Matches at Wimbledon start on Monday, and there’s tons of action to choose from for a parlay.
The pregame narrative: Taylor Fritz comes into this major off the back of two titles in June. He opens play against Giovanni Mpetshi Perricard. Earlier on, Daniil Medvedev starts his run at Wimbledon against Benjamin Bonzi on Court 2.
Check out my top Wimbledon parlay picks for June 30, featuring a pick on Tallon Griekspoor vs. Jenson Brooksby.
Wimbledon parlay picks
Parlay: Medvedev -2.5 sets | Fritz -3.5 games | Griekspoor to win (+426)
Medvedev -2.5 sets (-118): Medvedev’s 61-26 career record on grass rivals the best in the sport. He’s consistently had a good grass record and is 5-2 to start 2025.
He came up just shy at the Halle Open, losing to a red-hot Alexander Bublik in the final.
Bonzi, on the other hand, has been quite poor on the playing surface. He has a 2-3 record with the wins coming against opponents with an average rank of 222.5.
Plus, He lost both matches against top 50 opponents (Jiri Lehecka, Quentin Halys) in straight sets.
Medvedev has a recent common opponent with Bonzi. He beat Halys in straight sets on June 19.
He should be able to use his ferocious serve to overwhelm Bonzi on the fast-playing grass surface. I can’t see the Frenchman having many, if any, break opportunities.
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Tennis parlay picks
Fritz -3.5 games (-115): There may not be anyone with more momentum than Fritz heading into Wimbledon.
- In preparation for the major, the American won two titles on grass and has put together an 8-1 record on the surface in 2025.
- Since the start of 2023, Fritz has an 18-3 record on grass.
Mpetshi Perricard looks like a promising young player, but he’s lost back-to-back matches, both of which were played on grass.
His 13-14 overall record this season is nothing to write home about, either, as he falls short in big matches.
- vs. top 50 opponents: 3-10
- vs. opponents outside the top 50: 10-4
Fritz is ranked No. 5 in the world and made it to the quarterfinals at Wimbledon a year ago.
Back Griekspoor to advance
Griekspoor to win (-196): The Dutch player made his season debut on grass at the Mallorca Open and rolled through the event, winning each match in straight sets en route to the title.
That included wins over Gabriel Diallo, Felix Auger-Aliassime and Corentin Moutet. The three have a combined record of 21-8 on the grass in 2025.
His first round opponent, Brooksby, is no slouch as he’s 6-4 in his last 10 matches on this type of court. He’s coming off a loss to Fritz in the final at Eastbourne.
Brooksby did qualify as a lucky loser, however, so his success at the event is to be taken with a grain of salt.
Besides that, Griekspoor is playing the best tennis of his career, demonstrated by his 27-12 season record to this point.
Additionally, his 68.4% win rate on grass is his best on any playing surface in his career.
Wimbledon parlay picks made at 3:10 p.m. on 06/28/2025
Spencer is a true sports junkie. A graduate of the Sports Journalism program at Centennial College, he first joined NorthStar Gaming as an intern in 2023. He is now a contributing writer. He loves finding the edge to bet on in all sports but has a deep passion for the NBA and UFC. Previous stops include Sportsnet.