From Classic to Modern: Top 25 Greatest Comedy Films That Will Leave You in Stitches
Get ready to bust a gut with our handpicked selection of the top 25 greatest comedy films that are sure to leave you in stitches. From dark comedy to slapstick, these movies are hilariously funny and great films to watch. Featuring a mix of classics and modern hits, including Monty Python, Chaplin, and Keaton, romcoms like When Harry Met Sally, and crime comedies like Snatch, this list has something for everyone. So grab your popcorn, sit back, and get ready for some side-splitting laughter with these comedy masterpieces!
Comment your favorites. Bookmark to watch later and do share. Happy Surfing.
1. Gintama: The Very Final (2021)
Director: Chizuru Miyawaki
Cast: Sugita Tomokazu, Kugimiya Rie, Sakaguchi Daisuke, Ishida Akira, Nakai Kazuya
Genre: Action, Comedy, Drama
Gintama: The Final is an incredibly emotional and satisfying conclusion to the beloved Gintama series. After 15 years of following the characters on their journey, it was a bittersweet experience to watch the final chapter unfold on the big screen.
"No matter whether you win or not, there's no meaning to war." - Gintoki Sakata
The story picks up where the semi-final special episodes left off, with the remaining Tendoshou landing on Earth to resurrect Utsuro in an attempt to gain immortality from his blood. Gintoki returns to Edo after two years to destroy the central terminal, and all of the characters, from the Shinsengumi and the Odd Jobs to the shinobi 5, ninjas, and devas of the Kabuki district, come together for one final battle to save the Earth. The film's climax is nothing short of epic, with breathtaking animation and a masterfully crafted script that ties together all of the loose ends from the series.
The Gintama series has been on the air for 15 years, and the movie ends the epic journey with 350+ episodes and movies in a grand way. The film ended lavishly, with all the emotions of laughs, excitement, melancholia and bittersweet that the series shared.
The animation in the movie is simply stunning. The character animation is smooth and fluid, and the action sequences are absolutely breathtaking. The music also adds to the film's emotional weight, and it's hard not to get teary-eyed in the final scene.
Gintama: The Final is an emotional and satisfying conclusion to an epic journey. The film balances the emotional weight with the classic Gintama-style parody, over-the-top slapstick humour, and the best farewell to all the characters we love.
2. Gintama the Movie: The Final Chapter - Be Forever Yorozuya (2013)
Director: Yoichi Fujita
Cast: Tomokazu Sugita, Daisuke Sakaguchi, Rie Kugimiya
Genre: Anime, Action, Comedy, Sci-Fi
Be Forever Yorozuya is an excellent film that is a must-watch for fans of the series. The story is set in an alternate version of 19th-century Japan, where aliens known as the Amanto have taken over and banned traditional samurai practices. Gintoki, a former samurai, along with his friends Kagura and Shinpachi, must use their skills and ingenuity to defeat the alien threat and restore order to their city. They encounter old allies and enemies along the way and must confront the truth about their pasts.
One of the things that I loved about this film is the fact that Gintoki is transported to the future, and he got to see the badass adult versions of Kagura and Shinpachi. The CGI animation in this film was also well done, especially in the near-ending when they were going to battle.
I haven’t laughed so hard; the film is filled with action, comedy, and drama and features a great story, excellent animation, and a fantastic soundtrack. It’s a fitting conclusion to the series, and it will leave you with a sense of nostalgia and sadness as you bid farewell to the characters you have grown to love over the years.
Yes, it’s not the real farewell they fooled us again; only Gintama fan knows this.
3. Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb (1964)
Director: Stanley Kubrick
Cast: Peter Sellers, George C. Scott, Sterling Hayden
“Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb” is a black comedy film directed by Stanley Kubrick that pushes the boundaries of satire and military spoof. Released in 1964, it remains one of the darkest and bravest comedies ever produced by a Hollywood studio.
The film’s plot revolves around a nuclear attack triggered by a series of absurd and farcical events, including the accidental launch of a nuclear bomb by an American plane. As the characters in the war room, played by Peter Sellers and George C. Scott, scramble to prevent the impending doomsday, the film cleverly satirizes the absurdity of nuclear warfare and the madness of the Cold War era.
One of the notable aspects of “Dr Strangelove” is Peter Sellers’ improvised lines as he portrays multiple characters in the film, including the titular character Dr Strangelove. Sellers’ comedic timing and ability to switch between characters with different accents and mannerisms add to the film’s comedic brilliance. One of the most memorable lines is Sellers’ exclamation as Dr Strangelove in the final scene, “Mein Führer! I can walk!” showcasing Kubrick’s unique and dark sense of humour.
Kubrick’s meticulous attention to detail and research is evident in the film, as he read nearly 50 books about nuclear war to ensure the accuracy of the events depicted. The film’s satirical commentary on the absurdity of war and human nature led to actual changes in policy to prevent such events from occurring in real life, highlighting the impact and relevance of “Dr Strangelove” beyond its comedic elements.
