2020s Music Trivia
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100 free 2020s Music trivia questions with answers — trivia quiz, new questions added Oct 2026.
The 2020s began with cancelled tours and livestreamed lockdown albums and turned into the decade of TikTok hits, vinyl outselling CDs and the Eras Tour. These 100 questions cover the pop records (Anti-Hero's clean sweep of the top 10, As It Was's 15 weeks at number one, Blinding Lights' 90 weeks on the chart), the breakout stars (Olivia Rodrigo, Sabrina Carpenter, Chappell Roan, Doechii), the country and regional Mexican booms, K-pop's first Grammy nomination, reggaeton's takeover of the Hot 100, and the rock comebacks from AC/DC to the last Beatles record. Built for a music round where everyone in the room has heard the songs, even if they can't name the year. Every answer is sourced.
30 of 100 questions with answers and explanations. Play the quiz
Q 01Which Weeknd single did Billboard name the biggest Hot 100 song of all time in 2021?
Blinding Lights
Blinding Lights spent a full year in the Hot 100's top ten, yet it received no Grammy nominations at all, and the Weeknd responded by boycotting the awards.
Q 02Which Taylor Swift song was number one the week she became the first artist to fill the Hot 100's top 10?
Anti-Hero
Anti-Hero headed a top 10 made up entirely of Midnights songs; its video, written and directed by Swift, was later re-cut to drop a shot of a bathroom scale after viewers objected.
Q 03Which 2020 Taylor Swift album, made in lockdown and announced hours before release, won Album of the Year?
Folklore
Folklore was built without its makers sharing a room: Swift, Aaron Dessner and Jack Antonoff sent tracks back and forth, and the win made her the first woman to take the prize three times.
Q 04Which ten-minute Taylor Swift track became the longest song ever to top the Hot 100, in 2021?
All Too Well (Taylor's Version)
All Too Well (Taylor's Version) restores verses Swift improvised at a tour rehearsal when she was 21; the take survived only because her mother asked the sound engineer for a recording.
Q 05Which was the first re-recorded album ever to reach number one on the Billboard 200?
Fearless (Taylor's Version)
Fearless (Taylor's Version) was Swift's answer to the sale of her first six albums' master recordings: by re-recording them, she owns the new versions outright.
Q 06Which Olivia Rodrigo single debuted at number one in January 2021 and won Best Pop Solo Performance?
Drivers License
Drivers License made Rodrigo, then 17, the youngest artist to debut at number one, and within weeks Saturday Night Live had a sketch of grown men earnestly reciting its lyrics.
Q 07Which singer broke through in 2024 with "Espresso" after opening for Taylor Swift on tour?
Sabrina Carpenter
Sabrina Carpenter's 'overnight' success came on her sixth album, a decade after she first found fame as a Disney Channel actor on Girl Meets World.
Q 08Whose single "Good Luck, Babe!" preceded a Best New Artist win at the 67th Grammys?
Chappell Roan
Chappell Roan had been dropped by her first label in 2020 and spent two years in odd jobs, including nannying and work as a production assistant, before her comeback.
Q 09Which 2023 Miley Cyrus song brought her first Grammy wins, including Record of the Year?
Flowers
Flowers came out on the birthday of her ex-husband, Liam Hemsworth, timing fans spotted at once, and it spent eight weeks at number one.
Q 10Which Billie Eilish song from the Barbie soundtrack won her a second Academy Award?
What Was I Made For?
What Was I Made For? ended a long spell of writer's block for Eilish and her brother Finneas, and at 22 it made her the youngest person ever to win two Oscars.
Q 11Which Lady Gaga and Ariana Grande duet from Chromatica topped the Hot 100?
Rain on Me
Rain on Me was the first all-female collaboration to debut at number one, and the pair promoted it by presenting spoof forecasts on The Weather Channel.
Q 12Which 2020 album produced the hits "Don't Start Now" and "Levitating"?
Future Nostalgia
Future Nostalgia came out a week early after the whole album leaked, a change an emotional Dua Lipa announced on a live stream as lockdowns began.
Q 13What was Harry Styles' first Billboard Hot 100 number one, in 2020?
Watermelon Sugar
Watermelon Sugar began on a day off in Nashville and borrows its title from a Richard Brautigan novel, In Watermelon Sugar, that the writers had to hand.
