Woody Harrelson as Roy Munson

Randy Quaid as Ishmael Boorg

Vanessa Angel as Claudia

Bill Murray as Ernie McCracken

Chris Elliott as The Gambler

William Jordan as Mr. Boorg

Nancy Frey-Jarecki as Sarah Boorg

Richard Tyson as Owner Of Stiffy's

Lin Shaye as Landlady

Zen Gesner as Thomas

Prudence Wright Holmes as Mrs. Boorg

Rob Moran as Stanley Osmanski

Daniel Greene as Calvert Munson

Will Rothhaar as Young Roy

Mark Charpentier as 1979 Bowling Buddy

Brad Faxon as 1979 Bowling Buddy

Sayed Badreya as Fatima

Linda Carola as 1979 Waitress

Danny Murphy as Beaver Valley Bowl Manager

David Shackelford as Red Neck Stutterer

Rick Barker as Beaver Bowl Hustler

Gretchen Treser as Make-Out Queen

Willie Garson as Purse Snatcher

Googy Gress as Lancaster Bowl Manager

Suzan Hughes as Cocktail Waitress

Michael Corrente as Scranton Wino

Herbie Flynn as Scranton Wino

Hank Brandt as Bowling Priest

Libby Langdon as Skidmark's Squirrel

Liza Oxnard as Tavern Drunk

Lorri Bagley as Beautiful Dancer

Steve Tyler as Gas Station Attendant

Nancy Farrelly as Nouchi's Gal

Cynthia Farrelly Gesner as Silver Legacy Maid

Morganna as Self

Victoria Scott D'Angelo as Unified Fund Mom

Jonathan Richman as Tavern band

Lou Consolo as Stiffy's Goon (as Louis Charles Consolo)