Billboard Hot 100
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50 free Billboard Hot 100 trivia questions with answers — music quiz, new questions added Oct 2026.
Since 1958 the Billboard Hot 100 has been the scoreboard of pop music in the United States. Every week it ranks the country's biggest songs, and a place at the top can turn a single into history. This quiz covers the chart from its first week to the streaming era: record-breaking runs at number one, songs that climbed for months or arrived at the summit in a single bound, chart-toppers sung in other languages, novelty hits, film and television tie-ins, and the rule changes that reshaped the rankings. It suits a chart obsessive, a pub quiz host looking for a ready-made music round, or anyone who has argued about which hit was bigger. Every answer comes with a short explanation, so a wrong guess still leaves you with a story.
30 of 50 questions with answers and explanations. Play the quiz
Q 01Which band held all of the top five places on the Billboard Hot 100 in one week of April 1964?
The Beatles
The Beatles held twelve positions on the chart that week, and three of their singles in a row kept the top spot for 14 straight weeks.
Q 02Which singer's 1994 Christmas single took 25 years to reach number one on the Billboard Hot 100?
Mariah Carey
Mariah Carey first topped the chart with All I Want for Christmas Is You in December 2019, and the song has returned to number one in later holiday seasons.
Q 03Which artist became the first to fill the entire Billboard Hot 100 top ten in one week, in 2022?
Taylor Swift
Taylor Swift did it with ten tracks from her album Midnights, led by Anti-Hero at number one.
Q 04Which Lil Nas X hit of 2019 spent a then-record 19 weeks at number one on the Billboard Hot 100?
Old Town Road
Old Town Road also debuted at number 19 on the Hot Country Songs chart before Billboard removed it, saying it did not fit the genre.
Q 05Which Netflix show sent Kate Bush's Running Up That Hill into the Billboard Hot 100 top five in 2022?
Stranger Things
Stranger Things featured the song in its fourth season, and it climbed to number three, far above its 1985 peak of number 30.
Q 06Which 1992 comedy sent Queen's Bohemian Rhapsody back up the Billboard Hot 100 to a new peak of number two?
Wayne's World
Wayne's World revived the song 16 years after it had first peaked at number nine in America.
Q 07Which Motown prodigy was 13 when Fingertips made him the youngest solo act to top the Billboard Hot 100?
Stevie Wonder
Stevie Wonder, then billed as Little Stevie Wonder, scored the hit with a recording made live on stage at a Chicago theater.
Q 08Which crooner shared a 1967 Billboard Hot 100 number one, Somethin' Stupid, with his daughter Nancy?
Frank Sinatra
Frank Sinatra and Nancy scored the first father-daughter number one in America, and the single stayed on top for four weeks.
Q 09Which Halloween novelty song by Bobby Pickett reached number one on the Billboard Hot 100 in October 1962?
Monster Mash
Monster Mash has Pickett narrating in an imitation of horror actor Boris Karloff, and the BBC banned it in 1962 as too morbid.
Q 10Which 1977 disco film's soundtrack gave the Bee Gees three number-one singles on the Billboard Hot 100?
Saturday Night Fever
Saturday Night Fever produced a fourth chart-topper too, when Yvonne Elliman's If I Can't Have You reached number one.
Q 11Which teen idol's Poor Little Fool became the very first Billboard Hot 100 number one in August 1958?
Ricky Nelson
Ricky Nelson was already famous from his family's television series The Adventures of Ozzie and Harriet, and the song's writer, Sharon Sheeley, was just 15 when she wrote it.
Q 12Which Michael Jackson album was the first to produce seven top-ten singles on the Billboard Hot 100?
Thriller
Thriller sent all seven of its singles into the top ten, and two, including Beat It, went all the way to number one.
Q 13Which singer's Teenage Dream made her the first woman to score five Hot 100 number ones from one album?
Katy Perry
Q 21Which band's One More Night kept Psy's Gangnam Style at number two on the Hot 100 for seven straight weeks?
Maroon 5
Maroon 5 owed the block to radio: Gangnam Style ruled digital sales but climbed no higher than number 12 on the airplay chart.
