- Ben Stiller as Walter Mitty, a negative asset manager at Life
- Kristen Wiig as Cheryl Melhoff, Walter's love interest and co-worker
- Shirley MacLaine as Edna Mitty, Walter's mother
- Adam Scott as Ted Hendricks, Walter's new boss
- Kathryn Hahn as Odessa Mitty, Walter's sister
- Sean Penn as Sean O'Connell, a photojournalist
- Patton Oswalt as Todd Maher, an eHarmony customer service representative
- Ólafur Darri Ólafsson as a Greenlandic helicopter pilot
- Jon Daly as Tim Naughton, one of Walter's co-workers
- Terence Bernie Hines as Gary Mannheim, one of Walter's co-workers
- Adrian Martinez as Hernando, Walter's understudy and co-worke
- Kai Lennox as Phil Melhoff, Cheryl's ex-husband
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