Can You Name These Movies That Are 20 Years Old in 2020?

By: Jane Andrews

Can You Name These Movies That Are 20 Years Old in 2020?
Image: Scott Free Productions/ Red Wagon Entertainment[1]

About This Quiz

In the year 2000 (channel your best Conan O'Brien impression here), there was a brand spanking new century in front of us. As we bid the '90s a fond farewell and welcomed the start of the new millennium, we reveled in Nokia flip phones, AOL messenger, Madonna's "Music" and more. "The Sopranos" and "Sex and the City" were our premium-TV obsessions (remember the slogan "It's not TV. It's HBO"?), while sitcoms like "Friends" and "Frasier" ruled the primetime airwaves. And when it came to movies, we actually had to go to the theater to see one. In this era before the dawn of streaming services, the closest thing we had to on-demand entertainment was a trip to the nearest Blockbuster Video.

One warning about this quiz — it may make you feel a little old. It's hard to believe that the turn of the century was 20 years ago and that these movies have been a part of American pop culture for two decades. From silly cult comedies like "Bring It On" and "Dude, Where's My Car?" to Oscar contenders such as "Gladiator" and "Cast Away," 2000 was a memorable year for movies. 

How well do you remember the fine films (and famous flops) that entertained audiences during this year? Take our quiz and show us what you know!

"While You Were Sleeping"
"Miss Congeniality"
Released on December 22, 2000, this hit movie earned a box office gross of $213 million worldwide. Its sequel, "Miss Congeniality 2: Armed and Fabulous," also starring Sandra Bullock, came out in 2005.
"Two Weeks Notice"
"Practical Magic"

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9. gladiator What's the name of this Oscar-winning drama?
"Apocalypto"
"Gladiator"
The second-highest-grossing film of 2000, "Gladiator," won five Academy Awards, including Best Picture and Best Actor (Russell Crowe). It also won Golden Globes for Best Motion Picture — Drama and Best Original Score — Motion Picture.
"The Knights of the Quest"
"King Arthur"

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1. cast away Do you recognize this popular Tom Hanks film?
"You've Got Mail"
"Big"
"Forrest Gump"
"Cast Away"
Released on December 22, 2000, "Cast Away" was a hit with both critics and the box office. Tom Hanks earned an Oscar nomination and a Golden Globe win for his portrayal of stranded FedEx employee Chuck Noland.

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"One Fine Day"
"Three Kings"
"O Brother, Where Art Thou?"
George Clooney won a Golden Globe Award for Best Motion Picture — Musical or Comedy for his role in this Coen brothers crime comedy. The movie also received Oscar nominations for Best Adapted Screenplay and Best Cinematography.
"Intolerable Cruelty"

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5. erin Can you tell us the name of this Steven Soderbergh film?
"Sex, Lies, and Videotape"
"Erin Brockovich"
Julia Roberts won an Academy Award for Best Actress for her portrayal of Erin Brockovich in this film, which is based on a true story. The movie also earned nominations for Best Picture, Best Director (Soderbergh), Best Supporting Actor (Albert Finney) and Best Original Screenplay.
"Full Frontal"
"Traffic"

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4. american What about this creepy thriller — do you recognize it?
"American Psycho"
Starring Christian Bale as a psychopathic serial killer, "American Psycho" is based on a Bret Easton Ellis novel of the same name. The movie also features appearances by Willem Dafoe, Jared Leto, Chloë Sevigny and Reese Witherspoon.
"The Skulls"
"Lost Souls"
"What Lies Beneath"

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37. perfectstorm What's the name of this disaster drama?
"The Perfect Storm"
Based on the 1997 non-fiction book of the same name, this movie about a commercial fishing vessel lost at sea stars George Clooney, Mark Wahlberg, Diane Lane and John C. Reilly. It was a box office hit, earning more than $328 million worldwide.
"Armageddon"
"Deep Impact"
"Jaws"

