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Grigor Dimitrov vs Matteo Berrettini Betting Tips & Live Stream – Berrettini Holds the Edge in a Blockbuster Clash at Wimbledon

moti-prakash
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Last updated: Sat 04 Jul 2026 09:28
Grigor Dimitrov and Matteo Berrettini meet in a closely matched Wimbledon third-round clash, both showcasing strong grass-court abilities despite recent injury setbacks. However, Berrettini’s superior physical condition gives him a slight edge in this best-of-five encounter. Experts recommend backing Berrettini to win, covering a -1.5 sets handicap and predicting a tiebreak in the match, given the players' serving prowess and competitive pedigree.
Moti Prakash 1 hour ago
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  • Both Dimitrov & Berrettini excel on grass despite recent injury setbacks
  • Berrettini’s current fitness gives him a slight edge for the win
  • Tips: Berrettini to win, cover -1.5 sets, & at least one tiebreak expected
Matteo Berrettini
Matteo Berrettini returns a shot against Arthur Fils in London (credit: Getty)
brand Grigor Dimitrov v Matteo Berrettini Live StreamWatch live online at bet365 > Tennis > Wimbledon. T&Cs apply. Watch and bet Geo-restrictions apply. You must have a funded account or to have placed a bet in the last 24 hours. Over 18s only. T&Cs apply.
Grigor Dimitrov and Matteo Berrettini are among the finest grass-court players of their generation, but both have been hampered by persistent physical problems in recent years. Their injury struggles have been reflected in their rankings, with both slipping well below the positions they once occupied. Even so, their quality on grass has been evident once again at Wimbledon, where both have produced impressive performances to reach the third round. 

On paper, this is a very evenly matched contest, with little separating them in terms of grass-court pedigree. However, Berrettini appears to be in slightly better physical condition at the moment, and that could prove decisive over the course of a best-of-five-set match. Dimitrov's body has repeatedly let him down in recent seasons, making it difficult to back him in a physically demanding contest.

Berrettini Chases Another Deep Run

  • Grigor Dimitrov holds a 5–2 record in Wimbledon third-round matches. 
  • He has a 3–9 record against Top 100 players in 2026. 
  • Matteo Berrettini has a perfect 3–0 record in Wimbledon third-round matches. 
  • He owns a 5–1 record against players outside the Top 100 in 2026.

HTH - Tied at 1-1

YearTournamentSurfaceRoundWinnerScore
2019ViennaIndoor HardR16Matteo Berrettini7–6(5), 7–6(1)
2019Monte CarloClayR1Grigor Dimitrov7–5, 6–4

Bulgarian Continues Grass Revival

Grigor Dimitrov defeated Jakub Mensik in four sets, 7-6, 4-6, 7-5, 6-3, to move into the third round at Wimbledon. He saved 13 of the 15 break points he faced and converted three of the nine break opportunities he created. 

This is the third consecutive tournament on grass where Dimitrov has won multiple matches, having previously reached the quarterfinals at the Dublin Challenger and Mallorca. 

The run is particularly encouraging considering the fitness issues that disrupted the first half of his season. Before the grass swing, he had won only two main-draw matches across the 10 tournaments he entered. 

Dimitrov heads into this clash with a 5-2 career record in third-round matches at Wimbledon. He has reached at least the fourth round in each of his last three appearances and will now look to continue that run.

CategoryDetails
CountryBulgaria
Age35 (Born 16 May 1991)
PlaysRight-handed
World Ranking146
Career High3 (20 November 2017)
Elo Ranking79 (Rating: 1744)
Tour-Level Titles9

Italian Returns to Top Form

After surviving four tiebreaks against Stan Wawrinka in the opening round, Matteo Berrettini produced an impressive performance to upset Arthur Fils 6-4, 7-5, 3-6, 6-3 and secure his place in the third round at Wimbledon. He dropped his serve only once and converted three of the six break points he created. 

Like his opponent, the Italian has also struggled with fitness issues over the past year, and those setbacks saw him fall outside the top 100 in the rankings. 

However, his quarterfinal run at Roland Garros marked a return to form and lifted him close to the top 50. His campaign ended with a retirement against Matteo Arnaldi after trailing by a set and 2-5. 

After a few weeks of rest, Berrettini has returned in impressive fashion. This is his fourth appearance in the third round at Wimbledon, and he has won all three of his previous matches at this stage, reaching the final in 2021 and the fourth round in 2019 and 2023.

CategoryDetails
CountryItaly
Age30 (Born 12 April 1996)
PlaysRight-handed
World Ranking51
Career High6 (31 January 2022)
Elo Ranking35 (Rating: 1831)
Tour-Level Titles10

Wimbledon Live Streams

Verdict

With Berrettini holding the edge from a fitness standpoint, he looks the more reliable option to come through this battle. Backing Berrettini to win, Berrettini to cover the -1.5 sets handicap are the selections that make the most appeal.

Best Bet1: Matteo Berrettini Match Winner @19/25 at Hollywood bets - 3 Units
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