Calamawy began her acting career in short films.
She took part in the New York Arab American Comedy Festival after graduating from college.
Her first significant film role was in Tobe Hooper's Djinn, the first horror film produced in the United Arab Emirates, which she starred in in 2013.
On 2017, she had recurring appearances in The Long Road Home and The Brave, as well as guest-starring roles in Madam Secretary and The Brave.
She appeared as a guest star in the CBS criminal thriller series FBI the following year.
In October 2018, it was announced that she would have a recurring role as Ramy's sister, Dena Hassan, in the Hulu comedy-drama series Ramy.
She got a vocal role in the NBA 2K21 video game as Ellie Malik in 2020.
In 2021, she starred alongside Ed Helms and Patti Harrison in the film Together Together.
It was revealed in January of that year that she would star in the Disney + miniseries Moon Knight, which would premiere on March 30, 2022.
May Calamawy's net worth is currently estimated at $2 million.
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May Calamawy when she was little