akugue N. 2 : 1
    27 Kawa K. (14) Stefanini L. 2 : 1
    28 Andreeva E. Day K. (32) 0 : 2
    29 Sasnovich A. (15) Hunter S. 2 : 1
    30 Andreescu B. Teichmann J. (24) 2 : 1
    31 Sramkova R. (16) Kostovic T. 1 : 2
    32 Rakotomanga Rajaonah T. Zhu L. (30) 0 : 2

    Final

    1 Timofeeva M. (1) Watson H. 2 : 1
    2 Krueger A. (2) Iatcenko P. 2 : 0
    3 Korneeva A. (3) Crawley F. 2 : 0
    4 Bassols M. Montgomery R. 1 : 2
    5 Volynets K. (5) Jeanjean L. (23) 0 : 2
    6 Semenistaja D. (6) Gasanova A. 0 : 2
    7 Liu C. Pridankina E. 2 : 1
    8 Tan H. Grant T. C. 0 : 2
    9 Dodin O. Sawangkaew M. 1 : 2
    10 Gjorcheska L. Bronzetti L. (20) 2 : 0
    11 Kudermetova P. (11) Charaeva A. (22) 2 : 1
    12 Bolkvadze M. Vandromme J. 2 : 1
    13 Shymanovich I. Sebov K. 2 : 1
    14 Kawa K. (14) Day K. (32) 0 : 2
    15 Sasnovich A. (15) Andreescu B. 0 : 2
    16 Kostovic T. Zhu L. (30) 2 : 0

