- John Krasinski
- Carter Rutherford
- David de Vries
- Princeton Reporter
- Rick Forrester
- Princeton Reporter
- Craig S. Harper
- Princeton Reporter
- George Clooney
- Dodge Connelly
- Malcolm Goodwin
- Bakes
- Matthew Bushell
- Curly
- Tommy Hinkley
- Hardleg
- Tim Griffin
- Ralph
- Robert Baker
- Stump
- Nick Paonessa
- Zoom
- Lance Barber
- Toledo Referee
- Wayne Duvall
- Coach Ferguson
- Nicholas Bourdages
- Bug
- Jason Drago
- Toledo Player
- Bill Roberson
- Mr. Dunn
- Hi Bedford-Roberson
- Mrs. Dunn
- Stephen Root
- Suds
- Renée Zellweger
- Lexie Littleton
- Mark Teich
- Joe
- Christian Stolte
- Pete
- Jack Thompson
- Harvey
- Max Casella
- Mack Steiner
- Windy Wenderlich
- Conductor
- Keith Loneker
- Big Gus
- Marian Seldes
- Clerk
- Thomas Francis Murphy
- Cook
- JD Cullum
- Leonard
- Jonathan Pryce
- CC Frazier
- Randy Farmer
- Foreman
- George Nannarello
- Duluth Reporter
- Dave Hager
- Duluth Reporter
- Danny Vinson
- Duluth Reporter
- Mike O'Malley
- Mickey
- Dylan Kussman
- Soldier Frank
- Ryan Shively
- Corporal Jack
- Kyle Nudo
- German Soldier
- Tom Huff
- Writer / Photographer
- Heather Goldenhersh
- Belinda / Flapper
- Michael Roy Scott
- Athletic Club Trainer
- J. Todd Anderson
- Man in Pool
- Ron Clinton Smith
- Bouncer
- Ledisi
- Blues Singer
- Christian Scott aTunde Adjuah
- Band - Horn Player
- Marcus Gilmore
- Band - Drummer
- Mert Hatfield
- Mayor
- David Bryant
- Band - Piano
- Luques Curtis
- Band - Bass
- Dan John Miller
- Desk Clerk
- Scott C. Reynolds
- Police Sergeant
- John Vance
- Suicidal Man / Mother of Suicidal Man
- John McConnell
- Bullhorn Fireman
- Peter Gerety
- Commisioner
- Robert Hy Gorman
- Speakeasy Soldier
- Ted Huckabee
- Speakeasy Soldier
- Jeremy Ratchford
- Eddie
- Randy Newman
- Piano Player
- Sharlene Thomas
- Secretary
- Grant Heslov
- Saul Keller
- Craig A. Meyer
- Chicago Reporter
- Blake Clark
- Chicago Referee
- Patt Noday
- Chicago Radio Announcer
- David Pasquesi
- Voiceover Announcer
- Nick Toth
- Voiceover Announcer
- W. Scott Parker III
- Commissioner von Manstein
- Sandra Elise Williams
- Beautiful Woman
- John Allen
- Football Fan / Station Master (uncredited)
- Andrew Blair
- Security Guard
- Mellie Boozer
- Flapper
- Ryan Bourbon-Stuart
- Sideline Feature
- Rob Bouton
- Press Agent
- Don Calhoun
- Newspaper Man / Fan (uncredited) (unconfirmed)
- Don Calhoun
- Newspaper Man / Fan (uncredited) (unconfirmed)
- Jerry Cashman
- Newspaper Reporter
- Kristen Cubbage
- Bulldog Cheerleader
- Tyler Lee Davis
- Scoreboard Fan
- Andrew Donovan
- Police Officer
- Jeremy Duckworth
- Jumper Witness
- Neill Fleeman
- Reporter / businessman (uncredited)
- Daniel Freeze
- Soldier and Football Player
- Richard Gaither
- Press
- Anthony Garner
- Pressbox Reporter
- Dennis Gomez
- Speakeasy Patron
- Ray Hammack
- Game Official
- John Ratch Hart
- Sports Writer
- James Harvley
- Game Official
- Chris Hayes
- Soldier
- Tim Holt
- Pressbox Reporter
- Christy Johnson
- Chicago Teamer
- Ted Johnson
- Commissioner
- Bobby Jordan
- Football Player
- Stephen Kay
- Chicago Bartender
- Zack Kay
- Bulldogs #13
- Jim Keisler
- Duluth Bulldogs Trainer
- Dan A.R. Kelly
- Chicago Fan
- Richard Kelly
- Angry Fan
- Ray Kendrick
- Dining Car Guest
- RJ Konner
- Employment Officer
- Susan Hope Lee
- Football Fan
- Cody Lowe
- Football Fan
- Bill Martin
- Train Platform Passenger / Field Reporter (uncredited)
- Jason Patrick Mills
- Student
- Aaron Mitchum
- Dancer - Bar Patron
- Trey Moore
- Chicago Teamer
- Paul B. Murray
- Newspaper / Magazine Editor / American Legionaire (uncredited)
- Maurice Nimmons
- Athletic Club Member on Weight Scale
- Thomas Place
- Soldier in Bar
- Thomas Riddle
- Referee
- Edd Robinson
- Scorekeeper
- John Rutland
- Speakeasy Patron
- Stefan Schuette
- Bar Patron
- Tommy Scott
- Reporter
- Ryan Sloth
- Football Player / Toledo #5 / Dayton #37 (uncredited)
- Ron Stafford
- Reporter
- William Stine
- Chicago Reporter
- Alexandria Valentine
- Woman at train station
- Meg Watson
- Football Fan
- Rob G. Wise Sr.
- Reporter
- Kevin Woods
- Enthusiastic Fan
