150 Fun 2000s Trivia Questions and Answers

The 2000s were a decade unlike any other — a whirlwind of flip phones and MySpace profiles, low-rise jeans and trucker hats, boy bands and emo anthems, viral internet memes, and the birth of social media. It was the era when Harry Potter ruled the box office, Britney and Beyoncé dominated the charts, and everyone was obsessed with reality TV.

Technology transformed daily life with the rise of iPods, YouTube, and Facebook, while world events like the 9/11 attacks, the War on Terror, and the 2008 financial crisis reshaped global history. Whether you were downloading music on LimeWire, playing hours of Halo, or updating your AIM away message with angsty lyrics, the 2000s left unforgettable memories.

Get ready to relive the decade with 150 trivia questions covering music, movies, pop culture, tech, fashion, sports, and more. Let’s see how much you really remember from this iconic time!

Music of the 2000s

Q1: Who released the hit single “Hips Don’t Lie” in 2006?

Q2: What was the best-selling album of the 2000s in the U.S.?

Q3: Which boy band announced their breakup in 2002, breaking teenage hearts worldwide?

Q4: Who sang “Since U Been Gone” in 2004, making it an empowerment anthem?

Q5: Which hip-hop duo released the 2003 hit “Hey Ya!”?

Q6: What song did Usher release in 2004 featuring Lil Jon and Ludacris that became a club staple?

Q7: Which artist won the first Grammy for Best Rap Song in 2004?

Q8: What was the title of Britney Spears’ debut album in 1999 that carried into early 2000s fame?

Q9: Who sang the ballad “Bleeding Love” in 2007?

Q10: What was the name of Green Day’s rock opera album released in 2004?

Q11: Who won American Idol season 4 in 2005?

Q12: Which pop punk band had hits with “All the Small Things” and “I Miss You”?

Q13: Which 2002 single by Nelly featured the lyrics “It’s gettin’ hot in here”?

Q14: Who collaborated with Jay-Z on “Crazy in Love” in 2003?

Q15: What Linkin Park album mixed rap and rock and became iconic in the early 2000s?

Q16: Which song by Alicia Keys earned her a Grammy for Song of the Year in 2002?

Q17: Who sang “Complicated,” the 2002 debut hit of a Canadian singer?

Q18: Which Kanye West album debuted in 2004, introducing his career as a rapper?

Q19: Who sang “Umbrella” featuring Jay-Z in 2007?

Q20: What band had a breakout hit with “Mr. Brightside” in 2003?

Movies & TV Shows

Q21: Who played the role of Jack Sparrow in the Pirates of the Caribbean movies?

Q22: Which fantasy film series, based on J.K. Rowling’s novels, began in 2001?

Q23: What Pixar movie introduced us to Nemo in 2003?

Q24: What TV show followed the lives of four women in New York City and ended in 2004?

Q25: Which TV show featured Jack Bauer fighting terrorism hour by hour?

Q26: Who voiced Donkey in the Shrek movies?

Q27: Which film won Best Picture at the 2004 Oscars for its fantasy epic finale?

Q28: What Disney Channel show starred Miley Cyrus as a secret pop star?

Q29: Which musical film starring Zac Efron became a teen sensation in 2006?

Q30: What show premiered in 2004 featuring plane crash survivors on a mysterious island?

Q31: Which 2001 rom-com featured Reese Witherspoon as Elle Woods?

Q32: Who played Peter Parker in the early 2000s Spider-Man trilogy?

Q33: What 2008 superhero movie launched the Marvel Cinematic Universe?

Q34: What vampire romance film series began in 2008?

Q35: Which long-running mockumentary sitcom premiered in 2005 featuring Dunder Mifflin employees?

Q36: What animated TV show debuted in 1999 but dominated the 2000s with episodes like “Chocolate with Nuts”?

Q37: Who played Katniss Everdeen in The Hunger Games (2012) which was based on a 2000s book series?

Q38: Which 2006 movie followed a penguin named Mumble who loved to dance?

Q39: What HBO crime drama focused on Baltimore’s drug scene and is considered one of the best TV shows ever?