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33. beach Can you identify this movie, starring Leonardo DiCaprio?
"The Beach"
Based on a 1996 novel of the same name, this adventure-drama movie was filmed on location in Thailand, on the island of Ko Phi Phi Le. While a modest box office success, it received mostly negative reviews from critics.
"Titanic"
"Wolves of Wall Street"
"Inception"

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13. family man What's the name of this romantic comedy-drama?
"Bad Santa"
"The Holiday"
"The Family Man"
This holiday-themed film with a supernatural spin stars Nicolas Cage, Téa Leoni and Don Cheadle. It tells the story of a bachelor who wakes up one morning to find himself with a very different life.
"It's a Wonderful Life"

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26. myselfandirene Jim Carrey starred in this raucous comedy. What's it called?
"Me, Myself & Irene"
Directed by the Farrelly brothers, "Me, Myself & Irene" received mixed reviews from critics but was a box office hit. It earned $24.2 million in its opening weekend in the U.S. and a gross of more than $149 million in total worldwide.
"There's Something About Mary"
"Nurse Betty"
"Road Trip"

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15. chocolat What's the name of this delicious romantic comedy?
"Cupcake"
"Chocolat"
Starring Juliette Binoche, Judi Dench, Alfred Molina and Johnny Depp, "Chocolat" was nominated for five Academy Awards, including Best Picture. It lost to the Russell Crowe movie "Gladiator."
"The Bakery"
"The Chocolate House"

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11. What Lies Beneath Can you identify this frightening film?
"Memento"
"Hollow Man"
"Enigma"
"What Lies Beneath"
Directed by Robert Zemeckis, this supernatural chiller stars Harrison Ford and Michelle Pfeiffer. A box office hit, it earned more than $291 million worldwide and became the tenth-highest-grossing film of 2000.

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21. destination A bunch of teens were in a lot of trouble in this creepy flick. Which one is it?
"Final Destination"
The first of five movies, "Final Destination" is about people who cheat death, only to die in creepier, more complex ways. In early 2019, New Line announced it was working on a reboot of the successful film franchise.
"Book of Shadows: Blair Witch 2"
"Scream 3"
"Terror Tract"

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32. bigmomma Do you remember this larger-than-life comedy?
"Blue Streak"
"Black Knight"
"Big Momma's House"
Martin Lawrence stars in this funny film which was panned by critics but a big hit with audiences. It spawned two sequels: "Big Momma's House 2" and "Big Mommas: Like Father, Like Son."
"Big Momma's House 2"

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"Charlie's Angels"
This revamp of the popular 1970s TV show "Charlie's Angels" stars Drew Barrymore, Cameron Diaz, Lucy Liu and Bill Murray. It earned more than $259 million worldwide at the box office and was followed by a sequel in 2003.
"Charlie's Angels: Full Throttle"
"Crouching Tiger, Hidden Dragon"
"The Matrix"

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"Scream"
"Scared Straight"
"Scary Movie"
A parody of popular horror flicks like "Scream" and "I Know What You Did Last Summer," "Scary Movie" spawned four sequels of its own. Anna Faris stars in all but the fifth installment.
"Shriek If You Know What I Did Last Friday the Thirteenth"

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"X-Men"
"X-Men," which inspired multiple sequels, prequels and spin-offs, was popular with critics and audiences. The movie features an ensemble cast, including Hugh Jackman, Halle Berry, Ian McKellen and Patrick Stewart.
"X2"
"The Wolverine"
"Logan"

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14. best in Do you know the name of this hilarious mockumentary?
"Best in Show"
Directed by Christopher Guest, this film focuses on contestants participating in a prestigious dog show. It features frequent Guest collaborators, including Catherine O'Hara, Eugene Levy, Michael McKean and Parker Posey.
"Waiting for Guffman"
"This Is Spinal Tap"
"A Mighty Wind"

