Wilkes was last seen in the West End as Frank N Furter in The Rocky Horror Show. On tour, he has starred in We Will Rock You, The Wedding Singer, Guys and Dolls, Tommy, Grease, The Rocky Horror Show and Godspell.
Kurup's most recent West End role was as KT in the original cast of Sister Act at the London Palladium.
They join Sarah Soetaert as Roxie Hart, James Doherty as Amos Hart, Jasna Ivir as Mama Morton and R. Whitehead as Mary Sunshine.
To book tickets, contact the box office on 0844 412 4652, or visit www.chicagothemusical.co.uk.