The Best Comedy Movies of All Time

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Here are our picks for the best of the best comedy movies of All time.

20. Office Space(1999)

Comedic tale of company workers who hate their jobs & decide to rebel against their greedy boss.

19. Clueless (1995)

Jane Austen’s 1816 novel Emma turned into a fresh and satirical look at ultra-rich teenagers in a Beverly Hills high school.

18. Rushmore (1998)

Max Fisher is a troubled kid in love with a woman he can’t have. When his world crumbles around him, Max’s fragile psyche collapses as well. From director Wes Anderson, a psychological thriller of monumental proportions: RUSHMORE.

17. Anchorman: The Legend of Ron Burgundy (2004)

Enter the hard-hitting world of the 1970s local TV news, where Ron Burgundy (Will Ferrell) and his loyal Channel 3 New Team are San Diego’s #1 rated news source.

16. Wayne’s World (1992)

Mike Meyers and Dana Carvey’s finest cinematic moment (and SNL adaptation) proved so immediately influential and re-watchable that few people old enough to remember its release can muster the same guffaws these days.

15. Pee Wee’s Big Adventure (1985)

Pee Wee’s Big Adventure is about a couple of classic weirdos (Paul Reubens and Tim Burton) bonding over their shared tastes as a standup buddy of mine once put it.

14. Ghostbusters (1985)

Ghostbusters, which crackles with the goofy, horny overtones of previous Ramis/Bill Murray projects but found its footing in a very real, and very scary, Manhattan.

13. Bringing Up Baby (1938)

It’s tempting to group romantic comedies of a certain age, especially the early 1930s through the ’40s, together even if they don’t share a lot of superficial traits. Still, there’s real kinship in the infectious, rapid-fire dialogue and class critiques of the screwball genre, at least as rendered by masters like Frank Capra, Howard Hawks, Preston Sturges and others.

12. The Great Dictator (1940)

The political satire of The Great Dictator is rooted in timeless notions of fascism and obedience, but its particular brand is so well-defined that it elevates Dictator above other examples of Charlie Chaplin’s physical genius.

11. Airplane! (1980)

A handful of films become so successful they birth entire sub-genres, and while Airplane! was certainly the offspring of any number of zany, cartoonish parents, there’s never been a brat like it, before or since.

10. The Jerk (1979)

Finding a more likable lead than Steve Martin would have been impossible for this fish-out-of-water tale, which was inspired by a single line in Martin’s standup act and traces Navin R. Johnson’s rise from a poor “black” child to a wealthy, accidental inventor — and back to the literal gutter again.

9. Raising Arizona (1987)

Ranking this visual tour-de-force above the more nuanced, patient, and self-consciously epic The Big Lebowski is tough, since the latter shows everything the Coen Brothers learned in the decade that separates the two films.

8. This Is Spinal Tap (1984)

Spinal Tap is brilliant not because it’s universal, though you’d be hard-pressed to find a comedy or music aficionado who didn’t love it, but because it achieves perfection in the relatively tiny pond it sets out to drain.

7. Caddyshack (1980)

Caddyshack has anarchic spiritual brethren, such as John Landis’s Animal House and Blues Brothers, or director Harold Ramis’ almost-as-stellar Vacation, one must acknowledge the unmatched zeal and affection it shows for freaks, misfits, and outcasts of all stripes.

6. Annie Hall (1977)

Woody Allen’s New York is as lovingly rendered in Annie Hall as his Los Angeles is thin, vacuous, and disposable, which makes it all the more impressive how well he and Diane Keaton ground the film in a frustrated romantic reality.

5. Duck Soup (1933)

Uncommon for the time period, but it’s more proof that great performances can own a film. Amid contract disputes and uncertainty with Paramount Pictures, the brothers managed to turn a quasi-political farce about the invented country of Freedonia into the most consistent example of slapstick genius and vaudeville-indebted routines in film history.

4. Monty Python and the Holy Grail (1975)

Plenty of Python fans will fist-fight you over which sketch or character is their favorite (and therefore best), but there’s little question that Holy Grail is the British outfit’s most fiendishly inspired full-length outing.

3. Some Like It Hot (1959)

Some Like It Hot mined plenty of good-natured humor from the world of gender-bending, as the totally-game and beautifully paired Jack Lemmon and Tony Curtis proved when they donned dresses, wigs, and thick makeup to escape the mob, swiftly falling in with the already-famous bombshell Marilyn Monroe.

2. Dr. Strangelove (Or How I Learned to Stop Worrying and Love the Bomb) (1964)

Stanley Kubrick’s black humor is evident in all his best work, but this Cold War masterpiece shows what happens when biting political satire rams headlong into a razor-sharp script and arguably the most detail-oriented comedic acting in film history.

1. Blazing Saddles (1974)

There’s stunning variety in the writing an almost otherworldly quality to the assured performances, a far-head-of-its-time prescience in the subject matter, and a vulgarity that sounds shocking anywhere, at any time.

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