50 insanely funny movies with previews and trailers (caution, do NOT view while driving)

by Jonathan Fields | 04/19/08

So, following on the massive success of my recent “108 songs that’ll stop you from biting your cubicle-mate” post, I now bring you the funny-movie master list.

Fifty movies, painstakingly picked, hand-washed and professionally-framed to inspire hours of smiles, with links to the trailers for every single one (the trailers, alone, are worth the effort).

Please note–I have made absolutely no attempt to keep this list remotely clean, PC or otherwise remove offensive, idiotic, outright dopey, infantile, adolescent, goofy, suggestive, dry, sarcastic, satiristic or offbeat material.

Nor are these general, feel-good date movies, but rather guilty-pleasure, LMAO funny, line-memorizingly timeless ditties, so proceed at your own risk.

Click on the movie-name to view the trailer/clip (the trailers, alone, are worth the time. Please note, these are in random order, NOT in order of maximal-funniness):

  1. Superbad
  2. American Pie
  3. There’s Something About Mary
  4. Blazing Saddles
  5. Napoleon Dynamite
  6. Stripes
  7. A Fish Called Wanda
  8. The 40 Year Old Virgin
  9. Clerks
  10. Monty Python And The Holy Grail
  11. 16 Candles
  12. The Princess Bride
  13. South Park: Bigger, Longer, Uncut
  14. This Is Spinal Tap
  15. Revenge Of The Nerds
  16. Office Space
  17. My Cousin Vinny
  18. Airplane
  19. Four Weddings And A Funeral
  20. Naked Gun
  21. Young Frankenstein
  22. Dumb & Dumber
  23. Meet The Fockers
  24. Bad Santa
  25. Mony Python’s The Meaning Of Life
  26. The Birdcage
  27. Duck Soup
  28. Beverly Hills Cop
  29. Back To School
  30. Wayne’s World
  31. Kentucky Fried Movie
  32. Animal House
  33. Old School
  34. Harold And Kumar Go To White Castle
  35. Pink Panther (original 1963 version)
  36. Space Balls
  37. Slapshot
  38. Dr. Strangelove
  39. The Blues Brothers
  40. Zoolander
  41. Dodgeball or alternate version
  42. Borat
  43. Big Momma’s House 2

Ooooh, I got so close to 50, before exhausting my funny-movie repertoire!

Please, please, please…help me complete the list. We only need 7 more to get to 50.

Share your choice for funniest movie not on the list in the comments below (include a link to the trailer if you like)…

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29 comments

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Comments

  1. soultravelers3No Gravatar said:
    April 19th, 2008 | 9:04 am

    Great list…I am always up for a good laugh and good movie! How about Ground Hog Day, GhostBusters, Big and most anything with Richard Pryor?

    ( Perhaps my age is showing, but Young Frankenstein is one of the most popular movies in this household and my 7yo can quote most of the movie). ;)

  2. StephanieNo Gravatar said:
    April 19th, 2008 | 9:04 am

    What about Johnny Dangerously?

  3. MikeNo Gravatar said:
    April 19th, 2008 | 10:43 am

    I´m with soultraveler3 on Groundhog Day and Ghostbusters (which has one of the funniest commentary tracks ever). I´d also nominate Bill and Ted´s Excellent Adventure, It´s a Mad, Mad, Mad, Mad World, and Never Give a Sucker and Even Break..

  4. Jonathan FieldsNo Gravatar said:
    April 19th, 2008 | 11:17 am

    @ everyone - nice adds, those are all great! I’ll update the list and include links to trailers later. Plus, Anita over at SmallBizTrends added Caddyshack.

    Keep’em coming, people!

  5. KellyNo Gravatar said:
    April 19th, 2008 | 2:45 pm

    Jonathan,

    You hit most of my faves, especially Clerks, A Fish Called Wanda, and all things Monty Python. If you speak French or are not bothered by subtitles, La Cage Aux Folles (1978) is actually funnier than The Birdcage, IMHO.

    I might add: Enchanted (whole family can laugh); Johnny English; Waiting for Guffman; Postcards From the Edge; It Happened One Night; and The Gold Rush (Chaplin).

    Neat list. I’m going to check out your songs right now.

    Regards,

    Kelly

  6. MichelleNo Gravatar said:
    April 19th, 2008 | 4:51 pm

    Hi :)

    I’d nominate Rat Race (Rowan Atkinson, John Cleese and Whoopi Goldberg) as every time I watch it, I just die laughing! Sheer outright lunacy and a lot of fun!

    Wild Hogs isn’t too bad either for a few really good belly laughs.

  7. Jim WNo Gravatar said:
    April 19th, 2008 | 5:13 pm

    Great post, Get the reader involved and excited to participate. Great Idea.

  8. StephanieNo Gravatar said:
    April 19th, 2008 | 6:56 pm

    We watched Tootsie the other day, which reminds me of Mrs. Doubtfire.
    Oh and I was surprised how funny Over the Hedge was.

  9. “50 Insanely Funny Movies…” A Reply | The Marketing Caddy said:
    April 19th, 2008 | 7:28 pm

    [...] you’re new here, you may want to subscribe to my RSS feed. Thanks for visiting!Jonathan Fields how could you NOT [...]

  10. CaraNo Gravatar said:
    April 19th, 2008 | 7:52 pm

    Great list, lots of my favorites on here, but missed “Raising Arizona.”

