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Over the course of her Broadway career, she has received five Tony Award nominations. She played Louise in the 2008 Broadway revival of Gypsy, winning the 2008 Tony Award for Best Featured Actress in a Musical. In 2016 she starred in She Loves Me as Amalia Balash, which was televised.

She played Elsa Schräder in the 2013 NBC television production of The Sound of Music Live!, appeared as Sadie Stone in Nashville in 2014 and 2015 and that same year began playing twin sisters Alura and Astra in the TV series Supergirl. Beginning in 2017, Benanti appeared as Edie Randall in the TBS comedy The Detour. Since 2016, she has had a recurring role as First Lady Melania Trump on The Late Show with Stephen Colbert.