Riding High

Bing Crosby

Dan Brooks

Coleen Gray

Alice 'Princess' Higgins

Charles Bickford

J.L. Higgins

Frances Gifford

Margaret Higgins

William Demarest

Happy

Raymond Walburn

Prof. Pettigrew

James Gleason

Racing Secretary

Ward Bond

Lee

Clarence Muse

Whitey

Percy Kilbride

Pop Jones

Harry Davenport

Johnson

Margaret Hamilton

Edna

Paul Harvey

Whitehall

Douglass Dumbrille

Eddie Howard

Gene Lockhart

J.P. Chase

Marjorie Hoshelle

Mathilda Early

Rand Brooks

Henry Early

Willard Waterman

Arthur Winslow

Marjorie Lord

Mary Winslow

Irving Bacon

Hamburger Man

Joe Frisco

Joe Frisco

Frankie Darro

Jockey Williams

Charles Lane

Erickson

Dub Taylor

Joe

Max Baer

Bertie (uncredited)

Clara Blandick

Mrs. Peterson (archive footage) (uncredited)

Harry C. Bradley

Howard's Bookkeeper (archive footage) (uncredited)

Heinie Conklin

Bettor on Broadway Bill (archive footage) (uncredited)

Ann Doran

Nurse (uncredited)

Highland Dale

Broadway Bill - the Horse (uncredited)

Sam Flint

Racetrack Official (archive footage) (uncredited)

Joe Gray

Johnny (uncredited)

Oliver Hardy

Sucker (uncredited)

Alfred P. James

Mel (archive footage) (uncredited)

Tom Kennedy

Racetrack Mug (uncredited)

Robert McKenzie

Man in Barbershop (archive footage) (uncredited)

Pat Moriarity

Cop (uncredited)

Louis Natheaux

One of Howard's Men (archive footage) (uncredited)

James Nolan

Deputy (uncredited)

Kasey Rogers

Spectator (uncredited)

Skeeter

Broadway Bill's Rooster (uncredited)

Harry Semels

Bettor on Broadway Bill (archive footage) (uncredited)

Emmett Vogan

Betting Parlor Operator (archive footage) (uncredited)

Percy Helton

Pawnbroker (uncredited)

Fritz Feld

French Dressmaker (uncredited)

Byron Foulger

Maitre d' (uncredited)