Novak Djokovic vs. Flavio Cobolli Prediction, Odds & Best Bet: Today's Wimbledon 2025 Expert Picks

The Joker is into his 63rd quarterfinal at a grand slam, so what are the best bets for today's match against upstart Italian Flavio Cobolli?

Gary Pearson

Last Updated: July 9, 2025 9:53 AM EDT • 4 minute read

Novak Djokovic vs. Flavio Cobolli Prediction, Odds & Best Bet: Wimbledon 2025 Expert Picks — Pictured: The seven-time Wimbledon champion in action during the Round of 16 as we offer our Novak Djokovic vs. Flavio Cobolli Prediction, Odds & Best Bet. Photo by Geoff Burke via Imagn Images

Djokovic continues to search for his eighth Wimbledon championship and he can get one step closer as we offer our Novak Djokovic vs. Flavio Cobolli prediction, odds and best bet.

All that stands between him and an eighth successive semifinal appearance is 24th-seed Flavio Cobolli in today's quarterfinal. Cobolli has made it beyond the third round of a major for the first time in eight tries, and the veteran former world No. 1 will be a stiff test.

Djokovic has the second-shortest Wimbledon odds, and he is unsurprisingly a prohibitive betting favorite to win today's match at our best sports betting sites. The action starts at around 9:40 a.m. ET (ESPN).

🎾 Novak Djokovic vs. Flavio Cobolli prediction & best bet

🔎 Our NEW player props odds tool can help you find the best Wimbledon odds across legal sportsbooks in your area!

✅ Pick to win: Djokovic 3-0 (-115 via DraftKings) ⭐⭐⭐⭐
✅ Best prop bet: Djokovic Under 19.5 games (-116 via FanDuel) ⭐⭐⭐⭐

Read on for the latest odds and full analysis of our best bets ⤵️

📊 Novak Djokovic vs. Flavio Cobolli odds: Wimbledon 2025

Latest Wimbledon odds via BetMGM; implied probability via our odds converter.

Player	Odds to win	Probability
Novak Djokovic	-1000	90.91%
Flavio Cobolli	+600	14.29%

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🏆 Novak Djokovic vs. Flavio Cobolli expert pick to win

✅ Pick to win: Djokovic 3-0 ⭐⭐⭐⭐

📊 Best odds: -115 via DraftKings ($10 to win $8.70)
🔢 Implied probability: 53.49%

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I'm confident Djokovic got the worst of his play out of the way in the first set against Alex de Minaur, which he lost 6-1, conceding long before it was finished.

He had held 41 on 42 service games before being broken in five of his first seven against the Australian. I don't expect another relapse, especially against a 23-year-old who has never before reached this deep stage of a major.

Djokovic usually improves as the tournament enters its business end, a scary proposition considering he has won 43 of his previous 45 matches at the All England Club.

Only Carlos Alcaraz has gotten the better of him in the last eight years. Djokovic will make a statement against the Italian, who will benefit long term from the lessons he learns against the imperious Serbian.

The odds vary widely at our best sports betting apps, with DraftKings' -115 the best and Caesars' -145 the worst.

💰 Best Novak Djokovic vs. Flavio Cobolli prop bet

✅ Djokovic Under 19.5 games ⭐⭐⭐⭐

📊 Best odds: -116 via FanDuel ($10 to win $8.33)
🔢 Implied probability: 53.70%

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Cobolli has made it into the second week of a major for the first time, and he's playing excellent tennis. However, he didn't face much resistance en route to today's quarterfinal, with Jakub Mensik the only seeded player he played.

The 23-year-old Italian has made great strides recently, winning 20 of his past 27 tour-level matches. But he's 1-11 against top-10 players.

Djokovic and Cobolli have only met once, at the ATP Masters 1000 Shanghai, which the king of grass won in straight sets (6-1, 6-2). It should go better for the challenger this time, if only marginally.

I don't foresee Cobolli winning a set, which should facilitate the Over as long as two of the three sets don't go to a tiebreaker. FanDuel offers the best odds (-116), while BetMGM provides the least value at -135.

📺 How to watch Novak Djokovic vs. Flavio Cobolli: Wimbledon 2025

📍 Date: Wednesday, July 9
🕘 Time: Approximately 9:40 a.m. ET
🏟️ Location: All England Club (London)
📡 How to watch: ESPN, ESPN+

💡 More Wimbledon predictions

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Iga Swiatek vs. Liudmila Samsonova prediction
Jannik Sinner vs. Ben Shelton prediction
Novak Djokovic vs. Flavio Cobolli prediction

💵 Best tennis betting sites

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Hard Rock Bet Promo Code | Read our Hard Rock Bet Review

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Each betting site featured on SBR has been meticulously researched and selected by our team of experts. If you sign up through our links, we may get a commission.

Written by:
Gary Pearson

Gary Pearson has written professionally since 2010, focusing on sports betting since 2014. Before entering the sports betting space, he contributed to the Canadian Press, FanSided, the Hockey Writers, the Calgary Herald, and other publications. His work has also been featured in Sports Illustrated and Bleacher Report. Gary, who consumes sports like a blue whale devours plankton, has a penchant for writing predictions and analyses across several sports, including hockey, soccer, football, tennis, and more. He bets regularly, preferring single-game picks, props, and live betting. While there isn't a sport he has yet to dabble in, Gary prefers betting on soccer, hockey, and football. He studied at various post-secondary institutions, including the University of Calgary, SAIT Polytechnic, and Griffith University, located in Brisbane, Australia. Gary has a marketing degree and completed his bachelor's degree in journalism at Griffith University. He feels strongly that life experience is as essential as post-secondary education, helping formulate more accurate predictions and analyses. Gary believes that competing at a high level of amateur sports during his formative years helped him better understand an athlete's psyche and the nuances and complexities of a team's dynamic, both on and off the playing surface. He feels that knowledge is immeasurably important when offering his analytical expertise. He has lived on five continents and currently resides in Canada.