Suggestions by @nellie23

Joe Keery

as Freddie Trumper in Chess (musical)

Cynthia Erivo

as Florence Vassy in Chess (musical)

Harry Styles

as Freddie Trumper in Chess (musical)

Chris Pine

as Freddie Trumper in Chess (musical)

Adele Adkins

as Svetlana Sergievsky in Chess (musical)

Brendan Urie

as Freddie Trumper in Chess (musical)

Josh Groban

as Anatoly Sergievsky in Chess (musical)

Josh Gad

as Anatoly Sergievsky in Chess (musical)

Luke Evans

as Molokov in Chess (musical)

Hugh Jackman

as Molokov in Chess (musical)

Brandon Urie

as Radames in Aida

Tamyra Gray

as Sister Sarah Brown in Guys and Dolls

Anika Noni Rose

as Sister Sarah Brown in Guys and Dolls

Christina Aguilera

as Miss Adelaide in Guys and Dolls

Mike Faist

as Nathan Detroit in Guys And Dolls

Sutton Foster

as Sarah Brown in Guys And Dolls

Kelli O'Hara

as Sarah Brown in Guys And Dolls

Jeremy Jordan

as Sky Masterson in Guys And Dolls

Alan Cumming

as Zoser in Aida

Tinashe

as Deena Jones in Dreamgirls