It's the insightful, delightful film about cowboys, careers and midlife crises starring comic genius Billy Crystal and Jack Palance, who won a supporting actor Oscar® for his unforgettable performance. Thirty-nine-year-old New Yorker Mitch Robbins (Crystal) is tired of his job and bored with his life. So he and his two best friends (Bruno Kirby and Daniel Stern) trade their briefcases for saddlebags and set out to find freedom and adventure herding cattle under the wide New Mexico sky. But what they discover instead is scorching sun, sore backsides...and more about themselves and each other than they ever thought possible.

  • 1 hr 52 minNR
  • Jun 7, 1991
  • Comedy

More Trailers and Videos for City Slickers

Cast & Crew

  • Billy Crystal

    Billy CrystalActor

    Billy Crystal was born on March 14, 1948 in Long Beach, Long Island, New York. He is the youngest of three sons born to Helen (Gabler) and Jack Crystal. His father was a well-known concert promoter who co-founded Commodore Records and his mother was a homemaker. His family were Jewish immigrants from Russia, Austria, and Lithuania. With his father in the music business, Billy was no stranger to some of the top performers of the time. Legends such as Billie Holiday, Pee Wee Russell, and Eddie Condon regularly stopped by the Crystal household. At age 15, Billy faced a personal tragedy when his father died of a heart attack at the relatively young age of 54. This gave Billy a real appreciation of what his dad was able to accomplish while alive and what his mother did to keep the family together. Despite this tragedy, Billy was very upbeat and likable as a kid. He had a unique talent for making people laugh. With television becoming a new medium, Billy got his influence from shows like The Honeymooners (1955), and "The Ed Sullivan Show" and performers like Alan King, Ernie Kovacs and Jonathan Winters. He started doing stand-up comedy at the age of 16. However, his real dream was to be a professional baseball player. His idol growing up was Yankees outfielder Mickey Mantle. He spent long hours in the summers playing softball in the middle of Park Avenue with his brothers and his father, a former pitcher at St. John's University . At Long Beach High, Billy played second base and was varsity captain in his senior year. This earned him a baseball scholarship from Marshall University in West Virginia which he accepted. However, he would never end up playing a game as the baseball program was suspended during his freshman year. This would lead him to leave the university and move back to New York. He then enrolled at nearby Nassau Community College, majoring in theater. It was there that he met and fell in love with a dancer named Janice Goldfinger. They would get married in 1970 and have two daughters. Shortly after, Billy got accepted in New York University, where he majored in Film and TV Direction. While at NYU, he studied under legendary filmmaker Martin Scorsese. He also worked as house manager and usher on a production of "You're A Good Man, Charlie Brown". After receiving a Bachelor of Fine Arts from NYU in 1970, Billy temporarily worked as a substitute teacher until he was able to get gigs as a stand-up comic. He formed his own improv group, 3's Company, and opened for musicians like Barry Manilow. His impression of Howard Cosell interviewing Muhammad Ali became a huge hit with the audience. He left Long Beach for Hollywood in August of 1976 in the hopes of trying to land a role on a television series. It only took a year before he got his big break when he was chosen for the role of gay character Jodie Dallas on the controversial ABC sitcom Soap (1977). This would be the first time that an American TV show would feature an openly gay character as a regular. The show ran successfully for four seasons and helped to jump-start Billy's previously stagnant career. After Soap (1977) ended in 1981, Billy continued to do his stand-up routine, which was now attracting a larger audience with his growing celebrity status. During this time, he made many TV guest appearances and even hosted his own short-lived variety show, The Billy Crystal Comedy Hour (1982). He became a regular on Saturday Night Live (1975) in 1984 where his Fernando Lamas impression with the catchphrase "You Look Mahvellous" was a huge hit with viewers. This would lead to appearances in feature-length films such as Running Scared (1986) and Throw Momma from the Train (1987). In 1986, along with Whoopi Goldberg and Robin Williams, he started Comic Relief, an annual stand-up comedy show which helped to raise money for housing and medical care for the homeless. The show has since grown substantially with the continued support of all three comics. Billy's career would peak in the late 1980s and early 1990s. His roles in the blockbuster movies When Harry Met Sally... (1989) and City Slickers (1991) helped to establish himself as one of Hollwood's top movie stars. This star status was further validated when he was chosen to host the annual Oscars in 1990, an honor in which he would repeat seven more times. He made his big screen directorial debut in the 1992 film Mr. Saturday Night (1992), which was about a washed-up stand-up comic who refuses to retire. He also wrote, produced and starred in the film. Although the film was not a huge hit, it proved that Billy was much more than an actor and comedian. In the following years, Billy continued to act in, produce, and direct several films. He had his share of hits (Analyze This (1999), America's Sweethearts (2001)) and some flops (Fathers' Day (1997), My Giant (1998)). His role in as a therapist to mobster Robert De Niro in Analyze This (1999) earned him critical praise. In 2001, Billy parlayed his childhood love of baseball and Mickey Mantle into a feature film. The movie, 61* (2001), which premiered on HBO, centered on the relationship between Mantle and Roger Maris and their 1961 pursuit of Babe Ruth's home run record. The film for which Billy served as director and executive producer, garnered 12 Emmy nominations in all. Offscreen, Billy remains married to Janice Crystal and they have homes in California and New York. Both of his daughters are involved in the film business. Jennifer Crystal Foley is an aspiring actress, appearing in 61* (2001), while Lindsay Crystal is an aspiring filmmaker, creating and directing the documentary My Uncle Berns (2003).
    More
  • Bruno Kirby

