Sean Penn as Henry 'Hopper' Nash

Nicolas Cage as Nicky / Bud

Elizabeth McGovern as Caddie Winger

John Karlen as Mr. Nash

Rutanya Alda as Mrs. Nash

Max Showalter as Mr. Arthur, Piano Teacher

Crispin Glover as Gatsby Boy

Barbara Howard as Gatsby Girl

Bob Maroff as Al

Carol Kane as Annie the Hooker

Dominic Nardini as Soldier with Annie

John Brandon as Mr. Kaiser

Eve Brent as Mrs. Kaiser

Suzanne Adkinson as Sally Kaiser

Shawn Schepps as Gretchen

Charles Miller as Arnie

Patricia Allison as Mrs. Spangler

Al Hopson as Elmer

Ted Grossman as Skating Soldier

Scott McGinnis as Michael

Brian Trumbull as Kid in Skating Rink

Kate Williamson as Mrs. Winger

Julie Philips as Alice Donnelly

Fielding Greaves as Mr. Donnelly

Arnold Johnson as Tattoo Artist

Kevin Fraser as Marine

Gerry Gibson as High School Principal

Page Hannah as High School Girl

Shane Kerwin as R.D.

Jonathan Charles Fox as Arnold Billings

Michael Madsen as Frank

Dana Carvey as Baby Face

Victor Rendina as Mr. Luzzato

Rebecca Pollack as Girl in Bowling Alley

Victor Paul as Pool Hall Barman

Lou Butera as A Pool Player

Michael Talbott as Bill

Phil Adams as Bill's Shipmate

Chuck Picerni Jr. as Bill's Shipmate

Philip Romano as Bill's Shipmate

Arlin Miller as Minister at Funeral (voice)

Jan Rabson as Sailor (voice)

Walter Mathews as Sailor (voice)

Michael Schoeffling as Amputee Soldier (uncredited)

Steven Lambert as Bit Part (uncredited)