She is most noted for her portrayal of Truly Scrumptious in the 2005 musical Chitty Chitty Bang Bang, for which she was nominated for the Tony Award for Best Performance by a Leading Actress in a Musical and the Outer Critics Circle Award.
In 2000, she was announced to play the lead in Thoroughly Modern Millie but left the show, being replaced by Sutton Foster.
Dilly has performed in regional theatre in Ken Ludwig's Leading Ladies at the Cleveland Play House[2] and the Alley Theatre, Houston, Texas (2004).
She has performed in the national tour companies of South Pacific as Nellie (2001),[4] Martin Guerre as Bertrande, and Beauty and the Beast as Belle (ca.
On television, she played Eleanor Thompson, a relative of Enoch "Nucky" Thompson (played by actor Steve Buscemi and based on Atlantic City, New Jersey political boss and racketeer Enoch L. Johnson) in the HBO television series Boardwalk Empire (2014) and Gwen Rice in "Genetics", the 11th episode of the 7th season of the CBS police procedural and legal drama Blue Bloods (2017).