The film’s combination of serious subject matter and dark humour is masterfully executed, with Kubrick’s distinct visual style and storytelling techniques shining through. The phone scene, in which the characters engage in prevarication, and nothing speaks in the face of impending disaster, is a classic example of Kubrick’s ability to create tension and laughter simultaneously.
“Dr Strangelove or: How I Learned to Stop Worrying and Love the Bomb” is a timeless black comedy that pushes the boundaries of satire and military spoof. Kubrick’s attention to detail, Sellers’ improvisations, and the film’s dark humour make it a standout and refreshing entry into the comedy genre. It remains a thought-provoking and relevant film that continues to captivate audiences with its daring and unique approach to storytelling.
4. Life Is Beautiful (1997)
Director: Roberto Benigni
Cast: Roberto Benigni, Nicoletta Braschi, Giorgio Cantarini
Genre: Comedy, Drama, War
“Life Is Beautiful” is a 1997 Italian film directed by Roberto Benigni, who also stars in the lead role. This critically acclaimed film won 3 Oscars, including Best Foreign Language Film, and has captivated audiences with its unique blend of humour and drama.
Set during World War II, the film tells the story of Guido, a Jewish man who is sent to a concentration camp with his young son, Giosue. Despite the grim circumstances of the Nazi occupation, Guido uses his wit and humour to shield his son from the harsh realities of the camp and create a world of innocence for him. Benigni’s performance as Guido is both funny and heart-wrenching as he navigates the horrors of the war with unwavering hope and determination to protect his son.
One of the standout aspects of “Life Is Beautiful” is its ability to balance comedy and tenderness in the midst of a dark and tragic period of history. The film’s unique message about finding beauty and joy even in the face of evil is heartwarming and thought-provoking. Benigni’s comedic timing and physical comedy add levity to the film, making it entertaining and enjoyable to watch while also delivering powerful emotional moments that tug at the heartstrings.
The film’s portrayal of childhood innocence is another key theme that resonates with audiences. Despite the harsh reality of the concentration camp, Guido goes to great lengths to protect his son from the horrors around him and create a sense of wonder and imagination. This portrayal of a parent’s unwavering love and sacrifice for their child is deeply moving and adds a layer of depth to the film’s narrative.
“Life Is Beautiful” is a masterful tragi-comedy that delivers a powerful message about the resilience of the human spirit in the face of adversity. Benigni’s performance as Guido is both humorous and poignant, and the film’s portrayal of childhood innocence and its unique blend of comedy and tenderness make it a standout entry in World War II films. Its ability to find beauty amid darkness and inspire hope in the face of evil is astonishing.
5. The Wolf of Wall Street (2013)
Director: Martin Scorsese
Cast: Leonardo DiCaprio, Jonah Hill, Margot Robbie
Genre: Biography, Crime, Drama
Martin Scorsese’s “The Wolf of Wall Street” is a masterful piece of cinema that stands out as one of the funniest yet most depressing movies in his long career. The movie takes a comedic approach to the story of Jordan Belfort, a real-life white-collar criminal who made millions through securities manipulation and money laundering. While the subject matter may be dark, Scorsese and DiCaprio’s collaboration results in an uproarious and exhilarating film.
Let me tell you something. There’s no nobility in poverty. I have been a rich man and I have been a poor man. And I choose rich every fuckin’ time.
DiCaprio’s performance as Belfort is a tour de force that showcases his range as an actor. The character’s transformation is extraordinary, and DiCaprio’s ability to switch from charming to unhinged is impressive. Most of the film’s dialogue was improvised, which adds to the characters’ authenticity and interactions. The witty and inspiring dialogues keep the audience engaged throughout the film.
The film’s artistic and imaginative scenes are memorable, particularly the hallucinatory car scene that displays Scorsese’s cinematic genius. Margot Robbie is stunning in her first feature role as Naomi, Belfort’s second wife. Her performance is captivating, and her character is essential to the film’s exploration of Belfort’s excess and decadence.
Leonardo DiCaprio’s portrayal of Jordan Belfort is outstanding and deserving of an Oscar, which he was unfortunately not awarded. However, his performance, Scorsese’s direction, and the excellent supporting cast make “The Wolf of Wall Street” a must-see film. While it may be a comedy, it still deals with serious themes that are relevant today, and it serves as a cautionary tale about the dangers of greed and excess.
6. Modern Times (1936)
Director: Charlie Chaplin
Cast: Charlie Chaplin, Paulette Goddard, Henry Bergman
Genre: Comedy, Drama, Family
“Modern Times” is a 1936 comedy film written, directed, and starring Charles Chaplin, a legendary figure in cinema history. The film is a satirical take on industrial society and serves as a social commentary on the challenges faced by the working class during the Great Depression.
One of the notable aspects of “Modern Times” is Chaplin’s brilliant use of physical comedy and slapstick humour to convey his social message. Chaplin’s iconic portrayal of the Tramp, his beloved onscreen persona, is both hilarious and poignant as he navigates a rapidly changing and mechanized world. In addition to his acting and directing talents, Chaplin also composed the “Modern Times” music score. This added layer of creativity and artistic expression further elevates the film and showcases Chaplin’s multi-faceted talents as a filmmaker.
