Woody Allen is a writer and director who bares his emotions and neuroses on screen. It’s for this very reason that so many of his films feel so personal.
Yet, as an audience, it feels harder than ever to make sense of the complicated nature that is Allen’s catalog of work, especially in light of allegations of sexual assault that have been made against him.
But still, it’s undeniable that Allen is not only one of the most prolific filmmakers in the history of cinema, but also one of the best.
In this article, we’re going to judge Allen’s work by four movie criteria: legacy, acting, filmmaking, and story.
Best Woody Allen Movies Ranked
30. Whatever Works (2009)
Whatever Works - Trailer
For all the problems with Whatever Works, it’s just too difficult to ignore on this list, simply for the pairing of Larry David and Woody Allen. The latter directs the former in this film about an elitist intellectual who falls for a young passionate woman.
Woody Allen Films
Conclusion
Whatever Works had all the makings of a bona fide hit, but struggled to live up to lofty expectations.
Best Woody Allen Movies Ranked
29. Cafe Society (2016)
Cafe Society - Trailer
Jesse Eisenberg steps into the shoes of Woody Allen as the neurotic Bobby Dorfman in Cafe Society, a by-the-books movie, that has just enough period detail and charm to rank here.
Best Woody Allen Movies Ranked
Conclusion
Allen’s late-career has been marred by controversy and misfires, but Cafe Society is sure to satisfy fans of his signature witty dialogue.
Woody Allen Movies List
28. Everyone Says I Love You (1996)
Everyone Says I Love You - I’m Through With Love
I’ll admit that I’m not particularly one for musicals, but it’s hard to resist the stirring romanticism of Everyone Says I Love You. This film is one of Allen’s few musical offerings and an iconic film that takes place between three beautiful backdrops: New York, Paris, and Venice.
Woody Allen Movies and TV Shows
Conclusion
Everyone Says I Love You is a musical jaunt through Allen’s musings on love past, present, and future.
Woody Allen Movies List
27. Small Time Crooks (2000)
Woody Allen on - Small Time Crooks
Woody Allen’s offbeat comedy Small Time Crooks is a heist movie told through a satirical lens. But the most interesting aspect of the film is how it portrays the differences in American financial classes, and how they influence a person’s character.
Woody Allen Films
Conclusion
Small Time Crooks is a strange story told through conventional means.
All Woody Allen Movies
26. New York Stories (1989)
New York Stories - Trailer
New York Stories is a collaborative project between Woody Allen, Martin Scorsese, and Francis Ford Coppola, inspired by other vignette films such as Bocaccio ‘70 and Yesterday, Today and Tomorrow.
Woody Allen Films Ranked
Conclusion
Just as Fellini, De Sica, Visconti and Monicelli floundered with Bocaccio, so do too Allen, Scorsese and Ford Coppola with New York Stories.
Best Woody Allen Movies Ranked
25. Match Point (2005)
Match Point - Police Scene
Although many consider Match Point a mid-stage return to form for Woody Allen, few acknowledge how different the film is from the vast majority of his catalog.
Match Point is a serious drama that’s tonally far away from what we’ve come to expect from a Woody Allen picture, yet still a brilliant film in its own right.Woody Allen Movies and TV Shows
Conclusion
Many of Woody Allen’s films reference the Russian classic Crimes and Punishment, but with Match Point, he finally finds the elusive commentary on the novel he had been pursuing throughout his career.
Woody Allen Movies List
24. Sweet and Lowdown (1999)
Sweet and Lowdown - Video Essay
Woody Allen blends genres in Sweet and Lowdown by recreating the life of mythical jazz titan Emmet Ray in a documentary format. Many critics cite the film as a loose interpretation of La Strada, but those connections are few and far between.
Woody Allen Films
Conclusion
Sweet and Lowdown is a unique retelling of the jazz industry through Woody Allen’s eyes.
All Woody Allen Movies
23. Bullets Over Broadway (1994)
Bullets Over Broadway - “Don’t Speak” Scene
Bullets Over Broadway is a period piece from Woody Allen that explores the complicated setting of New York City at the end of the Roaring '20s. The films stars John Cusack, Dianne Wiest, Jennifer Tilly, and Chazz Palminteri.
Woody Allen Films
Conclusion
In 2014, Woody Allen adapted Bullets Over Broadway onto the stage as a musical. But the definitive version for cinema fans remains the 1994 film.
Woody Allen Films
22. Everything You Always Wanted to Know About Sex (1972)
Woody Allen - Scene
Through seven vignettes, Allen orchestrates a satirical farce on sexuality, based on David Reuben’s novel of the same name. Adventurous as it may be, this infamous 1970’s classic is a cinematic ride that surely has its detractors.
Best Woody Allen Films
Conclusion
Everything You Always Wanted to Know About Sex is as inconsistent as films come, but the highs make it a worthwhile watch.
Woody Allen Films
21. Love and Death (1975)
Love and Death - Trailer
Woody Allen’s early work Love and Death is a satire of the uber-dramatic Russian literature writers of centuries past. The film also has heavy elements of screwball comedy, told through a farcical and historical lens.
