20 Comedies From the 90s That Are Way Funnier Than Anything Coming out Today

The nineties were an incredible decade in film, including several classic comedies. Here are some of my favorites that are guaranteed to tickle your funny bone. Have you seen them?

1. Sister Act (1992)

Sister Act
Image Credit: Touchstone Pictures.

Sister Act is a hilarious film where lounge singer Deloris Van Cartier (Whoopi Goldberg) witnesses a murder and is placed into witness protection, hiding in a convent. She uses her time there teaching the choir up to par while getting into many hilarious shenanigans. The cast and the music are fun. Sister Act 2: Back in the Habit is also a hilarious film. 

2. Six Days Seven Nights (1998)

Six Days Seven Nights 1998
Image Credit: Touchstone Pictures.

Six Days Seven Nights is an underrated comedy with action and adventure. Robin Monroe (Anne Heche), a New York magazine editor, and the drunken pilot Quinn Harris (Harrison Ford) are forced to put aside their mutual dislike if they are to survive after crash landing on a deserted island. David Schwimmer also stars for some extra laughs. 

3. Office Space (1999)

Office Space 1999
Image Credit: Judgemental Films.

Office Space is the gift that keeps on giving. The tech is outdated, but the general feel of what it’s like working in a cubicle remains the same. It follows three disgruntled computer programmers navigating layoffs and a get-rich scheme that goes awry. 

4. The Wedding Singer (1998)

The Wedding Singer
Image Credit: New Line Cinema.

The 90s were the decade of Adam Sandler, and I realize there are comedic gems like Happy Gilmore and Big Daddy in the decade, but he truly shines when he takes it back to the 80s in The Wedding Singer. 

It follows a wedding singer (Sandler) being stood up at the altar. He befriends a waitress (Drew Barrymore) who is getting married and helps her plan the wedding. The soundtrack is a trip back to Funkytown, and it’s full of quotable laughs. 

5. Captain Ron (1992)

Captain Ron
Image Credit: Buena Vista Pictures Distribution.

Captain Ron is one of the most hilarious movies of all time. It stars Kurt Russell in the titular role. After Martin Harvey (Martin Short) inherits a boat docked in the Caribbean, he uproots his family for a vacation and hires Captain Ron to navigate the ship to Miami. It doesn’t take long before Martin dislikes him, and the back-and-forth antics will have you bursting at your sides. 

6. Friday (1995)

Friday 1995
Image Credit: New Line Cinema.

Friday is a cult classic with many laughs. It follows Craig (Ice Cube) getting fired on his day off and his friend Smokey’s (Chris Tucker) ploy to get him to try weed. It’s filled with eccentric characters, good music, and quotable lines.

7. What About Bob (1991)

What About Bob Swimming
Image Credit: Tombstone Pictures.

What About Bob is another cult classic that follows obsessive-compulsive neurotic Bob (Bill Murray), following his psychotherapist Dr. Leo Marvin (Richard Dreyfuss), and his family on their family vacation. Bob gets close to Dr. Marvin’s family while driving him to the brink of madness in this black comedy.

8. Conspiracy Theory (1997)

Conspiracy Theory1997
Image Credit: Warner Bros.

An underrated 90s comedy, Conspiracy Theory, follows a taxi driver (Mel Gibson), an avid believer of conspiracy theories, and his obsession with a Justice Department attorney (Julia Roberts). One of his conspiracy theories proves true, and they have to navigate the truth to save his life. 

9. Tremors (1990)

Image Credit: Universal Pictures.

Tremors is one of the best horror comedies of all time. Two handymen (Kevin Bacon and Fred Ward) decide to leave their middle-of-nowhere town when they encounter creatures pulling people underneath the ground—the small town band together to survive while delivering plenty of laughs. It also stars Reba McEntire and Michael Gross. 

10. Teenage Mutant Ninja Turtles II: The Secret of the Ooze (1991)

Teenage Mutant Ninja Turtles II1991
Image Credit: New Line Cinema.

Teenage Mutant Ninja Turtles II: The Secret of the Ooze is an example of a sequel surpassing the original. Leonardo, Donatello, Michaelangelo, and Raphael search for a new place to live while battling the foot clan and the elusive Shredder. This film also spawned the Ninja Rap — “Go ninja, go ninja go!” 

11. True Lies (1994)

True Lies 1994
Image Credit: 20th Century Fox.

True Lies follows a fearless secret agent (Arnold Schwarzenegger) and his humorous partner (Tom Arnold) working to defeat terrorists in the States. After he believes his wife (Jamie Lee Curtis) is having an affair with a used car salesman, he unwittingly pulls her into danger, and they must fight to survive together. 

12. Romy and Michele’s High School Reunion (1997)

Romy and Michele's High School Reunion
Image Credit: Touchstone Pictures.

“Have a Romy and Michele day!” Romy and Michele’s High School Reunion is stupid funny. It follows two dim-witted, inseparable friends (Lisa Kudrow and Mira Sorvino) hitting the road for their ten-year high school reunion. They devise an elaborate lie to tell at the reunion to impress the mean girls, but it does not go according to plan. Janeane Garofalo will have you splitting at your sides. 