“Modern Times” is also notable for its depiction of unemployment and the struggles faced by the working class during the Great Depression. Chaplin uses the Tramp’s character to shed light on the harsh realities of the time, including poverty, job loss, and dehumanizing working conditions. Through his comedic lens, Chaplin delivers a powerful social commentary on the impact of industrialization on society and the human condition.
“Modern Times” is a cinema masterpiece showcasing Charles Chaplin’s unparalleled talent as an actor, director, and composer. The film’s blend of physical comedy, social commentary, and satire makes it a thought-provoking and entertaining watch. Chaplin’s portrayal of the Tramp and his exploration of the challenges faced by the working class during the Great Depression are both hilarious and poignant, making “Modern Times” a defining entry in the history of cinema.
7. The Great Dictator (1940)
Director: Charlie Chaplin
Cast: Charlie Chaplin, Paulette Goddard, Jack Oakie
Genre: Comedy, Drama, War
“The Great Dictator” is a groundbreaking film released in 1940, directed by and starring the legendary Charles Chaplin. This film is a daring and powerful satire that takes a bold stance against dictatorship and fascism, particularly in the context of Adolf Hitler’s rise to power during World War II.
One interesting fact about “The Great Dictator” is that Adolf Hitler banned the film in Germany and in all countries occupied by the Nazis. However, he had a print of the film brought in through Portugal to watch it twice in private. The fact that the film was banned by Hitler and remained banned in Germany until 1958 speaks to the film’s impact and significance in its criticism of fascist regimes.
Despite the potential risks and controversy surrounding the film, Chaplin remained uncompromising in his vision for “The Great Dictator.” The film is a daring blend of slapstick comedy and political satire, with Chaplin brilliantly portraying two characters – a bumbling Jewish barber and a ruthless dictator closely resembling Adolf Hitler. Chaplin’s performances in both roles are remarkable, showcasing his versatility as an actor and his comedic genius.
The iconic final speech delivered by Chaplin’s Jewish barber character is powerful and moving. Chaplin delivers a plea for peace and tolerance, denouncing the atrocities of war and fascism. Despite resistance from some of his associates who thought the speech would hurt the film’s box office, Chaplin remained steadfast in his conviction and included the speech, which has since become one of the most memorable moments in cinematic history.
“The Great Dictator” is a film that boldly mocks the monstrous, shedding light on the atrocities and dangers of dictatorship and fascism. Chaplin’s satire is sharp and poignant, and the film’s message of peace and tolerance is as relevant today as it was during its release. The film’s nomination for five Oscars is a testament to its impact and Chaplin’s exceptional work as a filmmaker and actor.
“The Great Dictator” is a daring and powerful film that remains a standout entry in the history of cinema. Chaplin’s uncompromising vision, brilliant performances, and bold satire make it a timeless masterpiece. “The Great Dictator” is a remarkable example of Chaplin’s artistry and his unwavering commitment to speaking out against oppression and injustice through film.
8. The Kid (1921)
Director: Charlie Chaplin
Cast: Charlie Chaplin, Edna Purviance, Jackie Coogan
Genre: Comedy, Drama, Family
“The Kid” is a timeless classic released in 1921, marking Charles Chaplin’s directorial debut for a feature-length film. This film tells the story of an abandoned baby who is taken in by Chaplin’s iconic character, the Tramp, and their heartwarming adventures together.
“The Kid” is a unique blend of comedy and drama, with Chaplin’s trademark slapstick humour interspersed with moments of genuine emotion. The film’s portrayal of the bond between the Tramp and the abandoned baby is both funny and heartwarming, and Chaplin’s performances in both roles are outstanding. The chemistry between Chaplin and the child actor who played the kid is truly exceptional, adding to the film’s charm and appeal.
As with many of Chaplin’s films, “The Kid” also touches on social issues such as poverty and class disparity. The contrast between the Tramp’s humble lifestyle and the wealthy families in the film serves as a commentary on the stark divide between the rich and poor during the early 20th century. Chaplin’s ability to blend comedy and social commentary is one of the reasons why his films continue to resonate with audiences even after so many years.
“The Kid” is a cinematic gem that showcases Chaplin’s genius as a filmmaker, actor, and storyteller. The film’s combination of comedy, drama, and social commentary makes it a truly unique and memorable viewing experience. From Chaplin’s outstanding performances to the heartwarming story of an unlikely bond between an orphan and a tramp, “The Kid” is a must-see classic that continues to captivate audiences of all generations.
9. Monty Python's Life of Brian (1979)
Director: Terry Jones
Cast: Graham Chapman, John Cleese, Michael Palin
Monty Python’s “Life of Brian” is a 1979 satirical comedy film directed by Terry Jones, known for its bold and controversial take on religion. The film follows the life of Brian, a hapless man who is mistaken for a messiah in a series of absurd and hilarious events.
