As the curtains continue to rise nightly at the Ambassador Theatre, Broadway’s longest-running American musical, *Chicago*, shows no signs of dimming its dazzling spotlight. Celebrating nearly three decades of “Razzle Dazzle” and breaking records, the iconic Kander and Ebb masterpiece continues to captivate audiences with its timeless tale of crime, corruption, and celebrity. The show recently marked its remarkable 29th anniversary in November 2025, further solidifying its legendary status on the Great White Way.
The enduring allure of *Chicago* lies not only in its sharp wit and Fosse-inspired choreography but also in its dynamic casting, which frequently welcomes fresh talent and beloved stars to its notorious Cook County Jail. The spring of 2026 brings exciting new energy to the cell block, with high-profile performers stepping into the coveted roles of Roxie Hart and Billy Flynn. Fans of reality television and dance are thrilled to see Whitney Leavitt, known from “The Secret Lives of Mormon Wives” and “Dancing with the Stars,” currently starring as the ambitious Roxie Hart through May 3, 2026. Adding to the excitement, her former “Dancing with the Stars” partner, Mark Ballas, joins the cast as the slick lawyer Billy Flynn from April 6 through May 3, 2026, promising a showstopping reunion on the Broadway stage.
These exciting turns follow a series of notable additions in late 2025 and early 2026 that kept the production fresh and vibrant. Tony Award winner Alex Newell, who made history as the first openly non-binary performer to win a Tony in an acting category, joined the company as Matron “Mama” Morton on November 17, 2025, bringing their powerhouse vocals and commanding stage presence to the role. Before Newell, Tony nominee Kate Baldwin graced the stage as Roxie Hart, beginning her run on November 10, 2025. The show also welcomed back familiar faces, with Sophie Carmen-Jones returning as Velma Kelly and Jacqueline B. Arnold as Matron “Mama” Morton in January
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