After the premiere of the show beautifully costumed Anna Chipovskaya gave several interviews, which showed that her heroine and other passions Inga Khrustaleva (actress Viktoriya Isakova) was about 25 orders each. As admitted Anne, to create an atmosphere of reliability and compliance with the historical era, the Actress under the dresses were all befitting accessories - Lingerie 1960, with a belt, stockings and panties, «Outfitting the hardest to wear every day, but helped to create the desired silhouette». Positive reviews and criticism in the blogosphere and caused a scene where Anna Chipovskaya cost at all without any clothes, then «Glamour» magazine called Anna a new sex symbol.

When she was a student, where is playing the role of a Photographer. She made her movie debut at the age of 16. In the film debuted in 2003 in the TV series Operation "Color of the nation" and the children spy. In 2004 followed by roles in the series "Dear Masha Berezina", "Bachelors" and "Lily of the Valley Silver 2".

In 2009 Anna graduated from the Moscow Art Theater School and was accepted into the troupe of the Moscow theater studio under the direction of Oleg Tabakov, where she began to play, while still a student. In the same year "Nezavisimaya Gazeta" highlighted the work of Anna Chipovskaya in the play "Olesya".

She became popular due to the TV series "The Thaw". The 12-part television series, "The Thaw" (2013), which takes place in the early 1960s, with the participation of developing Anna Chipovskaya main love story line. The image of a young and romantic Maryana Pichugina new and passionate love occurs in the life of the cameraman, professional virtuoso Victor Khrustalyov. Seductive and sexy heroine Anna becomes the first, sometimes agonizing experience in the film and in the relationship to mature in crisis after a recent divorce, a man embodies the rebellious spirit of the sixties - when the dramatic events taking place in it, and on the set, and in the course of the investigation and killing each other, which is involved in a lover Maryana Pichugina.

She played the female lead in 2015 romantic comedy movie "Horoscope for good luck".

In February 2016 in "Snuff Box", the premiere of the play "Nameless Star" on the play by Playwright Michael Sebastian with elements of melodrama and tragic farce in the railway surroundings. In the play Anna Chipovskaya stars in Mona, her partner - Pavel Tabakov. That same spring on the first channel with the Actress goes detective drama "The NBC Mystery town". Anna Chipovskaya - as eccentric, daring and curious Blogersha, put a spoke in the course of a Criminal investigation.