    WTA Wimbledon Outrights

    1. Sabalenka Aryna: 4.52 (10.45%)

    2. Rybakina Elena: 5.96 (7.92%)

    3. Swiatek Iga: 9.04 (5.22%)

    4. Andreeva Mirra: 9.64 (4.9%)

    5. Gauff Coco: 14 (3.37%)

    6. Anisimova Amanda: 15 (3.15%)

    7. Mboko Victoria: 17 (2.78%)

    8. Vondrousova Marketa: 17 (2.78%)

    9. Pegula Jessica: 17.6 (2.68%)

    10. Raducanu Emma: 24.2 (1.95%)

    11. Keys Madison: 24.2 (1.95%)

    12. Svitolina Elina: 30.6 (1.54%)

    13. Jovic Iva: 31.4 (1.5%)

    14. Muchova Karolina: 33 (1.43%)

    15. Noskova Linda: 36.6 (1.29%)

    16. Kostyuk Marta: 37 (1.28%)

    17. Osaka Naomi: 37.4 (1.26%)

    18. Williams Serena: 44.2 (1.07%)

    19. Shnaider Diana: 45.2 (1.04%)

    20. Vekic Donna: 48.2 (0.98%)

    21. Bencic Belinda: 60.2 (0.78%)

    22. Pliskova Karolina: 62 (0.76%)

    23. Eala Alexandra: 62.2 (0.76%)

    24. Krejcikova Barbora: 62.2 (0.76%)

    25. Zheng Qinwen: 65.8 (0.72%)

    26. Wang Xinyu (2001): 83.67 (0.56%)

    27. Samsonova Liudmila: 86.8 (0.54%)

    28. Paolini Jasmine: 86.8 (0.54%)

    29. Boulter Katie: 88.2 (0.54%)

    30. Navarro Emma: 90.2 (0.52%)

    31. Alexandrova Ekaterina: 90.2 (0.52%)

    32. Jabeur Ons: 90.2 (0.52%)

    33. Maria Tatjana: 93.4 (0.51%)

    34. Joint Maya: 93.4 (0.51%)

    35. Tauson Clara: 93.4 (0.51%)

    36. Badosa Paula: 93.4 (0.51%)

    37. Mertens Elise: 93.4 (0.51%)

    38. Bouzkova Marie: 94.2 (0.5%)

    39. Kessler McCartney: 96.2 (0.49%)

    40. Chwalinska Maja: 96.2 (0.49%)

    41. Dart Harriet: 100 (0.47%)

    42. Jones Francesca: 100 (0.47%)

    43. Krueger Ashlyn: 100 (0.47%)

    44. Montgomery Robin: 100 (0.47%)

    45. Danilovic Olga: 100 (0.47%)

    46. Sramkova Rebecca: 100 (0.47%)

    47. Vidmanova Darja: 100 (0.47%)

    48. Wang Xiyu: 100 (0.47%)

    49. Podoroska Nadia: 100 (0.47%)

    50. Jimenez Kasintseva Victoria: 100 (0.47%)

    51. Siegemund Laura: 100.2 (0.47%)

    52. Sakkari Maria: 100.2 (0.47%)

    53. Ostapenko Jelena: 100.2 (0.47%)

    54. Kalinskaya Anna: 100.2 (0.47%)

    55. Haddad Maia Beatriz: 100.2 (0.47%)

    56. Kasatkina Daria: 100.2 (0.47%)

    57. Yastremska Dayana: 100.2 (0.47%)

    58. Kartal Sonay: 101 (0.47%)

    59. Cirstea Sorana: 110.2 (0.43%)

    60. Fernandez Leylah: 110.2 (0.43%)

    61. Pavlyuchenkova Anastasia: 110.2 (0.43%)

    62. Kenin Sofia: 110.2 (0.43%)

    63. Kudermetova Veronika: 110.2 (0.43%)

    64. Bouzas Maneiro Jessica: 110.2 (0.43%)

    65. Cocciaretto Elisabetta: 110.2 (0.43%)

    66. Sonmez Zeynep: 110.2 (0.43%)

    67. Stearns Peyton: 110.2 (0.43%)

    68. Bartunkova Nikola: 110.2 (0.43%)

    69. Tomljanovic Ajla: 110.2 (0.43%)

    70. Selekhmeteva Oksana: 110.2 (0.43%)

    71. Klugman Hannah: 110.2 (0.43%)

    72. Stojsavljevic Mika: 120.2 (0.39%)

    73. Frech Magdalena: 120.2 (0.39%)

    74. Linette Magda: 120.2 (0.39%)

    75. Putintseva Yulia: 120.2 (0.39%)

    76. Potapova Anastasia: 120.2 (0.39%)

    77. Swan Katie: 120.2 (0.39%)

    78. Dudeney Alicia: 120.2 (0.39%)

    79. Xu Mingge: 120.2 (0.39%)

    80. Valentova Tereza: 130.2 (0.36%)

    81. Townsend Taylor: 130.2 (0.36%)

    82. Parry Diane: 130.2 (0.36%)

    83. Starodubtseva Yuliia: 140.2 (0.34%)

    84. McNally Caty: 140.2 (0.34%)

    85. Boisson Lois: 140.2 (0.34%)

    86. Oliynykova Oleksandra: 140.2 (0.34%)

    87. Gibson Talia: 140.2 (0.34%)

    88. Begu Irina-Camelia: 140.2 (0.34%)

    89. Zakharova Anastasia: 140.2 (0.34%)

    90. Siniakova Katerina: 140.2 (0.34%)

    91. Cristian Jaqueline: 180.2 (0.26%)

    92. Blinkova Anna: 180.2 (0.26%)

    93. Ruzic Antonia: 180.2 (0.26%)

    94. Zhang Shuai: 180.2 (0.26%)

    95. Rakhimova Kamilla: 180.2 (0.26%)

    96. Sierra Solana: 180.2 (0.26%)

    97. Lys Eva: 180.2 (0.26%)

    98. Osorio Camila: 180.2 (0.26%)

    99. Vandewinkel Hanne: 180.2 (0.26%)

    100. Jacquemot Elsa: 180.2 (0.26%)

    101. Snigur Daria: 180.2 (0.26%)

    102. Erjavec Veronika: 180.2 (0.26%)

    103. Seidel Ella: 180.2 (0.26%)

    104. Bondar Anna: 180.2 (0.26%)

    105. Tagger Lilli: 180.2 (0.26%)

    106. Bejlek Sara: 180.2 (0.26%)

    107. Tararudee Lanlana: 180.2 (0.26%)

    108. Marcinko Petra: 180.2 (0.26%)

    109. Kraus Sinja: 180.2 (0.26%)

    110. Tjen Janice: 180.2 (0.26%)

    111. Ito Aoi: 180.2 (0.26%)

    112. Korpatsch Tamara: 180.2 (0.26%)

    113. Waltert Simona: 180.2 (0.26%)

    114. Sorribes Tormo Sara: 180.2 (0.26%)

    115. Udvardy Panna: 180.2 (0.26%)

    116. Parks Alycia: 180.2 (0.26%)

    117. Ruse Elena Gabriela: 180.2 (0.26%)

    118. Birrell Kimberly: 180.2 (0.26%)

    119. Golubic Viktorija: 180.2 (0.26%)

    120. Li Ann: 180.2 (0.26%)

    121. Zarazua Renata: 180.2 (0.26%)

    122. Bucsa Cristina: 180.2 (0.26%)

    123. Arango Emiliana: 180.2 (0.26%)

    124. Kalinina Anhelina: 180.2 (0.26%)

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