Alfred Hitchcock Films
Conclusion
Love and Death is a great watch for fans of Woody Allen who also love history.
Best Woody Allen Movies Ranked
20. Sleeper (1973)
Sleeper - “The Nose” Scene
Sleeper is Woody Allen’s singular vision of a futuristic dystopia. In the film, he plays the role of Miles Monroe, an ordinary man who’s cryogenically frozen after a near-fatal gall bladder operation.
Woody Allen Films
Conclusion
Heavily inspired by the silent-era of film, Sleeper is the perfect film for those looking for a comedic take on Brave New World.
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Woody Allen Movies List
19. Vicky Cristina Barcelona (2008)
Vicky Cristina Barcelona - Trailer
Many of Woody Allen’s films deal with the complicated nature of relationships, but perhaps none are as explicit as Vicky Cristina Barcelona, which stars an all-star cast of Javier Bardem, Scarlett Johannson, Penelope Cruz, and Rebecca Hall.
Woody Allen Movies and TV Shows
Conclusion
Vicky Cristina Barcelona is certainly more style than substance but there’s still plenty going on behind the scenes to make this an emotional trip for wayward romanticists.
Woody Allen Movies Ranked
18. Take the Money and Run (1969)
Take the Money and Run - Scene
Woody Allen’s first mockumentary is a gonzo recreation of criminal stories. The comedy of the film is elevated by the fact that Allen’s character Virgil Starkwell is the least lucky man on Earth.
Alfred Hitchcock Films
Conclusion
Take the Money and Run is a minor, early entry in Allen’s filmography but remains a top-tier mockumentary.
Best Woody Allen Movies Ranked
17. Bananas (1971)
Bananas - Montage Scene
Despite being one of Allen’s earliest films, Bananas is one of his most enduring. The film is a satire of war told through the neurotic lens of Allen’s character Mellish.
Woody Allen Films
Conclusion
Bananas is one of Allen’s early comedy classics, and also an important satirization of revolutions.
Woody Allen Movies List
16. Radio Days (1987)
Radio Days - Video Essay
Woody Allen’s Radio Days is the definition of a big picture in a little frame. At just 96 minutes, Radio Days is short and sweet, yet ambitiously larger than life. Perhaps the most enduring aspect of Radio Days is its references to world cinema, beautifully commemorated by Allen.
Alfred Hitchcock Films
Conclusion
Radio Days is a nostalgiac dream of an ever-so-elusive time, that came and went with video.
Woody Allen Movies Ranked
15. Stardust Memories (1980)
Stardust Memories - UFO Scene
Woody Allen’s overture to Italian cinema is a reimagining of Federico Fellini’s iconic work 8 ½. Although filled with brilliant moments, Stardust Memories fails to capture the inherent humanity of 8 ½ and instead, perhaps better than any other Allen film, symbolizes his own complicated view of himself.
Alfred Hitchcock Films
Conclusion
It’s hard to recommend Stardust Memories over the surrealist 8 ½, but the former serves as a good companion piece to Fellini’s classic.
Woody Allen Movies Ranked
14. Play It Again Sam (1972)
Play it Again Sam - Scene
Based on his play, Allen wrote the screenplay but did not direct this ode to Casablanca. The directorial duties were handled by the great Herbert Ross. It bears so much of his creative DNA, however, we decided to include it in our list. This early work from Woody Allen is both a love letter and an admission of obsession to the world of cinema.
Woody Allen Movies and TV Shows
Conclusion
Play It Again Sam is a foundational piece of Woody Allen work that would go on to inspire the likes of Stardust Memories and Hollywood Endings.
Woody Allen Movies Ranked
13. Manhattan Murder Mystery (1993)
Manhattan Murder Mystery - Elevator Scene
Sir Arthur Conan Doyle popularized murder mysteries in the 19th century with Sherlock Holmes, but it wasn’t until Woody Allen took the action from London to Manhattan that the genre was deconstructed in this neurotic new light.
Alfred Hitchcock Films
Conclusion
Manhattan Murder Mystery is a spoof of one of literature’s most popular tropes, told through a couple’s screwball search for a killer in New York City.
Woody Allen Filmography
12. Broadway Danny Rose (1984)
Broadway Danny Rose - NYT Critics Pick
So many of Woody Allen’s movies are about sensational happenings in high society, but with Broadway Danny Rose, he explores the other side of the entertainment industry, through the eyes of hard-working nobody Danny Rose.
Woody Allen Films Ranked
Conclusion
Broadway Danny Rose is no doubt one of Allen’s more succinct cinema offerings, but ultimately, one of his most endearing.
Best Woody Allen Movies Ranked
11. Husbands and Wives (1992)
Husbands and Wives - Video Essay
With Husbands and Wives, Woody Allen gave one of the best directorial efforts of his career. Through claustrophobic interiors to shaky-cam long shots, Allen directs a film quite unlike any other he had done before.
Woody Allen Films
Conclusion
Husbands and Wives is, in many ways, the antithesis to Allen’s jovial romantic comedies of yore, yet full of worthwhile commentary on the nature of love.
