How Well Do You Remember 1999? Take Our 40-Question Music Quiz

Britney Spears, Destiny's Child and Backstreet Boys
Getty; Design by Jessica Xie

Britney Spears, Destiny's Child and Backstreet Boys in 1999.

Following our Billboard staff-picked list of the 99 greatest songs of 1999, we're writing this week about some of the stories and trends that defined the year for us. Here, we give you the chance to test your turn-of-the-century might with our definitive 1999 quiz, gauging your musical knowledge of all things '99. 

If you've been following Billboard this week, you know we've been spending a lot of time flashing back to the final year of the 21st century -- an impossibly dynamic year in pop history, which in just 12 months managed to give us enough musical memories for a lifetime. 

But how well have you actually retained those memories? Well, here's your chance to find out: We've got a 40-question quiz -- divided into general knowledge, lyrics, music videos and of course, the Billboard charts -- to separate the All-Stars from the scrubs when it comes to '99 trivia. Best of luck, and see you next week back in the new millennium. 





The Biz premium subscriber content has moved to

To simplify subscriber access, we have temporarily disabled the password requirement.