Following these, Chatterjee acted in Strings, Kasturi and the Bengali film Bibar, winning critical acclaim and best actress awards.

Her work in the British film Brick Lane directed by Sarah Gavron gave her international exposure and recognition.

Chatterjee was nominated for the British independent film awards along with actresses Judi Dench and Anne Hathaway.

[6] She was the lead in Road, Movie with Abhay Deol and as earned the moniker Princess of Parallel Cinema in the Indian press.

Referred to as one of the most international of Indian actors, she is the lead in Lucy Liu's film Meena based on the book Half the Sky.

[10] She appeared in a T series film I Love New Year opposite Sunny Deol directed by Radhika Rao and Vinay Sapru.

[13] Her other notable projects are Parched directed by Leena Yadav which opened in Toronto, Australian romantic comedy Unindian with Brett Lee[14] Island City which won the best debut director( Ruchika Oberoi) in Venice and Garth Davies's film LION co-starring Nicole Kidman and Dev Patel.

[19] In 2019 Tannishtha made her directorial Debut Roam Rome Mein which had its World premier at Busan International Film Festival where she won the Asia Star Award.