The Definitive Top 100 Comedies From the ’90s – Part Five

The Definitive Top 100 Comedies From the ’90s – Part Five

10 – The Sandlot (1993)
They’re more than a team. They’re the best buddies in the entire history of the world.

Family | Comedy

Directed by: David Mickey Evans

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7.83 /10

During a summer of friendship and adventure, one boy becomes a part of the gang, nine boys become a team and their leader becomes a legend by confronting the terrifying mystery beyond the right field wall.
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9 – Being John Malkovich (1999)
Ever wanted to be someone else? Now you can.

Comedy | Drama | Fantasy

Directed by: Spike Jonze

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7.86 /10

One day at work, unsuccessful puppeteer Craig finds a portal into the head of actor John Malkovich. The portal soon becomes a passion for anybody who enters its mad and controlling world of overtaking another human body.
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8 – Ed Wood (1994)
When it came to making bad movies, Ed Wood was the best.

Comedy | Drama | History

Directed by: Tim Burton

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7.89 /10

The mostly true story of the legendary “worst director of all time”, who, with the help of his strange friends, filmed countless B-movies without ever becoming famous or successful.
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7 – Toy Story 2 (1999)
The toys are back!
Animation | Comedy | Family

Directed by: John Lasseter

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7.95 /10

Andy heads off to Cowboy Camp, leaving his toys to their own devices. Things shift into high gear when an obsessive toy collector named Al McWhiggen, owner of Al’s Toy Barn kidnaps Woody. Andy’s toys mount a daring rescue mission, Buzz Lightyear meets his match and Woody has to decide where he and his heart truly belong.
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6 – Groundhog Day (1993)
He’s having the worst day of his life … over, and over …
Comedy | Romance | Fantasy | Drama

Directed by: Harold Ramis

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8.13 /10

A narcissistic TV weatherman, along with his attractive-but-distant producer, and his mawkish cameraman, is sent to report on Groundhog Day in the small town of Punxsutawney, where he finds himself repeating the same day over and over.
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5 – The Big Lebowski (1998)
Times like these call for a Big Lebowski.

Comedy | Crime

Directed by: Joel Coen

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8.16 /10

Jeffrey ‘The Dude’ Lebowski, a Los Angeles slacker who only wants to bowl and drink White Russians, is mistaken for another Jeffrey Lebowski, a wheelchair-bound millionaire, and finds himself dragged into a strange series of events involving nihilists, adult film producers, ferrets, errant toes, and large sums of money.
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4 – Fargo (1996)
A lot can happen in the middle of nowhere.
Drama | Comedy | Crime | Thriller

Directed by: Joel Coen

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8.19 /10

Jerry, a small-town Minnesota car salesman is bursting at the seams with debt… but he’s got a plan. He’s going to hire two thugs to kidnap his wife in a scheme to collect a hefty ransom from his wealthy father-in-law. It’s going to be a snap and nobody’s going to get hurt… until people start dying. Enter Police Chief Marge, a coffee-drinking, parka-wearing – and extremely pregnant – investigator who’ll stop at nothing to get her man. And if you think her small-time investigative skills will give the crooks a run for their ransom… you betcha!
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3 – Lock, Stock and Two Smoking Barrels (1998)
A Disgrace to Criminals Everywhere.

Comedy | Crime

Directed by: Guy Ritchie

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8.25 /10

A card shark and his unwillingly-enlisted friends need to make a lot of cash quick after losing a sketchy poker match. To do this they decide to pull a heist on a small-time gang who happen to be operating out of the flat next door.
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2 – The Truman Show (1998)
On the air. Unaware.

Comedy | Drama

Directed by: Peter Weir

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8.29 /10

He doesn’t know it, but everything in Truman Burbank’s (Jim Carrey) life is part of a massive TV set. Executive producer Christof (Ed Harris) orchestrates “The Truman Show,” a live broadcast of Truman’s every move captured by hidden cameras. Cristof tries to control Truman’s mind, even removing his true love, Sylvia (Natascha McElhone), from the show and replacing her with Meryl (Laura Linney). As Truman gradually discovers the truth, however, he must decide whether to act on it.
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1 – Toy Story (1995)
The toys are back in town
Animation | Adventure | Family | Comedy

Directed by: John Lasseter

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8.33 /10

Led by Woody, Andy’s toys live happily in his room until Andy’s birthday brings Buzz Lightyear onto the scene. Afraid of losing his place in Andy’s heart, Woody plots against Buzz. But when circumstances separate Buzz and Woody from their owner, the duo eventually learns to put aside their differences.
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So who faired well during the ’90s?

It was most definitely Jim Carrey’s decade, with 6 films in the top 100; Ace Ventura: Pet Detective (1994), The Mask (1994), Dumb and Dumber (1994), Liar Liar (1997), The Truman Show (1998) and Man on the Moon (1999)


Bill Murray gave him a run for his money with 5; Quick Change (1990), What About Bob? (1991), Groundhog Day (1993), Kingpin (1996) and Rushmore (1998)


Tom Hanks had 4 with A League of Their Own (1992), Toy Story (1995), That Thing You Do! (1996) and Toy Story 2 (1999).

Joe Pesci also had 4 entries with Home Alone (1990), My Cousin Vinny (1992), Home Alone 2: Lost in New York (1992) and With Honors (1994)

On the directing front, Only 3 directors managed to get 4 movies each into the top 100…

Barry Sonnenfeld had 4 movies listed including:

  • Men in Black (1997)
  • The Addams Family (1991)
  • Get Shorty (1995)
  • Addams Family Values (1993)

The Coen Brothers had 4;

  • The Hudsucker Proxy (1994)
  • Fargo (1996)
  • The Big Lebowski (1998)
  • Barton Fink (1991)

Kevin Smith also had 4;

  • Clerks (1994)
  • Dogma (1999)
  • Chasing Amy (1997)
  • Mallrats (1995)