Wednesday’s order of play is headlined by a showdown between Novak Djokovic and Stefanos Tsitsipas — a matchup that we have seen twice in Grand Slam finals. This time around, though, it comes in the second round. Jannik Sinner, Aryna Sabalenka and Coco Gauff are also among those taking the court.
Here are my picks for two of Wednesday’s matchups.
Stefanos Tsitsipas vs. (7) Novak Djokovic
Djokovic and Tsitsipas are facing each other for the 15th time in their careers, with Djokovic leading the head-to-head series 12-2. He is 11-0 in his last 11 matches against Tsitsipas dating back to 2019. The Serb survived a five-setter in the 2021 French Open and won in straight sets in the 2023 Australian Open championship match. They have squared off since 2024, when Djokovic got the job done 6-3, 7-6(3) at the Paris Summer Olympics.
It’s a much different story in 2026 — especially for Tsitsipas. The 27-year-old Greek was at the mercy of the draw as an unseeded floater because he is struggling down at 87th in the rankings and is 3-5 in his last eight matches dating back to the Madrid Masters. Tsitsipas did well to beat Hugo Gaston 6-1, 6-4, 6-2 on Monday, but that doesn’t mean he is ready for an opponent of Djokovic’s caliber. Although Djoker has not won a major since 2023, he is still advancing to semifinals on a relatively consistent basis.
Pick: Djokovic in 3
(3) Felix Auger-Aliassime vs. Dino Prizmic
Prizmic’s talent is well documented — just ask Djokovic, who fell to the 20-year-old this spring at the Rome Masters. Injuries are pretty much the only things that have held Prizmic back, reducing him to a ranking of No. 89 even though he is playing in 2026. The Croat has picked up 12 ATP-level match victories in 2026, including a four-set defeat Adam Walton on Monday.
Up next for Prizmic is a first-ever battle with Auger-Aliassime, whoseWimbledon results have underwhelmed over the past five years. However, the fourth-ranked Canadian possesses what should be a very dangerous grass-court game. It was working in round one, as FAA crushed Alexander Shevchenko in three quick sets. Prizmic will present a tougher test — but perhaps not by a lot given that this is grass we are talking about as opposed to clay.
Pick: Auger-Aliassime in 3
Ricky contributes to 10sballs.com and also maintains his own tennis website, The Grandstand. You can follow him on Twitter at @Dimonator.