Wimbledon Best Bets, Moneyline Parlay & Day 4 Predictions: From Russia with Love

Phil Naessens' expert Wimbledon predictions have Anna Kalinskaya pulling off an upset against a ranked opponent on Thursday. Don’t miss our top upset picks and parlay plays for July 3 at the All England Club!

Phil Naessens - Contributor at Covers.com
Phil Naessens • Betting Analyst
Jul 2, 2025 • 17:00 ET • 4 min read
Anna Kalinskaya Wimbledon Tennis
Photo By - Imagn Images. Anna Kalinskaya celebrates after match point.

The second round of Wimbledon 2025 concludes on Thursday, and most eyes will be on the marquee matchup between No. 1 seed Jannik Sinner and No. 8 Iga Swiatek.

However, my Day 4 Wimbledon picks and predictions are centered around two separate match totals, and I'm also backing Anna Kalinskaya to pull off an upset against No. 23 Clara Tauson.

Let's dive into the latest Wimbledon odds for July 3.

Wimbledon best bets for July 3

  • 🎾 Kalinskaya moneyline (+120)
  • 🎾 Krejcikova vs Dolehide o21.5 games (-105)
  • 🎾 Morozan vs Munar o38.5 games (-120)
  • 💲 +380 parlay💲

Wimbledon Day 4 predictions

Anna Kalinskaya moneyline (+120 at Caesars)

Clara Tauson’s shaky movement and inconsistent serve were exposed by Heather Watson, saved only by her forehand. 

As a result, Anna Kalinskaya a bigger-hitting, better-moving version of Watson — should capitalize.

Kalinskaya's 52% second serve return win rate will exploit Tauson, and the 26-year-old Russian also dominated Tauson 6-1, 6-2 on clay in 2024.

The slow and bouncier conditions favor Kalinskaya, setting the stage for an upset on Thursday.

Barbora Krejcikova vs Caroline Dolehide Over 21.5 games (-105 at Caesars)

Defending champion Barbora Krejcikova needed three sets and 24 games to defeat Alexandra Eala, and she has another tough second-round clash that will likely require three sets against the big-hitting Caroline Dolehide.

Dolehide generates massive power from both wings and should see enough short balls to trouble the rusty, defense-oriented Krejcikova. Her service game is also strong enough to earn enough free points to take at least a set off the reigning champ.

The bet is that the American can push this match to a tiebreaker and possibly win a set, making the Over a solid play.

Fabian Marozsan vs Jaume Munar Over 38.5 games (-120 at Caesars)

Fabian Marozsan is coming off a huge serving match, while Munar needed five sets to upset Alexander Bublik.

Marozsan is a big-hitting 25-year-old, and his serve makes him a difficult out on faster surfaces. Munar possesses similar skills, which is why their last H2H meeting produced such a slugfest.

The potential for another tightly contested match should put 38.5 games firmly in play.

Today's top Wimbledon matches

  • (1) Jannik Sinner vs. Aleksander Vukic
  • (4) Jack Draper vs. Marin Cilic
  • (6) Novak Djokovic vs. Dan Evans

  • (7) Mirra Andreeva vs. Lucia Bronzetti
  • (8) Iga Swiatek vs. Caty McNally
  • (10) Ema Navarro vs. Veronika Kudermetova

Today’s Wimbledon moneyline parlay

Jakub Mensik moneyline

Marozsan vs Munar Over 38.5 games

Baptiste vs Mboko Over 21.5 games

Current Wimbledon favorites

Men Women
Carlos Alcaraz +115 Aryna Sabalenka +200
Jannik Sinner +175 Elena Rybakina +450
Novak Djokovic +650 Iga Swiatek +650
Jack Draper +1400 Mirra Andreeva +1200
Taylor Fritz +3000 Amanda Anisimova +1200

Odds are correct at the time of publishing and are subject to change.
Not intended for use in MA.
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Phil Naessens
Betting Analyst

Prior to joining Covers in 2022, Phil Naessens spent 38 years as a resident tennis pro in Las Vegas, Mykonos, and Corfu Greece. He’s the past host of the Phil Naessens Show (Armed Forces Radio), and currently hosts the tennis betting podcast, This Week in Tennis.

Phil is the author of the Betting 101 series (MLB, NFL, NCAAF, and Tennis) and has written for numerous publications including SB Nation, FanSided and Lenny Melnick Fantasy Sports. Phil curates the Chip and Charge Tennis Newsletter and pens a weekly tennis column called “10 Things About the ATP Tour," for Passing Shot Productions. 

His favorite sports to bet on are tennis, MLB, WNBA, Euro men’s and women’s hoops, NCAA sports, NFL, and the NBA. Phil has numerous betting accounts in the US and Europe and his best advice is to line shop for the best value possible.

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