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3. bringiton How about this cult classic cheerleading film — what's it called?
"Fired Up"
"Pom-Pom Girls"
"Bring It On"
Starring Kirsten Dunst and Eliza Dushku, this surprise hit became a film franchise, spawning five direct-to-video sequels, none of which feature the original cast. A stage musical was also produced in 2011.
"Bring It Down"

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25. wheresmycar Do you know the name of this Ashton Kutcher comedy?
"Dazed and Confused"
"Friday"
"Dude, Where's My Car?"
Jennifer Garner makes an early film appearance in this flick as Wanda, the girlfriend of Ashton Kutcher's character, Jesse. The movie, which did well at the box office but was disliked by critics, also stars Seann William Scott.
"Pineapple Express"

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20. almost Can you tell us the name of this Cameron Crowe classic?
"Say Anything"
"Almost Famous"
Kate Hudson earned an Academy Award nomination for Best Actress in a Supporting Role for her breakout performance as band promoter Penny Lane in this film. The movie won one Oscar, for Best Original Screenplay.
"Jerry Maguire"
"Vanilla Sky"

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31. ladiesman This comedy is based on a character from "Saturday Night Live." What's it called?
"The Ladies Man"
Starring "Saturday Night Live" cast member Tim Meadows, "The Ladies Man" follows the misadventures of Leon Phelps, the Courvoisier-loving radio host created by Meadows for the sketch comedy show. It was not well received, unfortunately.
"Superstar"
"Coneheads"
"It's Pat"

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39. dream Do you know what movie this shot is from?
"Requiem for a Dream"
This heavy psychological drama about drug addiction stars Jared Leto, Jennifer Connelly, Marlon Wayans and Ellen Burstyn. Burstyn received an Academy Award nomination for Best Actress for her performance.
"Black Swan"
"Mother!"
"Pi"

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24. battle This sci-fi film was a big disappointment at the box office. Do you know it?
"Battlefield Earth"
"Battlefield Earth" was also referred to as "Battlefield Earth: A Saga of the Year 3000." John Travolta stars in this movie based on an L. Ron Hubbard novel. The box office dud was panned by critics and has been called one of the worst movies ever made by entertainment magazines and websites.
"2001"
"Leviathan"
"Land of the Giants"

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27. 9yard This hit comedy spawned a less-successful sequel in 2004. Which 2000 movie is it?
"Hanging Up"
"Meet the Parents"
"The Whole Ten Yards "
"The Whole Nine Yards"
"The Whole Nine Yards" stars Bruce Willis and Matthew Perry. Because the two actors got along so well during the making of the movie, Willis agreed to appear in a three-episode guest-starring role on "Friends."

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12. highf This movie is based on a Nick Hornby novel. What's it called?
"About a Boy"
"High Fidelity"
Starring John Cusack and Jack Black, "High Fidelity" was a critical and box office hit when it was released. It's currently being adapted into a television show, set to debut on Hulu in early 2020.
"Fever Pitch"
"A Long Way Down"

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17. payitforward Can you tell us the name of this movie starring Haley Joel Osment and Helen Hunt ?
"As Good As It Gets"
"Pay It Forward"
This drama also features an appearance by rocker Jon Bon Jovi. The movie is loosely based on a 1999 novel of the same name. While critics praised the actors for their performances, most found the story too cliche.
"The Sixth Sense"
"A.I. Artificial Intelligence"

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10. memento Here's a brain-bending thriller from 2000. What's it called?
"Memento"
Directed by Christopher Nolan, who went on to make big-screen hits such as "Batman Begins," "The Dark Knight" and "Inception," "Memento" premiered at the Venice International Film Festival on September 5, 2000. It didn't hit American theaters until early 2001.
"Memento Mori"
"Amnesia"
"Memory Loss"

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29. duet What's the name of this fun ensemble film?
"Love Actually"
"Valentine's Day"
"Karaoke Queen"
"Duets"
Co-starring Gwyneth Paltrow, Paul Giamatti, Scott Speedman, Huey Lewis and more, this movie was directed by Bruce Paltrow, Gwyneth's dad. It's the only time the two worked together on a film.

