Anna Nikolayevna Kalinskaya (; born 2 December 1998) is a Russian professional tennis player. Ranked by the WTA, she reached a career-high of No. 51 as a singles player in September 2022, and No. 49 as a doubles player in February 2023. On the WTA Tour, she has won three doubles titles. On the ITF Women's Circuit, she has won seven singles and nine doubles titles.
She began her career at age 17 by winning the Grand Slam girls' doubles title at the 2016 Australian Open alongside Tereza Mihalíková. Previously she made the finals in the 2015 French Open in the girls' singles event. She also made the finals in the 2015 US Open in the doubles event with compatriot Anastasia Potapova.
In 2019, she defeated former US Open champion Sloane Stephens, an American player, in the first round, achieving her first Grand Slam victory. In 2022, she and American Caty McNally won the doubles tennis title at the St. Petersburg Ladies' Trophy.
Junior career
Kalinskaya's highest combined junior ranking was No. 3. She won a total of sixteen titles, eight in singles events and eight in doubles. Her most significant title was in doubles at the 2016 Australian Open. In addition, she reached the finals of both the 2015 French Open in singles and the 2015 US Open in doubles.
Singles
In 2012, she won the Grade-5 Green Cup at her first singles event on the ITF Junior Circuit. In 2013, Kalinskaya reached the quarterfinals of the Grade-2 tournament in Šiauliai, Lithuania, and the semifinals of the Grade-2 tournament in Kazan, Russia. She won her second singles title at the Grade-3 tournament in Almaty, Kazakhstan, and her third singles title at the Grade-4 event in Riga, Latvia. She advanced to the finals of the Grade-4 Tallinn tournament in Estonia, but finished as the runner-up. By the end of the year, she had won the title at the Grade- 3 Larnaca tournament in Cyprus, and she finished as runner-up at the Grade-3 tournament in Nonthaburi, Thailand.
In the 2014 season she won the Grade-2 Bratislava tournament, defeating Slovakian Viktória Kužmová, who later became her doubles partner in senior events. With Kužmová, she won her first doubles title in 2019. In March, she won the Grade-2 Šiauliai tournament, followed by reaching the final of the Grade-2 Kazan event. At the 2014 French Open, she made her Grand Slam debut, but was eliminated in the first round. She reached the semifinals of the Grade-2 Moscow tournament and the final of the Grade-1 Berlin tournament. She had better results in late August, by winning her first Grade-1 title in College Park, Maryland. Despite the early loss at her major debut, Kalinskaya redeemed herself with the quarterfinal of the US Open. In late October, she reached the quarterfinals of the Osaka Mayor's Cup.
In March 2015, she began her season with two Grade-1 quarterfinals appearances in Kazan and Beaulieu-sur-Mer, on the French Riviera. She debuted at the Grade-A Trofeo Bonfiglio in Milan, Italy, but lost in the second round to Canadian Katherine Sebov. Kalinskaya hit her peak at her French Open debut as she advanced to the final. She lost to Paula Badosa in straight sets. In late August 2015 she won the title at the Grade-1 in College Park, Maryland, where she also was defending champion. During that year she was eliminated in the first rounds of the Wimbledon and the US Open. Kalinskaya played only two tournaments in 2016. Her first was the Grade-1 Traralgon tournament in Australia, where she lost to Vera Lapko in the final. She finished her singles junior career with a quarterfinal at the 2016 Australian Open, losing again to Lapko.
Doubles
Kalinskaya was successful in doubles events. Her first final was in March 2013 at the Grade-2 Šiauliai tournament. The following week she advanced to another final, but still without a title. In September 2013 she won her first title at the Grade-3 Larnaca tournament, alongside Russian player Gyulnara Nazarova.