Woody Allen Filmography
10. Zelig (1983)
Zelig - Scene
Woody Allen’s Zelig is a mockumentary about how far a person will go to fit in. Allen plays Leonard Zelig, who is a man that is so obsessed with his own insecurity that he conforms to any situation that he’s in.
Woody Allen Films
Conclusion
Zelig is a pioneer of the mockumentary genre and a technical innovator in the field of cinematic special effects.
Did You Know
Zelig was one of the first films to blend original and archival footage together in a believable manner. To do this, Woody Allen and cinematographer Gordon Willis shot scenes on a rudimentary green screen with antique cameras and intentionally “damaged film.”
Woody Allen Movies Ranked
9. Interiors (1978)
Woody Allen on - Interiors
Interiors is one of Allen’s more straight-dramas and is full of existential dread and familial turmoil. The script is very much in the style of a Tennessee Williams play while the visuals contain clear references to the work of Ingmar Bergman.
Woody Allen Films
Conclusion
It’s no doubt that Interiors stands apart from the majority of Allen’s work, yet it remains an essential film.
Woody Allen Filmography
8. Deconstructing Harry (1997)
Deconstructing Harry - Trailer
Deconstructing Harry is one of Woody Allen’s most personal films. In the picture, he plays the role of Harry Block, a writer who uses the personal experiences of his friends and loved ones to create dramas, which causes them to abandon him.
Woody Allen Films
Conclusion
The mountain for any great writer is built with the skeletons of lost loved ones, as shown in Deconstructing Harry.
Best Woody Allen Movies Ranked
7. The Purple Rose of Cairo (1985)
Jeff Daniels on - The Purple Rose of Cairo
Woody Allen’s commentary on Hollywood, The Purple Rose of Cairo, is a great moral lesson in separating fact from fiction. It’s for this reason that the film is such a tragedy, as reality, or simply whatever matters most, is sometimes trickier to decipher than it seems.
Woody Allen Films
Conclusion
The Purple Rose of Cairo is an especially emotional picture from Woody Allen and among his all-time best.
Woody Allen Movies Ranked
6. Hannah and Her Sisters (1986)
Hannah and Her Sisters - Scene
Hannah and Her Sisters is one of Allen’s most successful films both critically and financially. In the picture, Allen expands upon themes from his earlier work Interiors and inspiration from Luchino Visconti’s Rocco and His Brothers.
Best Woody Allen Films
Conclusion
Hannah and Her Sisters is Woody Allen’s strongest film on the intricacies of inter-familial relations.
Woody Allen Filmography
5. Blue Jasmine (2013)
Cate Blanchett on - Blue Jasmine
Cate Blanchett gives a tour de force performance in the lead role of Blue Jasmine, an undeniably somber Woody Allen film that shares more than a few similarities to Tennessee Williams’ A Streetcar Named Desire.
Woody Allen Movies and TV Shows
Conclusion
Blue Jasmine is one of Allen’s most well-regarded late-career works and host to critical commentary on the 2008 financial crisis.
Woody Allen Movies Ranked
4. Crimes and Misdemeanors (1989)
Crimes and Misdemeanors - Trailer
Crimes and Misdemeanors is one of Allen’s more direct references to Dostoyevsky’s novel Crimes and Punishment, yet offers an entirely alternative perspective.
The film is about the fate of those who deem themselves to be damned and the suffocating belief in curses and punishments.
Woody Allen Film
Conclusion
Ultimately, Crimes and Misdemeanors remains one of Woody Allen’s greatest works.
Woody Allen Filmography Best
3. Midnight in Paris (2011)
Midnight in Paris - Trailer
Midnight in Paris is a fantastical vision of the city that was once home to some of the greatest minds in history. Owen Wilson plays the role of a wayward writer who goes back in time to meet the likes of F. Scott and Zelda Fitzgerald, Ernest Hemingway, and Salvador Dali.
Woody Allen Films
Conclusion
As the saying goes: the grass is always greener on the other side, proven by the events of Midnight in Paris.
Top Woody Allen Movies
2. Manhattan (1979)
Manhattan - Opening
There’s no doubt that Manhattan is a classic of American cinema. The film is the best directorial effort of Woody Allen’s career, one that mixes beautiful black and white shots to truly immersive effect.
Manhattan is Allen’s most honest look at love and relationships, yet one that has always been problematic for its subject matter. That being said, art is meant to push us to reflect, which Manhattan does to a tee.Woody Allen Films
Conclusion
In the end, Manhattan remains one of the crown jewels of American Cinema.
Top Woody Allen Movies
1. Annie Hall (1977)
Woody Allen on - Annie Hall
Annie Hall is, and forever will be Woody Allen’s magnum opus. From start to finish, the film is a masterclass effort.
The script is excellently nuanced, the acting is engrossing, and most importantly, the moral is insightful.
WOODY ALLEN FILMS
Conclusion
Not only is Annie Hall the greatest film of Woody Allen’s career, but it’s also one of the best movies ever made.
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Up Next: Tim Burton Movies Ranked →
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