Q 21What was Doja Cat's first number-one single?
Say So
Say So took off when a fan's dance to it went viral; Doja Cat then put both the routine and its creator, Haley Sharpe, in the official video.
Q 22Which Megan Thee Stallion collaboration with Beyoncé won Best Rap Song and Best Rap Performance?
Savage
Savage's remix united two Houston natives, who gave their proceeds from it to Bread of Life, a Houston charity, for COVID-19 relief.
Q 23Who became only the third woman to win Best Rap Album, for Alligator Bites Never Heal?
Doechii
Doechii named the mixtape after learning that the people who survive alligator attacks are the ones who fight back; only Lauryn Hill, with the Fugees, and Cardi B had won before her.
Q 14Which Harry Styles song spent 15 weeks atop the Hot 100 in 2022?
As It Was
As It Was passed the British-act record Mark Ronson and Elton John had shared, and the tubular bells that close it were Styles's own idea, played by the singer himself.
Q 15Which Weeknd song reached number one in 2023, more than six years after its release?
Die for You
Die for You, a track from 2016's Starboy, was revived when clips using it went viral, and a remix with Ariana Grande then carried it to the top.
Q 16What was SZA's first Hot 100 number one, from her album SOS?
Kill Bill
Kill Bill, named after Quentin Tarantino's revenge films, sat at number two for eight weeks until a remix with Doja Cat lifted it to the top.
Q 17SZA's SOS album cover, alone on a diving board above the sea, recreates a famous photograph of whom?
Princess Diana
Princess Diana was photographed alone on a yacht's diving board off Portofino in 1997; SZA said she loved how isolated Diana looked and wanted her cover to feel the same.
Q 18Who scored a first number one with "Bad Habit" and won Best Progressive R&B Album for Gemini Rights?
Steve Lacy
Steve Lacy made most of his first solo songs on an iPhone, plugging in his guitar and singing straight into the phone's built-in microphone.
Q 19Which Kendrick Lamar diss track won both Record and Song of the Year at the 67th Grammys?
Not Like Us
Not Like Us swept all five of its Grammy nominations, and a week later Lamar performed it at the Super Bowl, first teasing the crowd with the line 'you know they love to sue'.
Q 20Which Nicki Minaj single was the first solo song by a female rapper to debut at number one since 1998?
Super Freaky Girl
Super Freaky Girl borrows the riff of Rick James's 'Super Freak', the hook MC Hammer sampled in 1990; the last solo debut at the top by a woman rapper was Lauryn Hill's 'Doo Wop (That Thing)'.
Q 24Which 2022 Beyoncé album took her into house music and won Best Dance/Electronic Album?
Renaissance
Renaissance is dedicated to her late Uncle Jonny, who first played her the dance music it celebrates, and its wins made her the most-awarded artist in Grammy history.
Q 25Which number one single led Beyoncé's first country album, Cowboy Carter?
Texas Hold 'Em
Texas Hold 'Em was released without warning during the Super Bowl, and it made Beyoncé the first Black woman to top Billboard's country songs chart.
Q 26Which 2024 Charli XCX album spawned the singles "Apple" and "Guess"?
Brat
Brat's plain cover was picked from about 500 shades of green to look deliberately off-putting, and 'brat' ended 2024 as Collins Dictionary's word of the year.
Q 27Which Lizzo single won Record of the Year at the 65th Grammys?
About Damn Time
About Damn Time needed 14 weeks to reach number one, pushed along by a fan-made dance routine that Lizzo herself took up.
Q 28Which BTS song earned the first Grammy nomination for a Korean pop act, in November 2020?
Dynamite
Dynamite was BTS's first song sung entirely in English, written by two British songwriters over video calls at the start of lockdown.
Q 29Which Blackpink album was the first girl-group number one on the Billboard 200 since 2008?
Born Pink
Born Pink ended a 14-year wait since Danity Kane; one of its songs, Ready for Love, made its debut weeks earlier, performed by 3-D avatars of the group at a concert inside the game PUBG Mobile.
Q 30Which Japanese duo's "Idol" was the first Japanese-language song to top Billboard's global chart outside the US?
Yoasobi
Yoasobi call themselves the band that turns novels into music: Idol, the opening theme of the anime Oshi no Ko, is based on a short story by the manga's author.