All right, but apart from the sanitation, medicine, education, wine, public order, irrigation, roads, the fresh water system and public health, what have the Romans ever done for us?
The film’s tagline, “A motion picture destined to offend nearly two-thirds of the civilized world. And severely annoy the other third,” reflects the controversy surrounding “Life of Brian” upon its release. The film’s satirical take on religion, specifically its references to Jesus Christ, sparked outrage among some religious groups, leading to bans and protests in several countries.
Despite the controversy, “Life of Brian” has become a cult film, celebrated for its sharp wit, absurdism, and black comedy. The film’s clever parody of religious themes and Monty Python’s trademark humour and irreverence make it stand out in satirical comedies.
One of the strengths of “Life of Brian” is its ability to deliver intelligent comedy while poking fun at sensitive topics. The film cleverly satirizes the blind following of messiahs and the absurdity of religious dogma, making sharp social commentary while keeping audiences laughing.
“Monty Python’s Life of Brian” is a daring and brilliantly funny film that pushes the boundaries of satire and comedy. Despite the controversy it initially faced, the film has become a cult classic, celebrated for its clever writing, memorable characters, and bold take on religion. With its absurdism, black comedy, and witty commentary, “Life of Brian” remains a standout in the comedy world and continues to captivate audiences with its irreverent humour.
10. The General (1926)
Director: Clyde Bruckman, Buster Keaton
Cast: Buster Keaton, Marion Mack, Glen Cavender
Genre: Adventure, Comedy, War
“The General” is a 1926 silent comedy film starring Buster Keaton, a renowned actor and comedian known for his physical comedy and stunt work. The film is a masterpiece that continues to captivate audiences with its thrilling train sequences and comedic genius. The film’s comedic moments are expertly balanced with moments of tension and suspense, making it a multi-dimensional work of art.
One of the remarkable aspects of “The General” is Buster Keaton’s fearless approach to performing his own stunts, despite the obvious dangers involved. Keaton’s commitment to his craft is evident in the film’s iconic scenes, such as when he throws a railroad tie to knock another off the track. Keaton’s stunts’ precision and daring nature testify to his talent as a physical comedian and performer.
In addition to his impressive stunt work, Keaton also utilized a large number of extras in “The General” for the scenes involving opposing armies. Notably, 500 Oregon National Guard troops were enlisted to wear Confederate and Union uniforms and march past the camera in different directions. This attention to detail and authenticity adds depth to the film’s storytelling and showcases Keaton’s meticulous approach to filmmaking.
“The General” is widely regarded as one of Buster Keaton’s best films, and it’s easy to see why. The film is a thrilling and hilarious ride from start to finish, with Keaton’s trademark physical comedy and impeccable timing on full display. The plot, which revolves around a train chase during the Civil War, is both engaging and entertaining, keeping viewers on the edge of their seats with its fast-paced action and comedic set pieces.
“The General” is a timeless classic that continues to captivate audiences with its thrilling train sequences, comedic genius, and Buster Keaton’s remarkable talent as an actor, comedian, and stunt performer. Keaton’s talent for physical comedy and his innovative approach to filmmaking is evident throughout the film, showcasing why he was considered the king of comedy stunts during his time.
11. Lock, Stock and Two Smoking Barrels (1998)
Director: Guy Ritchie
Cast: Jason Statham, Jason Flemyng, Dexter Fletcher, Nick Moran
Genre: Action, Comedy, Crime
Soap: What was that? Armed? What do you mean armed? Armed with what?
Eddie: Err, bad breath, colorful language, feather duster… what do you think they’re gonna be armed with? Guns, you tit!
“Lock, Stock and Two Smoking Barrels” is a 1998 British crime comedy directed by Guy Ritchie. One interesting fact about the film is that it was made on a low budget, which adds to its gritty and raw aesthetic. Despite its limited resources, the film’s screenplay, dialogue, and twists keep viewers hooked from start to finish.
The film’s plot revolves around a group of small-time gangsters in London who find themselves in over their heads after a high-stakes card game goes awry. Ritchie’s direction keeps the movie moving at a fast pace, and the unknown actors deliver fresh and funny performances that add to the film’s appeal. The cleverness and complexity of Ritchie’s screenplay are evident in the way the various storylines intersect and unfold, keeping audiences engaged and entertained.
“Lock, Stock and Two Smoking Barrels” also gained attention for its unique visual style and dark comedy elements. Ritchie’s use of visual techniques, such as freeze frames and split screens, adds to the film’s edgy and dynamic tone. The dark comedy elements, often accompanied by witty and sharp dialogue, provide a distinctive blend of humour and violence that sets the film apart from traditional crime films.
Despite initially struggling to find an American distributor, the film received a boost when Trudie Styler, a friend of Guy Ritchie, showed it to Tom Cruise, who loved the film and praised it as the best movie he had seen in years. This helped garner attention and support for the film, leading to its eventual success.
