53 Hip Hop Trivia Questions and Answers

Ever found yourself nodding along to a classic hip hop track but blanking on who produced it? Or maybe you’ve wondered how today’s rap titans connect to the genre’s pioneering legends? With decades of evolution spanning countless artists, record labels, beefs, and regional sounds, keeping up with hip hop history can be as complex as deciphering the cleverest wordplay! Our hip hop trivia collection bridges this knowledge gap with questions covering everything from 90s golden era classics to today’s chart-toppers. Perfect for settling debates at parties or discovering connections between your favorite artists that you never knew existed.


90s Hip Hop Trivia Questions

  1. Which 90s rap group featured members Method Man, RZA, and GZA?
    Answer: Wu-Tang Clan
  2. What rapper was known as “The Notorious B.I.G.”?
    Answer: Christopher Wallace
  3. What rap duo consisted of Big Boi and André 3000?
    Answer: OutKast
  4. Which group released the album “The Low End Theory” in 1991?
    Answer: A Tribe Called Quest
  5. What is the title of Tupac Shakur’s famous 1996 double album?
    Answer: All Eyez on Me
  6. Which rapper released “Nuthin’ but a ‘G’ Thang”?
    Answer: Dr. Dre
  7. What is the name of the record label co-founded by Suge Knight and Dr. Dre?
    Answer: Death Row Records
  8. Which 1990s hip hop group was known for the hit “Jump”?
    Answer: Kris Kross
  9. What year was Nas’s debut album “Illmatic” released?
    Answer: 1994
  10. What city is credited as the birthplace of East Coast hip hop?
    Answer: New York City
  11. What song by Coolio became a hit after being featured in the movie “Dangerous Minds”?
    Answer: Gangsta’s Paradise
  12. Who produced the album “The Chronic”?
    Answer: Dr. Dre
  13. Which Wu-Tang Clan member released the solo album “Only Built 4 Cuban Linx…”?
    Answer: Raekwon
  14. What female rapper won a Grammy for the song “U.N.I.T.Y.”?
    Answer: Queen Latifah
  15. Which hip hop artist made the song “Regulate” with Warren G?
    Answer: Nate Dogg
  16. What was the name of Jay-Z’s debut album released in 1996?
    Answer: Reasonable Doubt

2000s Hip Hop Trivia Questions

  1. Who is known as the “King of the South” in hip hop?
    Answer: T.I.
  2. What is the title of 50 Cent’s 2003 debut album?
    Answer: Get Rich or Die Tryin’
  3. What song earned Kanye West his first Grammy for Best Rap Song?
    Answer: Jesus Walks
  4. Who released the album “The Marshall Mathers LP” in 2000?
    Answer: Eminem
  5. Which rapper founded Roc-A-Fella Records?
    Answer: Jay-Z
  6. Which rapper was famously known for his signature “crunk” music style?
    Answer: Lil Jon
  7. What rap group released “Ms. Jackson”?
    Answer: OutKast
  8. What rapper popularized the phrase “Bling Bling”?
    Answer: B.G.*
  9. Which producer was behind the beats of Jay-Z’s “The Blueprint”?
    Answer: Kanye West
  10. What rapper’s real name is Dwayne Michael Carter Jr.?
    Answer: Lil Wayne
  11. What song by Nelly became an anthem with the lyrics “It’s getting hot in here”?
    Answer: Hot in Herre
  12. Which rap duo released “Grindin'” in 2002?
    Answer: Clipse
  13. What is Missy Elliott’s 2001 hit single that features the iconic backward lyrics?
    Answer: Work It
  14. Who was the first female rapper to win a Grammy for Best New Artist?
    Answer: Lauryn Hill
  15. Which rapper collaborated with Alicia Keys on “Empire State of Mind”?
    Answer: Jay-Z
  16. What artist created the song “Gold Digger” featuring Jamie Foxx?
    Answer: Kanye West
  17. Who founded G-Unit Records?
    Answer: 50 Cent
  18. What hip hop group featured will.i.am and Fergie?
    Answer: Black Eyed Peas
  19. What song by Ludacris features the lyrics “Move, get out the way”?
    Answer: Move B**h*
  20. Which rapper released the album “The Carter III”?
    Answer: Lil Wayne
  21. What song by T.I. became a hit in 2008 with the lyrics “You can have whatever you like”?
    Answer: Whatever You Like

Modern Hip Hop Trivia Questions

  1. What is Travis Scott’s real first name?
    Answer: Jacques
  2. Which artist broke records with the hit “God’s Plan”?
    Answer: Drake
  3. What song made Cardi B the first solo female rapper to win a Grammy for Best Rap Album?
    Answer: Invasion of Privacy
  4. What rapper released the album “DAMN.” in 2017?
    Answer: Kendrick Lamar
  5. Which rapper’s stage name was inspired by a former US president?
    Answer: Childish Gambino
  6. Who released the viral song “Old Town Road”?
    Answer: Lil Nas X
  7. Which rapper is known for wearing a mask and going by the moniker “MF DOOM”?
    Answer: MF DOOM
  8. Who was featured on Megan Thee Stallion’s “Savage Remix”?
    Answer: Beyoncé
  9. What is Post Malone’s breakout single called?
    Answer: White Iverson
  10. What rapper founded the record label Dreamville?
    Answer: J. Cole
  11. Who released the hit album “Astroworld”?
    Answer: Travis Scott
  12. What is the name of Nicki Minaj’s fanbase?
    Answer: Barbz
  13. What song did Kendrick Lamar win the Pulitzer Prize for?
    Answer: HUMBLE.
  14. Which artist released the mixtape “If You’re Reading This It’s Too Late”?
    Answer: Drake
  15. What is Doja Cat’s first viral hit song?
    Answer: Mooo!
  16. What artist broke streaming records with the album “Certified Lover Boy”?
    Answer: Drake

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