    Bruno KirbyActor

  • Daniel Stern

    Daniel SternActor

  • Danielle Harris

    Danielle HarrisActor

  • David Paymer

    David PaymerActor

  • Jake Gyllenhaal

    Jake GyllenhaalActor

    Jacob Benjamin Gyllenhaal was born in Los Angeles, California, to producer/screenwriter Naomi Foner (née Achs) and director Stephen Gyllenhaal. He is the brother of actress Maggie Gyllenhaal, who played his sister in Donnie Darko (2001). His godmother is actress Jamie Lee Curtis. His mother is from a Jewish family, and his father's ancestry includes Swedish, English and Swiss-German. At the age of eleven, Gyllenhaal made his movie debut in the comedy-drama City Slickers (1991), playing Billy Crystal's character's son. He made an impact in various films in the late 1990s and early 2000s, in films such as the period drama October Sky (1999), his breakthrough performance, and as the title role in the psychological thriller Donnie Darko (2001), for which he received an Independent Spirit Award nomination for Best Actor, playing a psychologically troubled teenager. He followed this with roles encompassing many different genres, including the comedy film, the Disney romantic comedy Bubble Boy (2001); opposite Jennifer Aniston in another Sundance favorite, The Good Girl (2002), as a young man grieving the death of his fiancée in Moonlight Mile (2002), and in the science fiction blockbuster The Day After Tomorrow (2004), portraying a student caught in a cataclysmic climate event, opposite Dennis Quaid. Making his theater debut, Gyllenhaal appeared on the London stage with a starring role in Kenneth Lonergan's revival of "This Is Our Youth". The play was widely-received and played for eight weeks in London's West End. Gyllenhaal followed his successful theater en devour with a role in Jarhead (2005), playing Anthony "Swoff" Swofford, an aggressive and masculine but equally vulnerable and sensitive Marine during the Gulf War, and Proof (2005), as Gwyneth Paltrow's love interest. However, it was his follow-up performance that won critical acclaim in Brokeback Mountain (2005), in which he co-starred with Australian actor Heath Ledger, as sheep herders who fall in love in the 1960s and depicts their relationship over the 1960s, 1970s and early 1980s. For his role as Jack Twist, Gyllenhaal received critical acclaim and won the BAFTA Award for Best Actor in a Supporting Role and was nominated for the Screen Actors Guild Award for Outstanding Performance by a Male Actor in a Supporting Role, the Satellite Award for Best Supporting Actor - Motion Picture, and the Academy Award for Best Supporting Actor. Since then, he has acted in a wide range of movies, ranging from the critically-acclaimed thriller, Zodiac (2007), the drama Brothers (2009), playing opposite Tobey Maguire as the title siblings, in the action adventure film, Prince of Persia: The Sands of Time (2010), sporting a bulked-up physique, and the box office hit, Love & Other Drugs (2010), in which he teamed up with Anne Hathaway, once again, and for which he was nominated for a Golden Globe Award for Best Actor - Motion Picture Musical or Comedy. In the 2010s, Gyllenhaal starred in several major films for which he received significant critical acclaim: science fiction thriller Source Code (2011), police drama End of Watch (2012), mystery Prisoners (2013), dark media satire Nightcrawler (2014), the boxing drama Southpaw (2015), and the dramedy Demolition (2015). For Nightcrawler, he was nominated for the Golden Globe Award for Best Actor - Motion Picture Drama, the Screen Actors Guild Award for Outstanding Performance by a Male Actor in a Leading Role, and the BAFTA Award for Best Actor in a Leading Role. Gyllenhaal is the godfather of Matilda Ledger (aka Matilda Rose Ledger), daughter of the late actor Heath Ledger and Michelle Williams. Gyllenhaal's most significant personal relationships have been with actresses Kirsten Dunst and Reese Witherspoon. He is friends with Maroon 5 frontman Adam Levine, having known him since kindergarten. He is good friends with his sister's husband and Jarhead (2005) co-star, actor Peter Sarsgaard.
    More
Cast & Crew photos provided by TMDb.