“Lock, Stock and Two Smoking Barrels” is a standout film in the gangster genre, known for its dark comedy, low-budget charm, and unique visual style. Guy Ritchie’s direction, clever screenplay, and fresh performances make it an engaging and entertaining watch.
12. The Princess Bride (1987)
Director: Rob Reiner
Cast: Cary Elwes, Mandy Patinkin, Robin Wright
Genre: Adventure, Family, Fantasy, Romance
"The Princess Bride" is a heartwarming fairy tale with a twist that has earned it a special place in the hearts of moviegoers for generations. The film tells the story of Buttercup, a beautiful princess, and Westley, her dashing true love. Their love story takes a humorous turn when Westley is presumed dead, leading Buttercup to an unexpected encounter with pirates, giants, and a comical swordsman named Inigo Montoya, seeking revenge for his father's death.
Hello. My name is Inigo Montoya. You killed my father. Prepare to die.
This classic fairy tale unfolds within another enchanting layer as a loving grandfather reads the story to his grandson. The film cleverly weaves the traditional fairy tale format with a meta-narrative, inviting audiences of all ages to embark on a charming journey through fantasy and humor. The humorous interjections from the grandfather and his skeptical grandson add a delightful touch to the storytelling, making "The Princess Bride" an experience both young and old cherish.
The film's brilliance lies in its ability to be simultaneously a parody and a genuine homage to the fairy tale genre. It playfully pokes fun at the conventions of classic fairy tales while remaining heartfelt and genuinely touching. The memorable characters, from the valiant Inigo Montoya seeking vengeance to the whimsical Miracle Max, contribute to the film's timelessness and enduring appeal.
With its whimsical humor, endearing romance, and memorable dialogue, "The Princess Bride" will bring a smile to your face and a warm feeling to your heart. Its celebration of love, courage, and the human spirit resonates with audiences, making it a beloved and treasured gem of the fantasy genre.
13. Groundhog Day (1993)
Director: Harold Ramis
Cast: Bill Murray, Andie MacDowell, Chris Elliott
Genre: Comedy, Fantasy, Romance
Groundhog Day is a timeless classic that combines elements of comedy, romance, and existentialism in a way that has never been done before. It tells the story of Phil Connors (played by the iconic Bill Murray), a disgruntled weatherman stuck in a time loop on Groundhog Day. Despite its fantastical premise, the film deals with deep philosophical questions about the meaning of life and the nature of existence.
What would you do if you were stuck in one place and every day was exactly the same, and nothing that you did mattered?
One of the standout features of the film is its repetition – with 38 days depicted, viewers get to see Phil go through the same day over and over again until he finally learns the lessons he needs to in order to move on. This repetition is both humorous and thought-provoking and has helped to make the film a cult classic over the years.
Another aspect that sets Groundhog Day apart is its talented cast, led by Bill Murray. Murray’s sarcastic delivery and comedic timing are in top form in this film, and his performance as Phil Connors is one of the reasons why the movie has remained so popular for so long.
Groundhog Day has been honored in a number of ways since its release. The town of Punxsutawney, Pennsylvania, has become a major tourist attraction due to the film. Bill Murray and Harold Ramis (who co-wrote the script) have served as honorary Grand Marshals for the Groundhog Day celebrations there.
Groundhog Day is a hilarious and unexpectedly profound comedy that has stood the test of time. Whether you’re a fan of Bill Murray, a lover of sci-fi romantic comedies, or simply looking for a film that will make you laugh and think, this is definitely a movie worth checking out.
14. Sherlock Jr. (1924)
Director: Billy Wilder
Cast: Jack Lemmon, Shirley MacLaine, Fred MacMurray
Genre: Comedy, Drama, Romance
“Sherlock Jr.” is a 1924 silent comedy film starring Buster Keaton, known for his incredible physical comedy and stunts. Keaton’s performance in the film is a testament to his skill and dedication as he practised for months to perfect the pool trick shots that his character, Sherlock Jr., performs during a pivotal scene.
The film’s plot revolves around a young projectionist who aspires to be a detective like his onscreen idol, Sherlock Holmes. However, he is falsely accused of stealing a watch and is determined to clear his name and solve the mystery. The film takes a surreal turn when the projectionist falls asleep and enters a dream world where he becomes the detective he aspires to be. Keaton’s comedic timing and physicality are on full display as he navigates his dream’s absurd and surreal situations, resulting in hilarious and inventive moments.
As with many of Keaton’s films, “Sherlock Jr.” showcases his trademark deadpan expression and physical comedy. His ability to convey humour through his actions and expressions is a testament to his comedic genius. The film is filled with moments of laughter, romance, and unexpected surprises that keep viewers engaged and entertained throughout its 45-minute runtime.
“Sherlock Jr.” is a comedic and stunt-filled masterpiece from Buster Keaton, known for his innovative and inventive approach to silent film. His dedication to perfecting the pool trick shots and his comedic timing is evident in every frame of the film. Keaton’s talent as a physical comedian shines through, making “Sherlock Jr.” a timeless classic in the history of cinema.
