Films like The Caddy

10 to watch next

1. 1

   Happy Gilmore 2

   Film · 2025 · also comedy

   Happy Gilmore isn't done with golf — not by a long shot. Since his retirement after his first Tour Championship win, Gilmore returns to finance his daughter's ballet clas...

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2. 2

   Wayne's World

   Film · 1992 · also comedy and music

   The adventures of two amiably aimless metal-head friends, Wayne and Garth. From Wayne's basement, the pair broadcast a talk-show called "Wayne's World" on local public ac...

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3. 3

   Monty Python Live at the Hollywood Bowl

   Film · 1982 · also comedy

   Monty Python perform many of their greatest sketches at the Hollywood Bowl, including several from pre-Python days.

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4. 4

   Brain Donors

   Film · 1992 · also comedy

   Three manic idiots—a lawyer, a cab driver and a handyman—team up to run a ballet company to fulfil the will of a millionaire. Stooge-like antics result as the trio try to...

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5. 5

   This Is Spinal Tap

   Film · 1984 · also comedy and music

   "This Is Spinal Tap" shines a light on the self-contained universe of a metal band struggling to get back on the charts, including everything from its complicated history...

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6. 6

   Chris Rock: Kill the Messenger

   Film · 2008 · also comedy

   An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shi...

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7. 7

   Back to the Beach

   Film · 1987 · also comedy and music

   A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.

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8. 8

   The Ladies Man

   Film · 1961 · also comedy

   After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many,...

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9. 9

   Dave Chappelle: Deep in the Heart of Texas

   Film · 2017 · also comedy

   Comedy icon Dave Chappelle makes his triumphant return to the screen with a pair of blistering, fresh stand-up specials. Filmed at the Moody Theater in Austin, Texas, in...

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10. 10

    Pitch Perfect 2

    Film · 2015 · also comedy and music

    The Bellas are back, and they are better than ever. After being humiliated in front of none other than the President of the United States of America, the Bellas are taken...

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