Jannik Sinner vs. Grigor Dimitrov Prediction, Odds & Best Bet: Wimbledon 2025 Expert Picks

Our Jannik Sinner vs. Grigor Dimitrov prediction, odds, and best bet envision another masterclass from the world no. 1 as he looks to advance to the quarterfinals in a sixth straight grand slam. 

Meanwhile, the 34-year-old Bulgarian hopes to avoid being ousted at this stage for a third successive Wimbledon.

Sinner, who is jostling with Carlos Alcaraz for the shortest Wimbledon odds, is the formidable favorite to win the match at our best sports betting sites. 

🎾 Jannik Sinner vs. Grigor Dimitrov prediction & best bet

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✅ Pick to win: Jannik Sinner 3-0 (-200 via DraftKings) ⭐⭐⭐
✅ Best prop bet: Grigor Dimitrov Under 12.5 games (-130 via FanDuel) ⭐⭐⭐⭐

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

📊 Jannik Sinner vs. Grigor Dimitrov odds: Wimbledon 2025

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

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🏆 Jannik Sinner vs. Grigor Dimitrov expert pick to win

✅ Jannik Sinner 3-0 ⭐⭐⭐

📊 Best odds: -200 via DraftKings ($10 to win $5)
🔢 Implied probability: 66.67%

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Sinner is terrorizing the tour at the moment, inarguably the most in-form player. The mental strength he's shown after tossing away match points against Carlos Alcaraz in the French Open final is remarkable.

Excluding that gut-wrenching defeat to Alcaraz, the imperious Italian has won nine straight grand slam matches in straight sets. Dimitrov packs a punch on grass but, at 34, is embedded in the twilight of his career.

Contrastingly, Sinner, in the prime of his career, is playing like an AI algorithm made him. It's a three-star play due to the buzz-cut short -200 odds, where a winning $10 bet will profit $5. 

💰 Best Jannik Sinner vs. Grigor Dimitrov prop bet

✅ Grigor Dimitrov Under 12.5 games ⭐⭐⭐⭐

📊 Best odds: -130 via FanDuel ($10 to win $7.69)
🔢 Implied probability: 56.52%

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Dimitrov doesn't match up well against Sinner. Then again, other than Alcaraz, who does? 

Sinner won the four previous meetings over the last two years, three of which in straight sets. Grigor Dimitrov's only head-to-head victory came five years ago when Sinner was just two years into his professional career. 

If, as predicted, Dimitrov doesn't win a set, this prop should pay out.

They faced each other in the quarterfinal of last year's French Open, with Dimitrov winning 12 games. I expect a similar outcome in today's Round of 16 bout, their first meeting at Wimbledon. 

You can opt for 11.5 games at DraftKings or bet365, with the latter offering +100 odds. I'm grabbing the buffer, though, as I have a sneaking suspicion we'll need it. 

📺 How to watch Jannik Sinner vs. Grigor Dimitrov: Wimbledon 2025

📍 Date: Monday, July 7
🕘 Time: Approximately 9:20 a.m. ET
🏟️ Location: All England Club (London)
📡 How to watch: ESPN, ESPN+

💡 More Wimbledon predictions

• Mirra Andreeva vs. Emma Navarro prediction
• Alex de Minaur vs. Novak Djokovic prediction
• Ben Shelton vs. Lorenzo Sonego prediction
• Jannik Sinner vs. Grigor Dimitrov prediction

💵 Best tennis betting sites

Want to bet on Wimbledon 2025? Check out the best sportsbook promos for this season's summer major:

• FanDuel Promo Code | Read our FanDuel Review
• DraftKings Promo Code | Read our DraftKings Review
• Hard Rock Bet Promo Code | Read our Hard Rock Bet Review

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