15. The Apartment (1960)
Director: Billy Wilder
Cast: Jack Lemmon, Shirley MacLaine, Fred MacMurray
Genre: Comedy, Drama, Romance
“The Apartment” is a 1960 comedy-drama film directed by the legendary Billy Wilder, known for his witty and sharp storytelling. The film made history by becoming the first to win the Academy Awards for Best Picture, Best Director, and Best Screenplay for Wilder. This impressive feat speaks to the brilliance of the screenplay, which seamlessly weaves together lighthearted comedy and serious drama to create a compelling and rewarding viewing experience.
At the heart of the film is the character of C.C. Baxter, played by Jack Lemmon, who works in a large corporation and lends out his apartment to his superiors for their extramarital affairs. The simple idea of lending out his apartment sets off a chain of events that leads to intriguing and humorous situations. Wilder’s skilful direction and the excellent performances by the cast, including Shirley MacLaine as Fran Kubelik, add depth and complexity to the story.
The symbol of the apartment key plays a significant role in the film, representing secrecy, betrayal, and intimacy. Baxter’s apartment becomes a space where his colleagues engage in clandestine affairs, and the key becomes a tangible object that holds power and significance. As the story unfolds, the apartment key symbolizes the characters’ desires, regrets, and choices, adding depth and symbolism to the film’s narrative.
“The Apartment” seamless blend of comedy and drama, the excellent performances by the cast, and the poignant Christmas setting make it a unique and memorable viewing experience. Wilder’s ability to balance light and dark elements in the film is a testament to his skill as a director, and the film’s themes of love, loneliness, and ambition resonate with audiences even today.
16. Snatch (2000)
Director: Guy Ritchie
Genre: Comedy, Crime
Cast: Brad Pitt, Jason Statham, Benicio del Toro
“Snatch” is a 2000 dark comedy film directed by Guy Ritchie, known for his fast-paced and visually stylish films. The movie boasts an ensemble cast of talented actors, including Jason Statham and Brad Pitt, who deliver memorable performances that add to the film’s entertainment value.
One of the notable features of “Snatch” is its multiple storylines that interweave and intersect, creating a complex and intriguing narrative. Ritchie’s skilful storytelling keeps the audience engaged as the film follows various characters involved in the criminal underworld, all with motives and agendas. The twists and turns in the plot, along with the clever use of camera tricks and fractures of chronology, add to the film’s unique and entertaining style.
Brad Pitt’s character, Mickey O’Neil, stands out in the film, and his indecipherable speech adds a comedic element to the story. This was inspired by the criticism Ritchie received for the characters’ accents in his previous film, “Lock, Stock, and Two Smoking Barrels” (1998). Ritchie cleverly addresses the earlier criticisms humorously and creatively by intentionally creating a character with a speech that is difficult to understand both for the audience and the other characters in the movie.
The film’s dark comedy tone is exemplified by its excessive and over-the-top performances, particularly from Pitt, who fully immerses himself in his character. His portrayal of Mickey O’Neil, a bare-knuckle boxer with a unique fighting style, is both hilarious and impressive.
“Snatch” is a visually stylish and entertaining dark comedy that showcases Guy Ritchie’s signature filmmaking style. The film’s complex narrative, multiple storylines, and memorable performances, particularly from Brad Pitt, make it a standout entry in the crime caper genre. Despite its convoluted plot, “Snatch” remains highly watchable and enjoyable, with its clever use of camera tricks, fractures of chronology, and acid punch lines.
17. Monty Python and the Holy Grail (1975)
Director: Terry Gilliam, Terry Jones
Cast: Graham Chapman, John Cleese, Eric Idle
Genre: Adventure, Comedy, Fantasy
“Monty Python and the Holy Grail” is a 1975 British comedy film directed by Terry Jones and Terry Gilliam, known collectively as Monty Python. The film is a spoof and satire of the Arthurian legend, and it has since gained a cult following for its unique and original comedic style.
“Monty Python and the Holy Grail” is packed with jokes. The theatrical release contains 527 jokes, including 42 in the opening credits alone, averaging to one joke every ten and a half seconds. The film’s rapid-fire humour keeps audiences laughing throughout, with its clever wordplay, absurd situations, and clever visual gags.
The film’s comedic brilliance is evident in its ability to blend silliness with intellect. The humour in “Monty Python and the Holy Grail” is often intellectual, with witty references to history, literature, and philosophy. This unique approach to comedy sets the film apart and adds to its appeal for audiences who appreciate clever wordplay and smart humour.
The film’s irreverent approach to storytelling is also noteworthy, as the Monty Python team frequently breaks the fourth wall and subverts traditional narrative conventions. This unconventional storytelling style adds to the film’s overall comedic tone and makes it a standout entry into comedy cinema.
“Monty Python and the Holy Grail” is a comedic masterpiece that has earned its place as a cult classic. The film’s unique blend of silliness and intellectual humour, along with its creative use of sound effects and unconventional storytelling, and Its memorable scenes, rapid-fire jokes, and classic British humour solidify its status as a comedic classic that has stood the test of time.