    Once broke up with a boyfriend because he didn’t like it. I also second “Big” and “Young Frankenstein.”

  11. Tim BrownsonNo Gravatar said:
    April 20th, 2008 | 9:45 am

    Where’s Life of Brian and Live at the Hollywood Bowl??? LOB is my favorite Python film.

    The Man With Two Brains
    The Jerk
    This Is Spinal Tap
    The Odd Couple
    Happy Gilmore if only for this http://www.youtube.com/watch?v=4aR86lxHG74
    Caddyshack

  12. CarolNo Gravatar said:
    April 20th, 2008 | 10:26 am

    What about Bob??? Super silly!

  13. LindaNo Gravatar said:
    April 20th, 2008 | 2:43 pm

    Great adds, Stephanie — love Robin Williams!

    An oldie — the original “Yours, Mine & Ours” with Lucille Ball and Henry Fonda, made in 1968. I never saw the re-release.

    “Father of the Bride” with Steve Martin was funny, too.
    8 G
    Cheers,
    Linda

  14. MoniqueNo Gravatar said:
    April 20th, 2008 | 2:48 pm

    A couple of others come to mind…

    Planes, Trains and Automobiles

    and

    Throw Mama From the Train.

  15. Jonathan FieldsNo Gravatar said:
    April 20th, 2008 | 6:46 pm

    @ everyone - man, I am soooo happy you guys are here! I forgot some awesome ones, will add to the list!

  16. MichelleNo Gravatar said:
    April 21st, 2008 | 12:34 am

    OH

    I forgot “The Big Lebowski”

    Oh my!!! How can one forget THAT???

  17. MatinNo Gravatar said:
    April 21st, 2008 | 4:03 am

    How about:
    1. Big Lebowski
    2. Van Wilder
    3. Happy Gilmore
    4. Waterboy
    5. Snatch
    6. Orange County
    7. Raising Arizona
    8. Tommy Boy
    9. Black Sheep (Chris Farley)
    10. Clerks
    11. Dogma
    12. Jay and silent bob strike back
    13. Clerks II

  18. LenaNo Gravatar said:
    April 21st, 2008 | 9:58 am

    Knocked Up
    Best in Show
    A Mighty Wind
    So I Married an Axe Murderer
    Shaun of The Dead
    Any comedies with Chris Farley or Bill Murray

  19. CheranyNo Gravatar said:
    April 21st, 2008 | 6:13 pm

    You must list Bowfinger!

  20. Carol L. Skolnick, Clear Life SolutionsNo Gravatar said:
    April 21st, 2008 | 7:00 pm

    http://movies.nytimes.com/movie/52384/Victor-Victoria/trailers
    Victor/Victoria!

  21. MattNo Gravatar said:
    April 24th, 2008 | 10:49 am

    Not one Woody Allen movie - wow. How about “What’s up, Tiger Lily?” to start. Also:

    - “Take the Money and Run”
    - “Bananas”
    - “Sleeper”
    - “Love and Death”
    - “Broadway Danny Rose”
    - “Zelig”

    Also love “Repo Man” and “Buckaroo Banzai” from the wacky 80s.

    Great blog!

  22. MattNo Gravatar said:
    April 24th, 2008 | 10:59 am

    [slap forehead!]

    I forgot about the Marx Brothers, W.C. Fields, Charlie Chaplin and Buster Keaton!

    - “It’s a Gift” - Fields
    - “Duck Soup,” “A Night at the Opera,” “The Big Store,” “Animal Crackers,” “The Cocanuts,” “Monkey Businese” - Marx Bros.
    - “The Gold Rush,” “City Lights,” “Modern Times, “The Great Dictator” - Chaplin
    - “The General,” “The Cameraman,” “Steamboat Bill Jr.” - Keaton

    I’m not an old film expert, so I’m sure I’m leaving out a lot…

  23. kateNo Gravatar said:
    April 24th, 2008 | 2:58 pm

    Super Troopers - you will thank me later.

  24. IngridNo Gravatar said:
    May 2nd, 2008 | 6:07 pm

    50 First Dates
    heck most anything with Adam Sandler

  25. NoahNo Gravatar said:
    May 18th, 2008 | 9:32 pm

    I never really liked the South Park movie. The show is good but the movie was just awful.

  26. maxNo Gravatar said:
    May 30th, 2008 | 2:44 am

    HOT SHOT rule!
    or put EVIL DEAD!

  27. CodyNo Gravatar said:
    July 12th, 2008 | 11:58 am

    Another vote for super troopers. I literally almost died laughing.

    I don’t think anyone mentioned Gradma’s Boy. Its very funny, plus it has Linda Cardellini in it, as the love interest. I’ve had a thinkg for her for a while now. :)

  28. LisaNo Gravatar said:
    July 26th, 2008 | 1:22 pm

    I haven’t seen The ‘burbs with Tom Hanks mentioned anywhere. I’m a big Hanks fan, and I still love this movie. Another one that’s really funny, but most people don’t see to know about it is High Spirits. The cast is great too: Peter O’Toole, Steve Guttenberg, Daryll Hannah, Liam Neeson, and Beverly D’Angelou.

  29. TedNo Gravatar said:
    July 31st, 2008 | 6:53 pm

    hwo about son Tom hanks movie about the OC and him going to college with Jack Black messing up his chances..evbry funny flick



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