Daniel Radcliffe
Allen Ginsberg
Dane DeHaan
Lucien Carr
Michael C. Hall
David Kammerer
Jack Huston
Jack Kerouac
Ben Foster
William Burroughs
David Cross
Louis Ginsberg
Jennifer Jason Leigh
Naomi Ginsberg
Elizabeth Olsen
Edie Parker
John Cullum
Professor Steeves
Brenda Wehle
Permissions Librarian
Erin Darke
Gwendolyn
Craig Chester
Businessman
Lenore Harris
DA Secretary
Mark Ethan
Campus Guard
Zach Appelman
Luke Detweiler
David Rasche
Dean
Quinlan Corbett
Billeting Officer
Dawn Newman
Jazz Singer
Clancy O'Connor
Tour Guide
Jon DeVries
Mr. Burroughs
Leslie Meisel
Edith Cohen
Sarah Hollis
Harlem Club Patron
Nicole Signore
Page
Olen Holm
Sailor
Michael Cavadias
Ray Conklin
Kyra Sedgwick
Marian Carr (uncredited)
Laura Obiols
Kristina Laakson (uncredited)
Colin Michael Walker
Columbia Classmate (uncredited)
Kevyn Settle
Norman (uncredited)
Martin Pfefferkorn
1940s Prisoner (uncredited)
Anna Kuchma
Interracial Couple (uncredited)
Sean Grady
Barfly (uncredited)
Matt Giroveanu
Luke's Friend #1 (uncredited)
Nick Diamantis
Merchant Marine (uncredited)
Jonathan Cantor
Ogden Nash (uncredited)
Ranardo Domeico Grays
Jazz Club Patron (uncredited)