Charlie Robertson and Ilia Simakin will face off in the 1^st round of the Chisinau Challenger for the 1^st time in their career. They are scheduled to play on Wednesday at 10:00 am on CENTER COURT. In the following lines you can find the head to head analysis and prediction.

Prediction, odds and live streaming

The pick for Tennis Tonic is Ilia Simakin who should win in 2 sets.

As per the initial odds, Ilia Simakin is the pick to win this match.
Ilia Simakin -> 1.111
Charlie Robertson -> 5.7

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Prediction and head to head Charlie Robertson vs. Ilia Simakin

There is no head to head record between Charlie Robertson and Ilia Simakin since this will be the first time that they will play each other in the main tour.

Charlie Robertson

Currently unranked, Robertson will start his run in the Chisinau Challenger after he played his last match in the Sarasota Challenger where he lost 7-6(1) 6-1

to Spizzirri in the 2^nd round on the 9^th of April.

Charlie has an aggregate 3-3 win-loss record in 2025, 0-0 on hard (See FULL STATS).

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

Talking about his overall career, The Brit has an overall 10-10 record. He has a negative 2-4 record on hard.

Previously in the Chisinau Challenger

Robertson has never competed in this tournament before.

Ilia Simakin

Ranked no. 249, the Russian will start his run in the Chisinau Challenger after he played his last match in the Tbilisi Challenger where he lost 6-4 7-5 to Loffhagen in the 2^nd

round on the 21^st of May.

Simakin has an aggregate 27-10 win-loss record in 2025, 27-10 on hard (See FULL STATS).

Ilia’s best result of the season was reaching the semifinal in M15 Sharm ElSheikh,M15 Heraklion and the Wuxi Challenger.

In terms of his career, Ilia has an overall 145-70 record. He has a positive 134-61 record on hard.

Tennis Scores in Chisinau Challenger

• Lorenzo GiustinoGiustino – Alastair GrayGray (6-2 4-6 7-6⁷) – Stats, scores, rankings
• Stuart ParkerParker – Ilya SnitariSnitari (6-2 6-1) – Stats, scores, rankings
• Toby SamuelSamuel – Lilian MarmousezMarmousez (7-5 6-2) – Stats, scores, rankings
• Denis YevseyevYevseyev – Harry WendelkenWendelken (3-6 6-1 6-4) – Stats, scores, rankings
• Masamichi ImamuraImamura – Kasidit SamrejSamrej (6-4 7-5) – Stats, scores, rankings
• Radu AlbotAlbot – Ricardas BerankisBerankis (7-6³ 4-6 7-6⁷) – Stats, scores, rankings

Upcoming matches in the draw

• Lorenzo GiustinoGiustino – Stuart ParkerParker (1-0) – H2H and prediction
• Egor GerasimovGerasimov – Evgeny KarlovskiyKarlovskiy (1-0) – H2H and prediction
• Sasi Kumar MukundKumar Mukund – Cem IlkelIlkel (0-2) – H2H and prediction
• Aleksandre BakshiBakshi – (0-1) – H2H and prediction
• Charles BroomBroom – Kaichi UchidaUchida (0-0) – H2H and prediction
• Clement ChidekhChidekh – (0-0) – H2H and prediction
• Philip HenningHenning – Daniil GlinkaGlinka (0-0) – H2H and prediction
• Robert StrombachsStrombachs – Jay ClarkeClarke (0-0) – H2H and prediction