90s Comedy Movies
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50 free 90s Comedy Movies trivia questions with answers — trivia quiz, new questions added Oct 2026.
The 1990s were a golden run for big-screen comedy. Jim Carrey became a household name almost overnight, Adam Sandler and his sketch-show colleagues moved from television to cinemas, and Robin Williams turned family films into events. Around them came sharp teen comedies, British romantic hits, underdog sports stories and a handful of oddball films that only found their audience years later. This quiz covers the decade from Home Alone to Galaxy Quest. Questions ask about the actors and the roles that made them, where the stories take place, the songs and props people still remember, and the casting and production tales from behind the scenes. It works for a pub quiz round, a movie night warm-up or a nostalgia test with friends who grew up renting these films. Every answer comes with a short explanation, so even a miss leaves you with a story to tell.
30 of 50 questions with answers and explanations. Play the quiz
Q 01Which game show host trades punches with Adam Sandler during a golf tournament in Happy Gilmore?
Bob Barker
Bob Barker, then the host of The Price Is Right, played himself and came out on top. The brawl won the pair an MTV Movie Award for Best Fight.
Q 02Which Queen song hit number two in the US in 1992 after a headbanging car scene in Wayne's World?
Bohemian Rhapsody
Bohemian Rhapsody had peaked at number nine in 1976, so the film took it higher than its first run. The studio had wanted a Guns N' Roses track for the scene.
Q 03Which California city gained an NHL team named after Disney's 1992 hockey comedy The Mighty Ducks?
Anaheim
Anaheim took the ice in 1993, after the Walt Disney Company founded a real franchise off the back of its own film's box-office success.
Q 04Which Pennsylvania town traps weatherman Phil Connors in a time loop in the 1993 comedy Groundhog Day?
Punxsutawney
Punxsutawney barely appears on screen: the film was shot almost entirely in Woodstock, Illinois, picked after more than 60 towns had been scouted.
Q 05Which cocktail is the Dude's drink of choice throughout the Coen brothers' 1998 comedy The Big Lebowski?
White Russian
White Russian popularity surged after the film came out. The habit was borrowed from life: the Dude was modelled on producer Jeff Dowd, who liked to drink them.
Q 06Which 1995 teen comedy set in Beverly Hills is loosely adapted from Jane Austen's novel Emma?
Clueless
Clueless began with director Amy Heckerling recalling Emma from college. She then observed students at Beverly Hills High School to pick up real teenage slang.
Q 07Which city is the McCallister family flying to for Christmas when Kevin is left behind in Home Alone?
Paris
Paris never hosted the shoot. Chicago's O'Hare airport doubled as Orly for the family's arrival, filmed over four sixteen-hour days.
Q 08Which Colorado ski town do Lloyd and Harry drive across America to reach in Dumb and Dumber?
Aspen
Aspen is where the pair hope to hand a briefcase back to its owner, never realising the money inside had been left as a ransom.
Q 09Which sci-fi franchise and its devoted fandom does the 1999 comedy Galaxy Quest affectionately parody?
Star Trek
Star Trek fans took the joke so warmly that in 2013 they voted Galaxy Quest the seventh-best film of their own franchise.
Q 10Which comedian plays Professor Sherman Klump and several of his relatives in 1996's The Nutty Professor?
Eddie Murphy
Eddie Murphy vanished under prosthetics so convincing that the film won the Academy Award for Best Makeup.
Q 11In which city does Daniel Hillard disguise himself as a nanny to see his children in Mrs. Doubtfire?
San Francisco
San Francisco supplied the family home at 2640 Steiner Street, which pulled in tourists for years and became a fan-made memorial after Robin Williams died in 2014.
Q 12Which comedian wrote Austin Powers: International Man of Mystery and played both its hero and Dr. Evil?
Mike Myers
Mike Myers ended up in both roles after Jim Carrey passed on playing Dr. Evil in order to star in another comedy.
Q 13Which former model made her acting debut opposite Jim Carrey as Tina Carlyle in The Mask?
Cameron Diaz
Q 21Which 1996 Farrelly brothers comedy pairs Woody Harrelson's one-handed schemer with a naive Amish prodigy?
