The 1990s stand out as a landmark decade for comedy films, overflowing with a wealth of cinematic treasures that often went unnoticed. This era brought us comedic icons like Adam Sandler, Jim Carrey, and Mike Myers, who headlined numerous blockbuster hits. However, amidst these titans, a host of talented comedians delivered noteworthy performances in films that didn’t quite reach the same commercial success or cultural significance as classics such as Happy Gilmore, Ace Ventura, or Austin Powers. In a world brimming with celebrated comedies, there exist hidden gems yearning to be rediscovered.
Many comedies from this vibrant decade have unjustly faded into obscurity. Thankfully, the rise of internet streaming platforms has made it easier to revive and appreciate these lost classics long after their initial release. Although these films may not have made the same cultural waves as their more popular counterparts, they remain laugh-out-loud funny and well-deserving of a second glance.
10.
Grumpy Old Men (1993)
Directed by Donald Petrie
Comedy legends Jack Lemmon and Walter Matthau reunited for Grumpy Old Men, a charming film showcasing the antics of two longtime neighbors embroiled in a hilarious rivalry. Their enduring chemistry shines as their rivalry escalates with the arrival of a new neighbor across the street. Although this film may not have matched the laugh-out-loud moments of their previous collaborations, it offered a delightful glimpse of their enduring partnership.
With Lemmon and Matthau in their sixties, their playful bickering is reminiscent of youthful folly in this delightful holiday film, appealing even to the most jaded viewers. Grumpy Old Men found enough success to spawn a sequel, Grumpier Old Men, in 1995; however, it failed to capture the original’s charm.
9.
Black Sheep (1996)
Directed by Penelope Spheeris
From the talented director Penelope Spheeris, who previously worked with Saturday Night Live alumni on Wayne’s World, comes Black Sheep, a buddy comedy featuring Chris Farley and David Spade. The film focuses on a political aide’s struggle to manage his brother, who is not the most suitable candidate for public office. While Black Sheep didn’t gather the same accolades as their previous hit, Tommy Boy, its unique humor merits greater recognition.
With its juvenile antics and predictable setups, Black Sheep capitalizes on the undeniable chemistry between Farley and Spade, providing a delightful dive into 90s-era comedy. Though it may not be pioneering, the film remains a humorous nod to the genre and deserves to be celebrated.
8.
Soapdish (1991)
Directed by Michael Hoffman
Soapdish, a satirical behind-the-scenes glimpse of the tumultuous world of daytime soap operas, was well-received upon its release yet has mostly faded from contemporary memory. This film showcased a stellar performance by Sally Field, alongside appearances by notable actors including Robert Downey Jr., Whoopi Goldberg, and Carrie Fisher. It is a comedic exploration of rivalry, intrigue, and absurdity within the glamorous yet cutthroat television industry.
By shedding light on the melodrama endemic to soap operas, Soapdish brilliantly balances witty dialogue with whimsical performances. Though overlooked in present times, the film is primed for a resurgence in popularity, especially following the announcement of a TV adaptation in 2022 (via Deadline).
7.
Bottle Rocket (1996)
Directed by Wes Anderson
Though acclaimed director Wes Anderson has gained recognition for his quirky cinematic style, his debut film Bottle Rocket remains oddly overshadowed. This film offers an intriguing window into Anderson’s nascent creative approach while presenting a more unrefined iteration of the future auteur’s vision.
The narrative follows three friends striving to execute a heist; however, their lack of preparation leads to comical missteps. With its deadpan humor, Bottle Rocket cleverly parodies the crime genre while allowing its clueless characters to navigate their ineptitude sincerely. Though not flawless, this debut deserves to be placed alongside Anderson’s later masterpieces like Rushmore and The Grand Budapest Hotel in his distinguished filmography.
6.
It Could Happen To You (1994)
Directed by Andrew Bergman
Nicolas Cage, a defining figure of the 1990s, showcased his versatility in the romantic comedy It Could Happen to You. The film follows a New York cop who makes an impulsive promise to share his lottery winnings with a waitress. Surprisingly, fate intervenes, and he wins $4 million, leading him to fulfill his vow to share his fortune with a stranger.
This delightful storyline, based on true events (via EW), unfolds in a manner that feels quintessentially cinematic while maintaining a heartwarming core. Cage, often known for his wild performances, offers a refreshingly genuine portrayal of a man holding true to his word.
5.
Defending Your Life (1991)
Directed by Albert Brooks

Academy Award winner Albert Brooks not only captivated audiences as an actor but also made significant contributions as a writer and director. One of his most underrated films is Defending Your Life, which centers on a man navigating an afterlife trial, tasked with justifying his past life’s worth before a panel of bureaucrats in Judgment City.
With a clever premise, Defending Your Life predated popular series such as The Good Place and delivered profound messages about living fearlessly. The smartly crafted script resonates with humor and insight, exploring the importance of pursuing dreams and aspirations. Garnering an impressive 98% on Rotten Tomatoes, this film is celebrated among those who have seen it yet remains relatively unknown to mainstream audiences.
4.
Half Baked (1998)
Directed by Tamra Davis
Despite receiving mixed reviews upon release, Half Baked has cultivated a dedicated following within stoner culture. The film follows a group of friends who hatch comical schemes to bail their buddy out of jail after an inadvertent incident involving a diabetic horse. With an exceptional lead performance from Dave Chappelle, this movie has become a cult favorite, celebrated for its humorous approach.
The humor may lean toward the absurd, but that’s precisely the charm of stoner comedies. It’s an ideal film to share with friends, featuring memorable cameos from personalities like Snoop Dogg and Bob Saget, ensuring a good time filled with laughter and silliness.
3.
Blast From The Past (1999)
Directed by Hugh Wilson
Blast From The Past tells the story of a man raised entirely on 1950s culture within a bomb shelter, ably portrayed by Brendan Fraser. After spending 35 years underground due to his father’s fears of nuclear fallout, Adam Webber ventures into a world he knows little about, only to discover that civilization remained intact.
Despite the film’s unconventional premise, it serves as an uproarious story that unveils the cultural shock of a man straddling two worlds. The clever script and Fraser’s comedic timing have not been enough to secure Blast From The Past the recognition it deserves, rendering it a hidden treasure that offers sharp wit and genuine laughs.
2.
What About Bob? (1991)
Directed by Frank Oz
By flipping the therapist-patient trope, the film brilliantly highlights the strain of their relationship, culminating in a hilarious exploration of the limits of even the most patient professionals. This 1990s comedy remains a delightful must-watch for those who may have missed it.
1.
Romy And Michele’s High School Reunion (1997)
Directed by David Mirkin
At the forefront of Romy and Michele’s High School Reunion are the themes of success and self-fulfillment, as the characters yearn to impress at their ten-year reunion. With Mira Sorvino and Lisa Kudrow leading this star-studded cast, the film playfully showcases the extremes to which these women go to fabricate accomplishments.
The balance of humor and genuine friendship elevates the narrative, as Romy and Michele’s blunders draw laughter while empowering themes of loyalty resonate deeply. Although they concoct an outlandish story about creating Post-It notes, their friendship remains at the heart of this cleverly ridiculous tale.
In conclusion, while many 90s comedies deserve more recognition, the aforementioned films invite audiences to revisit these overlooked classics. Whether through their humor, heartfelt messages, or cultural significance, each film represents a unique aspect of the decade’s cinematic landscape.