Q 22Which veteran entertainer was 62 when Hello, Dolly! made him the oldest man to top the Billboard Hot 100?
Louis Armstrong
Louis Armstrong cut the show tune as a demo to promote a Broadway musical, and it ended a British band's 14-week hold on number one.
Q 23Which singer's Rockin' Around the Christmas Tree finally topped the Hot 100 in 2023, 65 years after release?
Brenda Lee
Katy Perry matched a mark set by Michael Jackson's Bad, with California Gurls, Firework and E.T. among her five chart-toppers.
Q 14Which Canadian star spent 29 weeks at number one on the Billboard Hot 100 during 2018?
Drake
Drake did it with three singles from his album Scorpion: God's Plan, Nice for What and In My Feelings.
Q 15Which song by the Weeknd did Billboard name the greatest Hot 100 hit of all time in 2021?
Blinding Lights
Blinding Lights spent 90 weeks on the chart and took the all-time title from The Twist, which had held it since 2008.
Q 16Which singer's dance hit The Twist topped the Billboard Hot 100 in two separate runs, in 1960 and 1962?
Chubby Checker
Chubby Checker's cover returned to the top when the dance caught on with adults, though Hank Ballard had written and first released the song.
Q 17Which 1996 dance craze, remixed by the Bayside Boys, spent 14 weeks at number one on the Billboard Hot 100?
Macarena
Macarena, in a Bayside Boys remix with added English verses, had stalled at number 45 in late 1995 before returning to carry Los del Río to the top the following summer.
Q 18Which Luis Fonsi and Daddy Yankee hit tied a 16-week record at number one on the Hot 100 in 2017?
Despacito
Despacito was the first Spanish-language chart-topper in the United States since 1996, lifted by a remix with Justin Bieber.
Q 19Kyu Sakamoto's 1963 Japanese-language Billboard Hot 100 number one is known in America by the name of which dish?
Sukiyaki
Sukiyaki was pure marketing: the beef hot pot appears nowhere in the song, the first sung in Japanese to top the chart.
Q 20Which group became the first all-South Korean act to top the Billboard Hot 100, with Dynamite in 2020?
BTS
BTS entered the chart at number one with the single, the first chart-topper by an Asian act since 1963.
Brenda Lee was 78, older than any artist who had topped the chart before her, and had released a music video for the song only weeks earlier.
Q 24Which singer was 52 when her Auto-Tuned dance hit Believe topped the Billboard Hot 100 in 1999?
Cher
Cher broke the age record for a solo woman at number one, set by Tina Turner at 44, with a vocal effect so widely copied that it took her name.
Q 25Which 1995 Michael Jackson ballad was the first song ever to debut at number one on the Billboard Hot 100?
You Are Not Alone
You Are Not Alone beat a mark set earlier that year by Jackson's own Scream, the first single to enter the chart as high as number five.
Q 26Which viral Baauer track debuted at number one on the Hot 100 in 2013, the week video streams first counted?
Harlem Shake
Harlem Shake rode 103 million weekly video streams to the top after a meme set to it swept YouTube, and it stayed at number one for five weeks.
Q 27Which vocal group's End of the Road set a Billboard Hot 100 record with 13 weeks at number one in 1992?
Boyz II Men
Boyz II Men lost the record within months, then matched the new mark of 14 weeks in 1994 with I'll Make Love to You.
Q 28Which veteran band's Smooth, sung by Rob Thomas, was the last Hot 100 number one of the 1990s?
Santana
Santana's hit was also the first number one of the 2000s, in the middle of a 12-week run at the top that began in October 1999.
Q 29Which country star wrote I Will Always Love You, a 14-week Hot 100 number one for Whitney Houston?
Dolly Parton
Dolly Parton wrote it in 1973 as a farewell to her mentor Porter Wagoner, when she was leaving his side after a seven-year partnership.
Q 30Which singer's eight-minute 1972 chart-topper was the longest Hot 100 number one for almost 50 years?
Don McLean
Don McLean's American Pie was too long for one side of a 45, so the single ran across both the A-side and the B-side.