13. Major League II (1994)

Major League II 1994
Image Credit: Warner Bros.

Nothing beats the original 1989 Major League classic is funny, but the sequel comes close. The Cleveland Indian’s baseball team is a World Series contender and has to fight to achieve the impossible of staying together when the new manager is doing everything they can to tear the team apart. 

14. Addams Family Values (1993)

Addams Family Values 1993
Image Credit: Paramount Pictures.

Addams Family Values is a classic example of the sequel surpassing the original. The addition of Joan Cusack’s character, Debbie Jellinsky, a black widow serial killer who marries Fester Addams (Christopher Lloyd), intending to murder him for his inheritance, is an unforgettable performance. Wednesday (Christina Ricci) and Pugsley (Jimmy Workman) at summer camp deliver barrels of laughter.

15. Demolition Man (1993)

Demolition Man 1993
Image Credit: Warner Bros.

Demolition Man is an action-packed story in a dystopian future where Taco Bell is fine dining, and all weaponry is behind glass in a museum—a criminal (Wesley Snipes) who was cryogenically frozen escapes during a parole hearing.

So the police force of 2032 thaws a risk-taking police officer (Sylvester Stallone) to help get the situation under control. Sandra Bullock is adorable, but we never learn how to use the three seashells.

16. Son in Law (1993)

Son in Law 1993
Image Credit: Hollywood Pictures.

Everyone remembers the genius that is Encino Man, but many forget about the hilarity that ensues in Son in Law. Pauly Shore plays Crawl, a flamboyant college resident advisor who helps a country girl from South Dakota (Carla Gugino) come out of her shell and embrace California culture. When she takes Crawl home to the farm for the holidays, a series of events provide plenty of chuckles. 

17. Death Becomes Her (1992)

Death Becomes Her 1992
Image Credit: Universal Pictures.

Death Becomes Her is a black comedy about immortality. Best friends Helen (Goldie Hawn) and Madeline (Meryl Streep) part ways when Madeline steals Helen’s fiancé, Dr. Ernest Menville (Bruce Willis). Years later, when Helen shows up for revenge, a magic potion that gives immortality comes into play. But it has unpleasant side effects that prove chucklesome.

18. Grumpy Old Men (1993)

Grumpy Old Men 1993
Image Credit: Warner Bros.

Grumpy Old Men is a sidesplitting back-and-forth between two retirees, neighbors, and friends. John Gustafson (Jack Lemmon) and Max Goldman (Walter Matthau) exchange insults and play pranks on each other as part of their routine.

When a new neighbor (Ann-Margret) moves in and captures their attention, the gloves come off, and the real laughter begins. The sequel, Grumpier Old Men, is equally funny. 

19. L.A. Story (1991)

L.A. Story 1991
Image Credit: Tri-Star Pictures.

This underrated 90s comedy delivers buckets of chuckles. It follows a weatherman (Steve Martin) who uses the help of a talking freeway billboard to try to win the heart of an English newspaper reporter (Victoria Tennant). The story is unique and includes a young Sarah Jessica Parker as a fun and ditzy spokesperson whom he also dates.

20. My Cousin Vinny (1992)

Marisa Tomei
Image Credit: 20th Century Fox.

My Cousin Vinny is a 90s comedic gem. It tells the story of two New Yorkers (Ralph Macchio and Mitchell Whitfield) accused of murder in rural Alabama while on their way back to college.

They call in the help of one of their cousins, Vinny (Joe Pesci), a loudmouth lawyer with no trial experience, and a beautifully charming fiancée, Mona Lisa Vito (Marisa Tomei). This film is laughter from start to finish. 

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Psycho Anthony Perkins
Image Credit: Paramount Pictures.

Everyone knows the feeling of walking into the classroom and seeing the TV on the rolling stand. It was a feeling of pure joy; you were either watching a film for educational purposes, or you were watching a film because the teacher didn’t want to work on their lesson plan. One way or another, you knew you were watching a movie that day.

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Raiders of the Lost Ark
Image Credit: Paramount Pictures.

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Kim Cattrall Big Trouble in Little China
Image Credit: 20th Century Fox.

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Image Credit: Buena Vista Pictures.

Ready for some controversy? First, let me preface that I do NOT agree with several of the films listed on this list. Recently, an online film forum member asked about amazing performances in terrible films. Again, don’t hate the reporter. These are not my picks. Here is what they had to say. I know ya’ll…

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Lucy Scarlett Johansson
Image Credit: Universal Pictures.

What’s the first mind-blowing movie you have ever seen? What’s your favorite thought-provoking film of all time? My favorite mind-bending film of all time is either Inception or The Mist. After someone asked for other examples in an online film forum, here is what moviegoers had to say.



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Elizabeth Ervin is the owner of Sober Healing. She is a freelance writer passionate about opioid recovery and has celebrated breaking free since 09-27-2013. She advocates for mental health awareness and encourages others to embrace healing, recovery, and Jesus.