Tommy Paul vs Flavio Cobolli Betting Picks & Live Stream – Cobolli Brings Upset Potential to Cincinnati

james-smith
1 hour ago
James Smith 1 hour ago
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  • Tommy Paul has inconsistent form despite a big win over Zverev
  • Flavio Cobolli is strong as an underdog and beat Paul in Cincinnati before
  • Cobolli to win and under 2.5 sets is a value betting pick
Flavio Cobolli
Flavio Cobolli stretches for a ball while playing Alexander Blockx in Mason (credit: Getty)
Tommy Paul may have knocked out top seed and former champion Alexander Zverev in the round of 16, but his overall level throughout the tournament has still not been particularly convincing. 

Flavio Cobolli, meanwhile, has shown a tendency to raise his level in the latter stages of tournaments this year and carries plenty of value as the underdog. He also won their only previous meeting at this very venue in Cincinnati two years ago.

Cobolli Targets A Maiden Masters Semifinal

  • Paul has a 4–3 career record in Masters quarterfinals. 
  • He has a 3–1 record against Top 10 players in 2026. 
  • Cobolli has a 0–1 record in Masters quarterfinals. 
  • He has a 3–4 record against American opponents this year.

HTH - Flavio Cobolli leads 1-0

YearTournamentRoundSurfaceWinnerScore
2024Cincinnati1RHardCobolli6-2, 4-6, 7-5

Tommy Paul Takes Down Zverev in Cincinnati

Tommy Paul defeated World No. 3 Alexander Zverev in a comeback three-set win to reach the quarterfinals in Cincinnati, 4-6, 7-6, 6-4. He faced a match point in the second-set tiebreak and was 2-4 down in the decider before winning four consecutive games to seal the victory. 

With this win, he became the first American to defeat the top seed in Cincinnati since John Isner defeated Novak Djokovic in 2013. It is also his fifth career win over a top seed at ATP events. 

Paul has played six quarterfinals this year and won five of them. His only loss came in his only Masters quarterfinal this season in Miami, where he lost to Arthur Fils in three sets. 

He has a 4-3 record in Masters quarterfinals in his career, including winning four of his last five. Three of those victories came against Top 10 players, and he will be looking to extend that record against another Top 10 opponent this week.

CategoryDetails
CountryUSA
AgeBorn 17 May 1997
PlaysRight-handed
World RankingNo. 24
Career HighNo. 8 (09 June 2025)
Elo RankingNo. 14
Tour-Level Titles5

Flavio Cobolli's Breakthrough Gets Another Test

Flavio Cobolli secured his quarterfinal spot after defeating Rafael Jodar in three sets, 4-6, 7-6, 6-3. He fired nine aces and converted three of the six break points he created during the match. 

This is his first quarterfinal at a hard-court Masters event after losing in the Round of 16 in his previous attempts in Cincinnati in 2024 and Toronto in 2025. 

The 24-year-old has shown a clear pattern this year of either facing early exits or producing deep runs. He has played eight quarterfinals this year and won four of them, including his best result by reaching the final at Roland Garros. 

His only previous Masters quarterfinal came in Madrid earlier this year, where he lost to Alexander Zverev in straight sets. He will now be looking for a better result against another Top player.

CategoryDetails
CountryItaly
AgeBorn 06 May 2002
PlaysRight-handed
World RankingNo. 10
Career HighNo. 8 (03 August 2026)
Elo RankingNo. 23
Tour-Level Titles3

Verdict

Cobolli's ability to raise his level in the later stages of tournaments, combined with his previous win over Paul in Cincinnati, makes him an appealing value option. Paul's recent win over Zverev was impressive, but his overall performances have left room for improvement. 

Taking a chance on Flavio Cobolli to win the match and under 2.5 sets in the match offers good value.
Best Bet1: Flavio Cobolli Match Winner @137.00 at Stake.com - 2 Units
Best Bet2: Under 2.5 Total Sets @-169.49 at Stake.com - 2 Units
Flavio Cobolli
Match Winner
@137.00 - 2 Units
25 SC no deposit & 250,000 GC
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Get 25 Stake Cash & 250,000 Gold Coins when you sign up with code NEWBONUS at Stake.us. USA only. Excludes certain States including NY,NV,ID, KY,WA. 18+ only. Terms and Conditions apply.

Bet at Stake.com
Under 2.5
Total Sets
@-169.49 - 2 Units
25 SC no deposit & 250,000 GC
Use promo code NEWBONUS

Get 25 Stake Cash & 250,000 Gold Coins when you sign up with code NEWBONUS at Stake.us. USA only. Excludes certain States including NY,NV,ID, KY,WA. 18+ only. Terms and Conditions apply.

Bet at Stake.com

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