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
Joey Slotnick
Retirement Home Administrator
Amy Stiller
Rich's Friend's Mom
Stuart Cornfeld
Greeland Air Passenger
Makka Kleist
Bartender
Þórhallur Sigurðsson
Trawler Captain
Martin Lagos
Chilean Sailor
Kai Lennox
Phil Melhoff
Conan O'Brien
Conan O'Brien
Andy Richter
Andy Richter
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 'Radio Man' Castaldo
News Stand Guy
George Aloi
Life Magazine Employee (uncredited)
Jerome Brooks Jr.
Business Man (uncredited)
Brady Bryson
Boy in Park (uncredited)
Greg Cipes
Time Life Employee (uncredited)
Marmee Regine Cosico
NYC Pedestrian (uncredited)
Samantha Gelnaw
Pedestrian (uncredited)
Rosemary Howard
1940s Winter Pedestrian (uncredited)
Alex Kruz
Time Life Employee (uncredited)
Anna Kuchma
Business Pedestrian (uncredited)
Raymond Mamrak
Office Worker (uncredited)
Jennifer Leigh Mann
Time Life Editor (uncredited)
Ryan McBride
Movie Poster Boy (uncredited)
Ryan Nicolls
Pedestrian (uncredited)
Lil Rhee
New Yorker (uncredited)
Shade Rupe
Pedestrian (uncredited)
Tara Strong
Airport Passenger (uncredited)
Hynden Walch
Time Life Employee (uncredited)
Kelsey Wang
Time Life Employee (uncredited)
Nicole Neuman
Rachel (uncredited)