18. Some Like It Hot (1959)
Director: Billy Wilder
Cast: Marilyn Monroe, Tony Curtis, Jack Lemmon
Genre: Comedy, Music, Romance
“Some Like It Hot” is a 1959 screwball comedy film directed by Billy Wilder. It is known for its witty humour and memorable performances, including that of Marilyn Monroe, who shines in her role as a dumb blonde bombshell. Monroe’s performance is a standout in the film, showcasing her beauty and charm, which adds to the movie’s overall appeal.
The film follows the story of two musicians, played by Jack Lemmon and Tony Curtis, who witness a mob hit and disguise themselves as women to join an all-female band to escape the mobsters. The comedic situations that ensue as they navigate their new identities are filled with slapstick humour, mistaken identities, and misunderstandings, making it a classic example of a buddy comedy.
Billy Wilder’s direction in “Some Like It Hot” is masterful, with his trademark wit and comedic timing evident throughout the film. The movie starts with a bang and keeps the laughs coming until the end. Wilder’s skilful handling of the screwball comedy genre is evident in every scene, as he weaves together a fast-paced and farcical narrative that keeps audiences engaged and entertained.
“Some Like It Hot” is a comedic gem that has stood the test of time. Monroe’s captivating, charming performance, the brilliant ensemble cast, and Wilder’s skilful direction all contribute to the film’s status as one of the funniest pictures. With witty humour and clever plot twists, “Some Like It Hot” remains a beloved classic.
19. The Gold Rush (1925)
Director: Charlie Chaplin
Cast: Charlie Chaplin, Mack Swain, Tom Murray
Genre: Adventure, Comedy, Drama
“The Gold Rush,” tells the story of a lone prospector who travels to the Klondike during the gold rush in search of fortune. The film is widely regarded as one of Chaplin’s masterpieces, showcasing his iconic character of The Tramp and his comedic genius.
Chaplin once stated that “The Gold Rush” was the film by which he most wanted to be remembered, and it’s easy to see why. His performance as The Tramp is both heartwarming and hilarious, as he navigates the harsh conditions of the Klondike with his trademark physical comedy and slapstick antics. His interactions with other characters, particularly with Georgia, a dance hall girl played by Georgia Hale, add a touch of romance to the story and provide moments of genuine emotion.
Despite being a silent film, “The Gold Rush” has a timeless quality that still resonates with audiences over eighty years after its release. The physical comedy and visual gags are expertly crafted, and the film’s humour holds up even in modern times. The house-in-the-middle-of-the-snow scenes, in particular, are a comedic highlight, showcasing Chaplin’s ability to create hilarity from the simplest of situations.
In addition to its comedic brilliance, “The Gold Rush” was also a commercial success, becoming the fifth highest-grossing silent film in history. It was also nominated for two Oscars, further solidifying its status as a classic of early cinema.
20. The Circus (1928)
Director: Charlie Chaplin
Cast: Charlie Chaplin, Merna Kennedy, Al Ernest Garcia
Genre: Comedy, Romance
“The Circus” is a 1928 silent comedy film directed by and starring the iconic Charles Chaplin. The film follows the misadventures of The Tramp, played by Chaplin, as he finds himself unintentionally involved with a circus. The film’s plot revolves around The Tramp getting entangled in a love triangle and mistaken for a pickpocket, leading to a series of hilarious misunderstandings and mishaps. Despite being remembered as one of Chaplin’s funniest films, “The Circus” was marred by personal and professional challenges during its production.
During the making of “The Circus,” Chaplin’s studio burned down, causing significant delays in production. Additionally, Chaplin faced major personal issues that led to a nervous breakdown, and he had to take time off to recover in New York. Despite these setbacks, Chaplin’s dedication to his craft prevailed, and he completed the film over a span of 11 months.
Chaplin’s perfectionism and attention to detail are evident in “The Circus,”, particularly in the scenes with the lions. Chaplin reportedly shot around 200 takes for these scenes, and he even ventured inside the lion’s cage himself, resulting in genuine expressions of fear on his face. This dedication to his craft and willingness to take risks for his art is a testament to Chaplin’s commitment to creating memorable and authentic comedic moments.
“The Circus” is often regarded as one of Chaplin’s funniest films, showcasing his physical comedy and slapstick antics at their finest. Despite the setbacks faced during its production, the film remains a timeless classic that continues entertaining audiences with its comedy and memorable characters.
21. To Be or Not to Be (1942)
Director: Ernst Lubitsch
Cast: Carole Lombard, Jack Benny, Robert Stack
Genre: Comedy, Romance, War
"To Be or Not to Be" is a bold and daring film that stands as a testament to the power of satire and comedy in the face of dark and serious times. Set against the backdrop of Nazi-occupied Poland during World War II, the film fearlessly takes on the absurdity of war and the oppressive regime. At a time when making light of such a grave situation was considered risky, this screwball comedy manages to strike a delicate balance between humour and social commentary.
