Big Top Pee-wee

Paul Reubens

Pee-wee Herman

Penelope Ann Miller

Winnie

Kris Kristofferson

Mace Montana

Valeria Golinová

Gina Piccolapupula

Benicio del Toro

Duke the Dog-Faced Boy

Wayne White

Vance the Pig (voice)

Susan Tyrrell

Midge Montana

Albert Henderson

Mr. Ryan

Jack Murdock

Otis

David Byrd

Deke

Mary Jackson

Mrs. Dill

Frances Bay

Mrs. Haynes

Leo Gordon

Joe the Blacksmith (as Leo V. Gordon)

Anne Seymour

Pearl

Kenneth Tobey

Sheriff

Stephanie Hodge

Mermaid