Novak Djokovic is on the brink of history, but Daniil Medvedev won't go quietly when the two meet Sunday in the 2021 U.S. Open men's singles final at Arthur Ashe Stadium. World No. 1 and top-seed Djokovic seeks his fourth U.S. Open title and record 21st Grand Slam overall. A win would also make him the first men's player to win all four Grand Slam titles in the same year since Rod Laver did it in 1969. Medvedev, ranked No. 2 and seeded-second, seeks to become the first Russian to win a Grand Slam since 2005. Medvedev eased past Felix Auger-Aliassime in straight sets in Friday's semifinals, while Djokovic beat Matteo Berrettini in five sets.      

The match at Arthur Ashe Stadium is scheduled for 4 p.m. ET. The latest Djokovic vs. Medvedev odds from Caesars Sportsbook list Djokovic as the -275 favorite (risk $275 to win $100), while Medvedev is the +230 underdog. The over-under for total games is set at 38.5 in the latest 2021 U.S. Open odds. Before you make any Djokovic vs. Medvedev men's final picks or 2021 U.S. Open predictions, make sure you check out what expert Sean Calvert has to say.

Calvert is the renowned 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). Anyone following his picks is way up.

Now, Calvert has been digging deep into the latest 2021 U.S. Open odds and released his best bets for Djokovic vs. Medvedev. He's only sharing his expert U.S. Open picks and analysis at SportsLine.

Novak Djokovic vs. Daniil Medvedev preview

Djokovic has won five of the eight meetings, but Medvedev has won three of the past five and the 25-year-old should come out firing in pursuit of his first title. He also should have much fresher legs, having lost just one set while the 34-year-old Djokovic has dropped the first set in four straight matches. The Russian was the first to advance, and Djokovic had to battle through five sets in his semifinal Friday night. But the Serb's fitness and mental toughness have never been questioned, and he is likely to use the pressure of the moment as fuel on Sunday.    

Djokovic won the most recent meeting, 7-5, 6-2, 6-2 in the Australian Open final in February. He has started slowly throughout the fortnight, but once he feels out Medvedev, he has the array of shots to play against the Russian's strengths. Medvedev's bread-and-butter is his power from the baseline, and the Serb is likely to draw him to the net more often than he is comfortable. Both players will be highly motivated, with Djokovic eager to break his tie with Roger Federer and Rafael Nadal on 20 majors, and the Russian trying to break through for his first title.   

How to make Djokovic vs. Medvedev picks

Calvert has broken down the latest U.S. Open men's final odds and released his coveted Djokovic vs. Medvedev best bet and a full breakdown of the match. He's locked in value on a wager with a plus-money payout and says you should strongly consider a couple of others. His picks and analysis are only available at SportsLine.

Who wins Medvedev vs. Djokovic in the U.S. Open 2021 men's final? And what best bet has the most value? Visit SportsLine now to see Sean Calvert's best bets for Djokovic vs. Medvedev, all from the famed tennis handicapper who called Wawrinka winning the 2014 Australian Open at 60-1, and find out.