The 12 Most Hilarious Comedy Films from the '90s

      Here are the 12 most hilarious comedy films from the ’90s—a list that highlights how that decade could very well be the peak era for comedies.

      While there are numerous outstanding ’90s films that belong to the comedy category, not all of them guarantee laugh-out-loud moments. Those films are not included here. This list showcases the comedies from the ’90s that will definitely make you chuckle, even if you feel a bit guilty for finding them funny. Aren’t those the best kinds?

      Do you think we overlooked any of the funniest ’90s comedies? Let us know in the comments. Now, here is our lineup.

      Groundhog Day (1993)

      Columbia Pictures – Credit: C/O

      Harold Ramis’ Groundhog Day stands out as one of the greatest films ever across all genres, and its depth almost led us to mistakenly exclude it, viewing it more as a profound reflection on life wrapped in a simple comedy.

      However, upon rewatching some classic scenes, we realized it truly is hilarious. From Ned Ryerson to the snowball fight, “He might be OK,” and turning “I Got You Babe” into a symbol of despair... we could list more.

      It easily ranks as one of the funniest comedies from the ’90s, even apart from its poignant themes of love, self-betterment, and caring for your neighbors.

      Dumb and Dumber (1994)

      Jim Carrey and Jeff Daniels in Dumb and Dumber, New Line Cinema – Credit: Jim Carrey and Jeff Daniels in Dumb and Dumber, New Line Cinema

      You need to fully embrace the silliness of Dumb and Dumber, much like what Airplane! creators Zucker-Abrahams-Zucker were to the ’80s. The film features Jim Carrey and Jeff Daniels as two endearing fools on a journey from Providence, Rhode Island to Aspen, Colorado to return a suitcase filled with cash.

      The innocent duo is drawn into a world of adult deception but maintain their inherent sweetness. One of our favorite moments is the mix-up between Austria and Australia—something we did as kids—alongside the trade of a van for a scooter: “I can get 70 miles to the gallon for this hog.”

      At the time of Dumb and Dumber’s release, Carrey was a major comedy star, but Daniels firmly held his ground by approaching everything as realistically as possible, which anchors the entire film.

      Fear of a Black Hat (1994)

      The Samuel Goldwyn Company – Credit: C/O

      Featuring Rusty Cundieff, who also directed and wrote, Fear of a Black Hat is a clever satire on the constantly evolving hip-hop trends that it parodies almost as rapidly as they emerged. While it may be the least recognized film on our list, it's packed with witty moments that we often reflect on.

      Premiering at Sundance, the movie follows a political/gangster rap group named NWH (the H stands for hats) that diverges into various genres, including frantic diss tracks, philosophical musings akin to P.M. Dawn, and dance tracks reminiscent of C&C Music Factory.

      Though it serves as a fantastic time capsule of the hip-hop explosion, the humor is still relevant even if you miss the multiple current references.

      Billy Madison (1995)

      Universal Pictures – Credit: C/O

      Adam Sandler brings laughter throughout Billy Madison, the tale of a man who must start over at school—from the very beginning. One of the standout aspects of Sandler’s comedies is how he allows his friends to shine.

      Two scenes particularly stick in our minds. In one, Steve Buscemi receives an apology from Billy for the trouble he caused in high school and crosses him off his “People to Kill” list.

      In another, the understated SNL legend James Downey delivers a widely-memed critique of Billy’s terrible Academic Decathlon response, concluding with, “I award you no points, and may God have mercy on your soul.”

      Clueless (1995)

      Paramount Pictures – Credit: C/O

      In addition to being a visual icon of the ’90s—those mall scenes are undeniably memorable—Clueless is filled with sharp dialogue, as a proper Jane Austen adaptation should be.

      Centering around Alicia Silverstone’s immense charm, it also introduced the subtle appeal of Paul Rudd, who later became a significant star with his endless charm.

      One of our favorite lines, which we probably shouldn’t laugh at anymore, comes from future Scrubs star Donald Faison: “Are you b—— blind or something? Your man Christian is a cakeboy. He’s a disco-dancin’, Oscar Wilde-readin’, Streisand ticket-holdin’ friend of Dorothy.”

      As noted by a popular YouTube commenter: “It’s adorkable how he can come up with so many identifiers without being INSULTING or homophobic!”

      Tommy Boy (1995)

      Param