Q40: Which reality TV family premiered their show in 2007, becoming a pop culture phenomenon?

Pop Culture & Technology

Q41: What was the name of Tom’s social networking site that made “Top 8” a big deal?

Q42: What small Apple device released in 2001 changed how we listen to music?

Q43: What was the first year Facebook launched to Harvard students?

Q44: Which device released in 2007 combined phone, internet, and music player in one?

Q45: What messaging program was famous for “away messages” with song lyrics?

Q46: What phrase was used to describe the fear of technology failures at the turn of the millennium?

Q47: Which camera phones became iconic thanks to their slide-and-flip designs?

Q48: What Sony gaming console debuted in 2000 and became a massive hit?

Q49: What was the name of the music service that revolutionized legal downloads in 2003?

Q50: Which console introduced motion controls in 2006?

Q51: What 2005 site allowed users to upload and share videos globally?

Q52: What early 2000s portable gaming console was Nintendo’s big seller?

Q53: Which Microsoft console launched Xbox Live gaming in 2002?

Q54: What blogging platform, launched in 1999, was huge in the early 2000s?

Q55: Which virtual pet toy was a huge craze in the early 2000s?

Q56: Which 2000s portable music file format often spread illegally on LimeWire?

Q57: Which first-person shooter franchise debuted with “Combat Evolved” in 2001?

Q58: Which popular Japanese handheld console competed with the Nintendo DS?

Q59: What was the name of the popular video rental chain that declined in the late 2000s?

Q60: Which online encyclopedia launched in 2001 and became a go-to for knowledge?

Sports & Events

Q61: Which country hosted the 2008 Summer Olympics?

Q62: Who won the FIFA World Cup in 2002?

Q63: What NFL team won three Super Bowls in the 2000s (2002, 2004, 2005)?

Q64: Who set the record for most home runs in a single MLB season in 2001?

Q65: Who won eight gold medals in swimming at the 2008 Beijing Olympics?

Q66: Which tennis player dominated the 2000s with 15 Grand Slam titles?

Q67: Who was drafted #1 overall by the Cleveland Cavaliers in 2003?

Q68: What boxer was nicknamed the “PacMan” and rose to fame in the 2000s?

Q69: Which NFL quarterback led the Colts to a Super Bowl win in 2007?

Q70: What NHL team won the Stanley Cup in 2009?

Q71: Who won Wimbledon in 2000, sparking a dominant career in women’s tennis?

Q72: Which country hosted the 2006 FIFA World Cup?

Q73: Who won the Masters in 2005, delivering a famous chip shot at Augusta?

Q74: Which basketball team won three consecutive NBA titles (2000–2002)?

Q75: Who won the men’s marathon at the 2004 Athens Olympics?

Q76: Which Formula One driver won seven world championships, many in the 2000s?

Q77: Who defeated Serena Williams in the 2004 Wimbledon final as a teenager?

Q78: What NFL team won the Super Bowl in 2002, led by Jon Gruden?

Q79: Who won the 2009 NBA Finals MVP?

Q80: What cyclist won seven Tour de France titles before later being stripped of them?

Fashion & Trends

Q81: What type of jeans were the biggest fashion trend of the decade?

Q82: Which brand popularized rubber clogs in the 2000s?

Q83: What hat style was made iconic by Ashton Kutcher and trucker culture?

Q84: What hairstyle with chunky highlights was popular among celebrities like Kelly Clarkson?

Q85: What sunglasses brand became iconic thanks to Paris Hilton and Nicole Richie?

Q86: What jelly-like bracelets became a trend with hidden “meanings” among teens?

Q87: What brand launched Livestrong yellow wristbands in 2004?

Q88: What handbag brand’s “It Bags” like the Paddington were huge in the 2000s?

Q89: Which shoe brand launched the UGG boot craze?

Q90: What lip gloss line from Lancôme was popular in the early 2000s?

Q91: What brand was known for rhinestone-studded jeans and T-shirts?

Q92: What hairstyle featuring spiked gel tips was common among teen boys?

Q93: What type of skirts layered over jeans became a trend?

