Anna Kalinskaya and Caroline Dolehide will fight against each other in the 1^st round of the Singapore Open for the 2^nd time in their career. They are scheduled to compete on Monday at 6:00 pm on CENTRE COURT. In the following paragraphs, you can find the head to head analysis and prediction.

Prediction, odds and live streaming

The pick for Tennis Tonic is Anna Kalinskaya who should win in 3 sets.

As per the initial odds, Anna Kalinskaya is the pick to win this match.
Anna Kalinskaya -> 1.46
Caroline Dolehide -> 2.71

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Prediction and head to head Anna Kalinskaya vs. Caroline Dolehide

This will be the 2^nd time that Anna Kalinskaya and Caroline Dolehide square off. The head to head is 1-0 for Kalinskaya (see full H2H stats), but they have never competed against each other on indoor hard courts.

The last time that they played each other, Kalinskaya won 7-5 6-4 in the qualifications in Miami back in 2022.

Anna Kalinskaya

Ranked no. 16, the Russian will start her run in Singapore after she played her last match in Adelaide where she lost 6-2 1-0 ret. to Bencic in the 1^st round on the 7^th of January.

The Russian has a compiled 0-2 win-loss record in 2025, 0-0 on indoor hard courts (See FULL STATS).

This will be the first match of the season on indoor hard courts.

Talking about her overall career, The Russian has an overall 298-180 record. She has a positive 27-24 record on indoor hard courts.

Previously in Singapore

Kalinskaya has never competed in this tournament before.

Caroline Dolehide

Ranked no. 83, Caroline will start her run in Singapore after she played her last match at the Melbourne where she lost 6-1 6-4 to Svitolina in the 2^nd round on the 16^th of January.

Caroline has an overall 1-1 win-loss record in 2025, 0-0 on indoor hard courts (See FULL STATS).

This will be the first match of the year on indoor hard courts.

In terms of her career, The American has an overall 273-210 record. She has a negative 4-9 record on indoor hard courts.

Tennis Scores in Singapore

• Ajeet RaiRai – Abhinav Sanjeev ShanmugamSanjeev Shanmugam (6-1 7-6⁵) – Stats, scores, rankings
• Rishi ReddyReddy – Giovani SamahaSamaha (4-6 7-6³ 6-4) – Stats, scores, rankings
• Guy Orly IradukundaOrly Iradukunda – Sergey BolotovBolotov (6-3 1-6 6-2) – Stats, scores, rankings
• Julius TverijonasTverijonas – Kento TagashiraTagashira (6-7⁵ 7-6³ 6-2) – Stats, scores, rankings
• Aryan GoveasGoveas – Issa CumaCuma (6-1 6-2) – Stats, scores, rankings
• Eric Vanshelboim
  Vanshelboim – Anirudh ChandrasekarChandrasekar (6-7¹ 7-5 7-5) – Stats, scores, rankings
• Ivan NedelkoNedelko – Ranjeet Virali-MurugesanVirali-Murugesan (6-4 6-3) – Stats, scores, rankings
• S D Prajwal DevD Prajwal Dev – Diego Fernandez FloresFernandez Flores (6-2 6-1) – Stats, scores, rankings
• Simon CarrCarr – Kunal AnandAnand (6-4 6-4) – Stats, scores, rankings
• Ahmed ChaudaryChaudary – Frank TayebwaTayebwa (7-5 6-3) – Stats, scores, rankings
• Niki Kaliyanda PoonachaKaliyanda Poonacha – Ibrahim Kibet YegoKibet Yego (6-0 6-3) – Stats, scores, rankings
• Dhruv SunishSunish – Mehluli Don Ayanda SibandaDon Ayanda Sibanda (6-1 6-4) – Stats, scores, rankings
• Sheil KotechaKotecha – Ryan James StorrieJames Storrie (6-2 4-6 6-2) – Stats, scores, rankings

Upcoming matches in the draw

• Anna KalinskayaKalinskaya – Caroline DolehideDolehide (1-0) – H2H and prediction
• Ajla TomljanovicTomljanovic – Simona WaltertWaltert (0-0) – H2H and prediction
• Mananchaya SawangkaewSawangkaew – Sijia WeiWei (0-3) – H2H and prediction
• Cristina BucsaBucsa – Emma RaducanuRaducanu (0-0) – H2H and prediction
• Amanda AnisimovaAnisimova – Xiyu WangWang (0-0) – H2H and prediction
• Ann LiLi – Daria GavrilovaGavrilova (0-0) – H2H and prediction
• Renata ZarazuaZarazua – Hailey BaptisteBaptiste (2-0) – H2H and prediction
• Kimberly BirrellBirrell – (1-0) – H2H and prediction
• Moyuka UchijimaUchijima – Olivia GadeckiGadecki (3-3) – H2H and prediction
• Jil TeichmannTeichmann – Harriet DartDart (1-1) – H2H and prediction
• Rebecca MarinoMarino – Xin Yu WangYu Wang (0-0) – H2H and prediction
• Maria Camila Osorio SerranoCamila Osorio Serrano – Bernarda PeraPera (0-1) – H2H and prediction
• Yulia StarodubtsewaStarodubtsewa – Tatjana MariaMaria (0-0) – H2H and prediction
• Taylor TownsendTownsend – Elise MertensMertens (1-0) – H2H and prediction