Henry 'Hopper' Nash

Sean Penn

Caddie Winger

Elizabeth McGovern

Nicky / Bud

Nicolas Cage

Mr. Nash

John Karlen

Mrs. Nash

Rutanya Alda

Mr. Arthur, Piano Teacher

Max Showalter

Gatsby Boy

Crispin Glover

Gatsby Girl

Barbara Howard

Al

Bob Maroff

Soldier with Annie

Dominic Nardini

Mr. Kaiser

John Brandon

Annie the Hooker

Carol Kane

Mrs. Kaiser

Eve Brent Ashe

Gretchen

Shawn Schepps

Arnie

Charles Miller

Sally Kaiser

Suzanne Adkinson

Mrs. Spangler

Patricia Allison

Elmer

Al Hopson

Skating Soldier

Ted Grossman

Michael

Scott McGinnis

Kid in Skating Rink

Brian Trumbull

Mrs. Winger

Kate Williamson

Alice Donnelly

Julie Philips

Mr. Donnelly

Fielding Greaves

Tattoo Artist

Arnold Johnson

Marine

Kevin Fraser

High School Principal

Gerry Gibson

R.D.

Shane Kerwin

High School Girl

Page Hannah

Arnold Billings

Jonathan Charles Fox

Frank

Michael Madsen

Baby Face

Dana Carvey

Mr. Luzzato

Victor Rendina

Girl in Bowling Alley

Rebecca Pollack

Pool Hall Barman

Victor Paul

A Pool Player

Lou Butera

Bill

Michael Talbott

Bill's Shipmate

Phil Adams

Bill's Shipmate

Charles Picerni Jr.

Bill's Shipmate

Phillip Romano

Bill's Shipmate

Philip Romano

Minister at Funeral (voice)

Arlin Miller

Steve Lambert

Sailor (voice)

Jan Rabson

Sailor (voice)

Walter Mathews

Amputee Soldier (uncredited)

Michael Schoeffling

Singer

Sue Allen

Bit Part (uncredited)

Steven Lambert