Kingpin
Kingpin sends its fallen bowling star out on the road, and road trips drive each of the directors' first four films, Dumb and Dumber included.
Q 22Which desk item does Milton guard obsessively in Mike Judge's 1999 workplace comedy Office Space?
A red stapler
A red stapler was not something Swingline sold, so the prop was painted for the film. Demand from fans later pushed the company to make a real one.
Q 23Which actress plays waitress Julia Sullivan opposite Adam Sandler in the 1985-set comedy The Wedding Singer?
Drew Barrymore
Cameron Diaz had no acting experience at all, and studio executives fought her casting until the director persuaded them she was the right choice.
Q 14In which 1997 comedy does a son's birthday wish force Jim Carrey's lawyer to tell only the truth?
Liar Liar
Liar Liar earned Jim Carrey a Golden Globe nomination. It was the second of his three films with Ace Ventura director Tom Shadyac.
Q 15Which 1992 comedy hides a Reno lounge singer in a convent, where she takes over the choir?
Sister Act
Sister Act turned Whoopi Goldberg's reluctant nun into a franchise, with a film sequel the next year and a stage musical that premiered in 2006.
Q 16Which Shakespeare comedy is the loose basis for the 1999 high-school film 10 Things I Hate About You?
The Taming of the Shrew
The Taming of the Shrew proved a launchpad: the update gave Julia Stiles, Heath Ledger and Joseph Gordon-Levitt their breakthrough roles.
Q 17On which famous shopping street do sales assistants refuse to serve Vivian in the 1990 hit Pretty Woman?
Rodeo Drive
Rodeo Drive's snub belongs to a lighter rewrite: the script was first intended as a dark cautionary tale before it was reconceived as a romantic comedy.
Q 18Which Saturday Night Live star plays the heir to an Ohio brake pad company in Tommy Boy?
Chris Farley
Chris Farley shared the road trip with David Spade, a close friend and fellow cast member from the same sketch show.
Q 19What breed of dog is the slobbering title character of the 1992 family comedy Beethoven?
St. Bernard
St. Bernard star aside, the film had a famous name hiding in its credits: John Hughes co-wrote the script under the pseudonym Edmond Dantès.
Q 20Which actress won an Oscar as Mona Lisa Vito in the 1992 courtroom comedy My Cousin Vinny?
Marisa Tomei
Marisa Tomei took Best Supporting Actress for a comedy that attorneys have praised for its accurate depiction of trial procedure.
Drew Barrymore and Adam Sandler worked together here for the first time, then reunited for 50 First Dates and Blended.
Q 24What kind of animal is Snowflake, the stolen team mascot Jim Carrey hunts for in Ace Ventura: Pet Detective?
Dolphin
The dolphin is stolen from the team's stadium shortly before the Super Bowl, and real quarterback Dan Marino co-stars in the film.
Q 25Which British actor shot to international fame as Charles in Four Weddings and a Funeral?
Hugh Grant
Hugh Grant was ready to give up acting when the script arrived, and roughly 70 actors had already been seen for the part.
Q 26Which comedian plays disgraced coach Irv Blitzer in the 1993 Jamaican bobsled comedy Cool Runnings?
John Candy
John Candy never saw another of his films open: Cool Runnings was the last one released in his lifetime.
Q 27Which rapper co-wrote the 1995 comedy Friday and stars in it as the unemployed Craig Jones?
Ice Cube
Ice Cube wrote it with DJ Pooh to counter the violent portrayal of hood films, drawing on their own experiences in South Central Los Angeles.
Q 28In which Massachusetts town are the Sanderson sisters resurrected on Halloween night in Hocus Pocus?
Salem
Salem and its witches found their audience late: years of October television airings turned the 1993 film into a cult classic.
Q 29Which actor plays the grizzled Agent K, mentor to Will Smith's Agent J, in Men in Black?
Tommy Lee Jones
Tommy Lee Jones was not the studio's first choice: Clint Eastwood turned the part down to direct and star in a film of his own.
Q 30Which veteran actor won an Oscar as cattle-drive leader Curly in the 1991 Western comedy City Slickers?
Jack Palance
Jack Palance marked the win during his acceptance speech by dropping to the stage floor and performing one-armed push-ups.