Q94: What accessory did Von Dutch popularize?

Q95: What was the go-to teenage fashion store in malls?

Q96: What sneaker brand became a 2000s staple with hip-hop culture?

Q97: What denim brand was famous for its low-rise bootcut jeans?

Q98: What hairstyle accessory was huge thanks to Hilary Duff?

Q99: Which brand’s velour tracksuits became iconic, worn by Paris Hilton?

Q100: What bold makeup trend included glittery eye shadow?

Internet & Gaming

Q101: What was YouTube’s first viral video in 2005?

Q102: Which game series launched “World of Warcraft” in 2004?

Q103: What online world launched in 2003 where users created avatars and interacted?

Q104: What Nintendo console introduced Wii Sports in 2006?

Q105: What PlayStation 2 game featured Carl Johnson in Los Santos?

Q106: Which social media site had “poke” features and started in 2004?

Q107: What handheld console featured dual screens and touch gameplay?

Q108: What Xbox game franchise began with “Combat Evolved”?

Q109: What service allowed illegal downloads of songs in the early 2000s?

Q110: What was AOL Instant Messenger’s acronym?

Q111: What 2000s viral video featured a kid after dental surgery saying, “Is this real life?”

Q112: What 2007 video featured a crying Britney Spears fan?

Q113: What handheld console did Sony release in 2004?

Q114: What early iPhone game became viral with birds and pigs?

Q115: Which meme featured a dramatic groundhog turning?

Q116: What MMO game had players hunting monsters in Azeroth?

Q117: What online community let you post short messages before Twitter?

Q118: What console introduced Xbox Live with online play?

Q119: What early meme featured a guy dancing worldwide to “Where the Hell Is Matt?”

Q120: Which Sims sequel launched in 2004?

World Events

Q121: What tragic event happened in the U.S. on September 11, 2001?

Q122: Who was elected U.S. president in 2008?

Q123: What natural disaster struck Southeast Asia in December 2004?

Q124: Which hurricane devastated New Orleans in 2005?

Q125: Which European currency launched in 2002?

Q126: Who became the first female chancellor of Germany in 2005?

Q127: Which spacecraft was demoted from planet status in 2006?

Q128: Which war began in 2003 with U.S. troops invading Baghdad?

Q129: What year was the global financial crisis?

Q130: What space shuttle disintegrated on re-entry in 2003?

Q131: What disease outbreak spread from Asia in 2003?

Q132: Which pope died in 2005?

Q133: Who became the British Prime Minister after Tony Blair in 2007?

Q134: Which African-American golfer won the Masters multiple times in the 2000s?

Q135: What U.S. government act passed after 9/11 expanded surveillance powers?

Q136: What city hosted the 2004 Summer Olympics?

Q137: What major bridge collapsed in Minnesota in 2007?

Q138: What volcanic eruption in 2010 disrupted European air travel (from a 2000s event buildup)?

Q139: Which South American leader was known for his anti-U.S. stance in the 2000s?

Q140: What company filed for bankruptcy in 2008, symbolizing the financial crisis?

Celebrity Moments

Q141: Who had a famous wardrobe malfunction at the 2004 Super Bowl?

Q142: What hotel heiress was known for “That’s hot” and reality TV fame?

Q143: Who was Britney Spears married to for just 55 hours in 2004?

Q144: Which actor jumped on Oprah’s couch declaring his love for Katie Holmes?

Q145: Who adopted children from Cambodia and Ethiopia in the 2000s, earning global attention?

Q146: What singer kissed both Britney Spears and Christina Aguilera at the 2003 VMAs?

Q147: What actor became governor of California in 2003?

Q148: What socialite was famous for carrying her dog Tinkerbell everywhere?

Q149: Which actor’s “meltdown” voicemail to his ex became viral in 2006?

Q150: Who shaved her head in 2007, marking one of the decade’s biggest tabloid moments?

From music and movies to world events and pop culture icons, the 2000s were a decade of unforgettable highs, lows, and defining moments. Whether you aced all 150 questions or just enjoyed the throwback, one thing’s for sure: the 2000s left a mark on history and on all of us who lived through it.