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Quizzes · Music
Billboard Hot 100 Number-One Songs, 1990 to 2009 · Match
1 round
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updated August 25, 2026
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Random order
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One wrong answer ends the run immediately.
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Preview
12 pairs to match
Left
Hold On
End of the Road
I Will Always Love You
Gangsta's Paradise
Candle in the Wind 1997
Believe
Breathe
How You Remind Me
Yeah!
Bad Day
Irreplaceable
Boom Boom Pow
Right
Cher
Nickelback
The Black Eyed Peas
Daniel Powter
Boyz II Men
Usher featuring Lil Jon and Ludacris
Wilson Phillips
Elton John
Beyoncé
Coolio featuring L.V.
Faith Hill
Whitney Houston
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Topic path · all modes
Billboard Hot 100 Number-One Songs, 1990 to 2009 Master
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at Bronze+
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Name the Number-One Songs, 1990 to 2009
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Number-One Songs, 1990 to 2009: Multiple Choice
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Number-One Songs, 1990 to 2009: Match the Artist
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Number-One Songs, 1990 to 2009: Tile Select
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Number-One Songs of 1990 to 2009, by Year
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Mode path · Charts & Years
Charts & Years Match Master
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Number-One Songs, 1990 to 2009: Match the Artist
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Number-One Album of the Year: Match the Artist
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Number-One Albums, 1956 to 1979: Match the Artist
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Number-One Albums, 1980 to 1999: Match the Artist
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Number-One Albums, 2000 onwards: Match the Artist
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View all 9 →
Mode path · Music
Music Match Master
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Number-One Songs, 1990 to 2009: Match the Artist
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Dizzy Gillespie: Match the Cover
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Rihanna: Match the Cover
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The Cure: Match the Cover
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Snoop Dogg: Match the Cover
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View all 443 →
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Billboard Hot 100 Number-One Songs, 1990 to 2009 Master
Reach Bronze on any of Billboard Hot 100 Number-One Songs, 1990 to 2009's 5 modes to start your ascension.
Charts & Years Master
Reach Bronze on 49 more Charts & Years quizzes.
Music Master
Reach Bronze on 2182 more Music quizzes.
Grand Master
Reach Bronze on every quiz site-wide — 8192 to go.