Young Canadian Felix Auger-Aliassime will try to spring a major upset on Friday when he faces second-seeded Daniil Medvedev in the men's singles semifinals at the 2021 U.S. Open. The 21-year-old Auger-Aliassime advanced after Carlos Alcaraz retired, and he has struggled to win in big matches so far. Medvedev, meanwhile, is the second-ranked player in the world and has more than held his own against the world's top players. On paper, it's a mismatch, but Auger-Aliassime is looking to take his next big step. The match is set to begin at 3 p.m. ET.

The latest Auger-Aliassime vs. Medvedev odds from Caesars Sportsbook list Medvedev as the -600 favorite (risk $600 to win $100), while Auger-Aliassime is the +400 underdog. The Over-Under for total games is set at 35.5. 

Before you make any Medvedev vs. Auger-Aliassime 2021 U.S. Open men's semifinals picks, you MUST see what expert Sean Calvert has to say.

Calvert is the handicapper who called Stan Wawrinka winning the 2014 Australian Open at 60-1, the last Australian title won by someone other than Novak Djokovic or Roger Federer. In 2019, Calvert took down a huge score on Dominic Thiem winning Indian Wells at 80-1.

And earlier in 2021, he nailed both of his bets for the Wimbledon men's singles final: Djokovic to beat Matteo Berrettini three sets to one (+275) and Djokovic to win and both players to win a set (+130).

Now, Calvert has broken down the latest U.S. Open men's semifinals odds and released his coveted best bets for Auger-Aliassime vs. Medvedev. He's locked in a best bet with an almost 3-1 payout for the semifinal matchup and offers his full breakdown of the match! You ABSOLUTELY need to see Calvert's picks and analysis of Medvedev vs. Auger-Aliassime and the 2021 U.S. Open before you bet.

So who wins the Auger-Aliassime vs. Medvedev men's semifinal matchup? And which pick could lead to the best return? ... Join SportsLine right now to see Sean Calvert's top 2021 U.S. Open semifinal picks, all from the acclaimed expert who has crushed his tennis Grand Slam predictions!