Ben Stiller

Walter Mitty

Kristen Wiig

Cheryl Melhoff

Sean Penn

Sean O'Connell

Shirley MacLaine

Edna Mitty

Adam Scott

Ted Hendricks

Kathryn Hahn

Odessa Mitty

Patton Oswalt

Todd Maher

Adrian Martinez

Hernando

Ólafur Darri Ólafsson

Helicopter Pilot

Gunnar Helgason

Hotel Keeper

Terence Bernie Hines

Gary Mannheim

Alex Anfanger

Ted's Toner Box Associate

Gary Wilmes

Walter's Dad

Jon Daly

Tim Naughton

Gurdeep Singh

Cab Driver

Paul Fitzgerald

Don Proctor

Grace Rex

Cheryl's Co-Worker

Amanda Naughton

Female Editor

Nolan Carley

Western Union Employee

Joey Slotnick

Retirement Home Administrator

Marcus Antturi

Rich Melhoff

Amy Stiller

Rich's Friend's Mom

Stuart Cornfeld

Greeland Air Passenger

Makka Kleist

Bartender

Þórhallur Sigurðsson

Trawler Captain

Ari Matthíasson

Trawler 1st Mate

Finni Johannsson

Trawler 3rd Mate

José Alcántara

Chilean Sailor

Miguel Baez-Olavarria

Chilean Sailor

Antonio Molina

Chilean Sailor

Martin Lagos

Chilean Sailor

Kai Lennox

Phil Melhoff

Conan O'Brien

Conan O'Brien

Andy Richter

Andy Richter

Anthony Desio

Mover

Dawa Sherpa

Soccer Playing Sherpa

Lhakpa Sonam Sherpa

Soccer Playing Sherpa

Phurba Tashi Sherpa

Soccer Playing Sherpa

Walter Mudu

TSA Skeleton #1

Liz Mikel

TSA Skeleton #2

Brian Scott McFadden

TSA Officer #1

Dion Graham

TSA Officer #2

Richard DeDomenico

Piano Wholesaler

Matt Levin

Board Meeting Guy

Craig 'Radioman' Castaldo

News Stand Guy

George Aloi

Life Magazine Employee (uncredited)

Paul Bosche

Office Worker (uncredited)

Brady Bryson

Boy in Park (uncredited)

Greg Cipes

Time Life Employee (uncredited)

Marmee Regine Cosico

NYC Pedestrian (uncredited)

Jay Ferraro

Time Life Employee (uncredited)

Gary Ferster

Time Life Employee (uncredited)

Samantha Gelnaw

Pedestrian (uncredited)

Efraiem Hanna

Airline Ticket Agent (uncredited)

Rosemary Howard

1940s Winter Pedestrian (uncredited)

Ilan Krigsfeld

Blue Collar Worker (uncredited)

Alex Kruz

Time Life Employee (uncredited)

Anna Kuchma

Business Pedestrian (uncredited)

Dennis Lauricella

NYPD Officer (uncredited)

Raymond Mamrak

Office Worker (uncredited)

Jennifer Leigh Mann

Time Life Editor (uncredited)

Ryan Nicolls

Pedestrian (uncredited)

Roy Pollack

Time-Life Employee (uncredited)

Wes Pope

Time Life Employee (uncredited)

Lil Rhee

New Yorker (uncredited)

Bennie Road

Construction Worker (uncredited)

Shade Rupe

Pedestrian (uncredited)

Joshua Schubart

Mover (uncredited)

Tara Strong

Airport Passenger (uncredited)

Rob Tode

Cheryl's Neighbor (uncredited)

Marco Torriani

Tourist (uncredited)

Barbara Vincent

Businesswoman (uncredited)

Hynden Walch

Time Life Employee (uncredited)

Kelsey Wang

Time Life Employee (uncredited)

William Henderson White

Time Life Employee (uncredited)

Nicole Neuman

Rachel (uncredited)

Dennis Rees

International Traveler (uncredited)