Anna Nikolayevna Kalinskaya (Russian: Анна Николаевна Калинская, IPA: ⓘ; born 2 December 1998) is a Russian professional tennis player. Ranked by the WTA, she reached a career-high of No. 24 in singles in February 2024, and No. 49 in doubles in February 2023. On the WTA Tour, she has won three doubles titles. She also has won one singles title on the WTA Challenger Tour, and seven singles and nine doubles titles on the ITF Women's Circuit. Her best singles performance at a major is reaching the quarterfinals at the 2024 Australian Open.
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 on the 2015 French Open in the girls' singles event. She also made the finals of the 2015 US Open in the doubles event with compatriot Anastasia Potapova.
In 2019 at the US Open, she defeated former champion Sloane Stephens, for her first major win. In 2022, she won her biggest doubles title with Caty McNally at the WTA 500 St. Petersburg Ladies' Trophy.
Her brother is football player Nikolay Kalinsky.