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22. returntome Actor David Duchovny of the "X-Files" stars in this film. Can you name it?
"I Want to Believe"
"Zoolander"
"Return to Me"
Duchovny stars alongside Minnie Driver, Bonnie Hunt, Robert Loggia and David Alan Grier in this romantic comedy-drama. The movie also features legendary actor Carroll O'Connor in his final film appearance.
"Evolution"

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30. boiler room What's the title of this Ben Affleck movie?
"Boiler Room"
Featuring an ensemble cast that includes Giovanni Ribisi, Vin Diesel, Nia Long and Ron Rifkin, "Boiler Room" is a crime drama about a group of young, wealthy stockbrokers with little respect for the law.
"Good Will Hunting"
"Chasing Amy"
"Hollywoodland"

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34. you can Do you know the name of this indie film?
"Maze"
"The Gift"
"Where the Heart Is"
"You Can Count on Me"
Laura Linney earned an Oscar nomination for Best Actress for her role in this sweet family film, which also stars Matthew Broderick, a young Rory Culkin, and Mark Ruffalo in his breakout performance.

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6. How the Grinch Stole Christmas What's the name of this fantastical Christmas movie?
"The Grinch"
"How the Grinch Stole Christmas"
This live adaptation of the famous Dr. Seuss story stars Jim Carrey as the Grinch. The movie was a mega hit, earning more than $345 million worldwide and an Academy Award for Best Makeup and Hairstyling.
"Getting Grinchy With It"
"A Very Grinchy Christmas"

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38. pollack This movie is about a famous artist. What's it called?
"Matisse"
"Picasso"
"Chagall"
"Pollock"
Marcia Gay Harden won an Academy Award for Best Supporting Actress for her performance in this bio. Ed Harris, who plays painter Jackson Pollack, received an Oscar nomination for Best Actor; however, he lost to Russell Crowe for "Gladiator."

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36. the next Madonna stars in this comedy-drama. What's it called?
"Evita"
"Desperately Seeking Susan"
"The Next Best Thing"
Also starring Rupert Everett and Benjamin Bratt, this movie was panned by critics and a box office dud. For her performance, Madonna won a Golden Raspberry Award for Worst Actress.
"A League of Their Own"

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"The Chronicles of Riddick"
"Pitch Black"
"Pitch Black" is the first of three movies featuring Vin Diesel as escaped con Richard B. Riddick. The film's two sequels are "The Chronicles of Riddick," released in 2004, and "Riddick," which came out in 2013.
"Dark Fury"
"Blind Planet"

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"Romancing the Stone"
"War of the Roses"
"Wonder Boys"
Based on a novel of the same name, this comedy-drama also stars Tobey Maguire, Frances McDormand, Katie Holmes and Robert Downey Jr. Bob Dylan won both an Oscar and a Golden Globe award for the original song he wrote for the film, "Things Have Changed."
"Don't Say a Word"

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23. houseofmirth This movie features an "X-Files" star. Which movie is it?
"Little Women"
"Shakespeare in Love
"Jane Eyre"
"The House of Mirth"
Based on the classic Edith Wharton novel of the same name, "The House of Mirth" stars Gillian Anderson, Laura Linney and Eric Stoltz. Anderson won a British Independent Film Award for Best Actress for her portrayal of the film's heroine, Lily Bart.

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16. mission impossible Which Tom Cruise movie is this shot from?
"Minority Report"
"The Firm"
"Mission: Impossible"
"Mission: Impossible 2"
This highly anticipated sequel to the 1996 film "Mission: Impossible" became the highest-grossing film of 2000. It earned more than $549 million worldwide and was followed by "Mission: Impossible III" in 2006.

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"The Sixth Sense"
"Unbreakable"
Starring Bruce Willis and Samuel L. Jackson, this hit thriller resulted in two follow-up films that didn't come out until years later — "Split," which was released in 2016, and "Glass," which came out in 2019.
"Signs"
"Split"

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