2021 U.S. Open: What to Watch on Monday

How to watch: From 11 a.m. to 11 p.m. Eastern time on ESPN2; and streaming on the ESPN app. In Canada on TSN from 11 a.m. to 11 p.m.; and streaming on TSN.ca and the TSN app.

Matches to keep an eye on.

Because of the number of matches cycling through courts, the times for individual matchups are estimates and may fluctuate based on when earlier play is completed. All times are Eastern Standard.

Louis Armstrong STADIUM | 11 a.m.

Belinda Bencic vs. Iga Swiatek

Belinda Bencic, who won gold in women’s singles at the Tokyo Olympics, reached the semifinals of the U.S. Open in 2019 and is two wins away from returning this year. Bencic, a hardcourt specialist seeded 11th, has lost only 18 games across three rounds of play as her flat baseline shots have caused difficulties for her opponents.

Iga Swiatek, the seventh seed, is the only woman to reach the second week of each Grand Slam event in 2021, but she did not make it past the quarterfinals at any of the first three. Against Bencic, Swiatek will have to use crafty shots to try to unsettle Bencic’s rhythm on longer rallies.

Arthur Ashe Stadium | 10 p.m.

Maria Sakkari vs. Bianca Andreescu

Bianca Andreescu won the 2019 U.S. Open but sustained a knee injury at the end of that year, stymying her development as she took 15 months off, returning at the 2021 Australian Open. After losing in the first round on both the French Open’s clay and Wimbledon’s grass, Andreescu, the sixth seed, has looked more at home on the hard courts of Flushing Meadows.

Maria Sakkari, the 17th seed, reached her first major semifinal at this year’s French Open and has moved into the round of 16 at the U.S. Open without dropping a set. After this run, she will move into the top 15 in the world rankings for the first time and with a few more wins, she could even reach the top 10, a first for a Greek woman.

Arthur Ashe Stadium | 7 p.m.

Novak Djokovic vs. Jenson Brooksby

Novak Djokovic, the first seed, has not looked as indefatigable as usual during the U.S. Open. Although he has won each of his three matches in four sets, there have been moments of lethargy that point to some issues with Djokovic’s form as he chases a calendar Grand Slam.

Jenson Brooksby, a 20-year-old American who entered the main draw through a wild card, upset the 21st-seeded Aslan Karatsev in five sets on Saturday. Brooksby has a strangely stylized game, with a shortened service motion and a massive backswing on the forehand that beguiles opponents. He’ll test that style against the best returner in modern tennis.

Louis Armstrong STADIUM | 4 p.m.

Oscar Otte vs. Matteo Berrettini

Oscar Otte, a qualifier, had never moved past the second round of a major tournament until this week, starting his run in the main draw by upsetting the 20th-seeded Lorenzo Sonego in the first round. He will come up against a much stronger opponent, the sixth-seeded Matteo Berrettini of Italy. Berrettini’s breakout performance came at the U.S. Open in 2019, and he seems most at home among the raucous crowds of New York City. His strong serve and brutalist style of play is well suited to faster surfaces, and Otte will be pushed to play more defensively.

Arthur Ashe Stadium | 3 p.m.

Shelby Rogers vs. Emma Raducanu

Shelby Rogers had lost to Ashleigh Barty, the world No. 1, all four times they’d played in 2021. On Saturday night, she fought from two breaks down in the third set to win in the tiebreaker, motivated by a crowd that swelled in anticipation after any mistake that Barty made. She will face Emma Raducanu, an 18-year-old Briton, in an attempt to reach her second consecutive U.S. Open quarterfinal. Raducanu blitzed past Sara Sorribes Tormo in the third round, losing only one game in 70 minutes. Raducanu’s second appearance in a major tournament has resulted in yet another visit to the round of 16, and she is in good form to attempt to make a deeper push.

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