The story revolves around a theatrical troupe in Warsaw, led by a husband and wife duo played by Jack Benny and Carole Lombard. When they become inadvertently entangled in a web of espionage and resistance against the Nazis, their show business skills become the perfect cover for their heroic efforts. The film brilliantly weaves together elements of espionage, mistaken identities, and theatrical performances, creating a unique blend of suspense and comedy.
"To Be or Not to Be" is a true testament to its creators' courage and willingness to use comedy to confront a dark period in history. By infusing humour into a wartime setting, the film provides a much-needed escape and encourages viewers to question authority and challenge injustice. The cast's comedic situations, witty dialogues, and masterful performances contribute to a compelling and entertaining narrative.
22. The Cameraman (1928)
Director: Edward Sedgwick, Buster Keaton
Cast: Buster Keaton, Marceline Day, Harold Goodwin
Genre: Comedy, Drama, Family
In "The Cameraman," Buster Keaton delivers a comedic tour de force, showcasing his unparalleled talent for slapstick humor and impeccable timing. Released in 1928, this silent film stands as one of Keaton's final masterpieces and a perfect example of a well-crafted comedy. As the last film in his silent era, it encapsulates his comedic genius and artistry, leaving audiences in stitches and in awe of his physical comedy prowess.
The film follows Buster, a love-struck aspiring cameraman who falls head over heels for Sally, a beautiful secretary working at a newsreel company. Determined to win her heart, Buster sets out on a series of misadventures to impress her, hilariously capturing mishaps and escapades with his camera along the way. From a boat accident to getting caught in the midst of a Tong war in Chinatown, Keaton's character faces one comical disaster after another, all in the name of love.
Buster Keaton's legacy as one of the greatest silent film comedians is firmly cemented in "The Cameraman." His attention to detail, meticulous planning of stunts, and innate sense of comedic timing elevate this film to new heights. It is no wonder that MGM used "The Cameraman" as a model for comedy, as it exemplifies the pinnacle of silent filmmaking.
23. The Night Is Short, Walk on Girl (2017)
Director: Masaaki Yuasa
Cast: Gen Hoshino, Kana Hanazawa, Hiroshi Kamiya
Genre: Comedy, Romance
The Night Is Short, Walk on Girl is a bizarre and surreal film that delivers a unique experience that won’t be for everyone but is definitely worth watching for its creativity and refreshing approach to storytelling. The film follows a young woman who goes out for a night of partying, getting drunk and exploring the city. Along the way, she meets a series of strange and interesting characters, including a man who is desperately in love with her and a mysterious man who keeps appearing throughout the night.
It’s about living without letting your feet touch the ground. Then you can fly.
The animation is fluid and sharp, with artfully composed scenes that are visually stunning and, at times, disorienting. The film’s pacing is deliberate and often meandering, which may frustrate some viewers who prefer a more structured narrative. However, those who appreciate the film’s dreamlike quality and are willing to go along for the ride will be rewarded with a truly unique and unforgettable experience.
The Night Is Short, Walk on Girl is a refreshingly unconventional film showcasing Japanese animation’s creativity and ingenuity. It’s not for everyone, but for those willing to embrace its weirdness, it’s a thoroughly enjoyable and rewarding experience.
24. In Bruges (2008)
Director: Martin McDonagh
Cast: Colin Farrell, Brendan Gleeson, Ciarán Hinds
Genre: Comedy, Crime, Drama
"In Bruges" is a 2008 dark comedy film directed by Martin McDonagh, known for his unique storytelling and dark humour. The film stars Colin Farrell and Brendan Gleeson as two Irish hitmen, Ray and Ken, who are sent to Bruges, Belgium, after a job goes wrong. Ralph Fiennes also stars as their menacing boss.
The performances in "In Bruges" are top-notch, with both Colin Farrell and Brendan Gleeson delivering standout performances. Farrell's portrayal of Ray, a guilt-ridden hitman grappling with the consequences of his actions, is both comedic and poignant. Gleeson's portrayal of Ken, the more seasoned hitman trying to keep Ray in line, is equally compelling, showing depth and complexity in his character.
The film's screenplay is sharp and witty, with dark humor that often catches audiences off guard. McDonagh's writing is clever and unconventional, taking unexpected turns and exploring complex moral dilemmas. The blend of comedy and drama in "In Bruges" is skillfully balanced, creating a unique and memorable viewing experience.
"In Bruges" also stands out for its setting in the picturesque city of Bruges, Belgium. The film's beautiful and historic locations starkly contrast the dark and violent events that unfold, adding depth and texture to the story.
"In Bruges" is a standout film that defies genre conventions and delivers a fresh and engaging viewing experience. Its dark humor, memorable performances, and unexpected twists have become a cult favorite among audiences and critics alike. McDonagh's directorial debut showcases his talent for storytelling and establishes him as a distinct voice in cinema. If you're looking for a dark comedy that surprises and delights, "In Bruges" is a must-watch.