Rap The Worst Artists to Win a Grammy Award  

Ranker Music
7.4k votes 1.1k voters 14.8k views 17 items

List Rules Vote up the worst Grammy winners and vote down the artists who deserve their Grammys

Unlike the best artists who never won a Grammy, these are the worst artists to win a Grammy Award. Featuring rappers, DJs, bands, groups, and singers who should not have won a Grammy, this list of the worst Grammy winners makes award shows seem more like a popularity contest than a ceremony for music excellence. Which artists did not deserve to win a Grammy?

Although The Chainsmokers's album Memories...Do Not Open is considered as one of the worst albums of 2017, the electronic music duo won their first Grammy Award for Best Dance Recording for their hit single "Don't Let Me Down." Other so-called bad artists with Grammys include Justin Bieber, Chris Brown, Meghan Trainor, and Lorde.

Vote up the worst artists to ever win a Grammy Award. Feel free to add any other undeserving Grammy winners missing from the list.

Milli Vanilli is listed (or ranked) 1 on the list The Worst Artists to Win a Grammy Award
Photo: Randy Liedtke/Twitter
1 521 VOTES

1990: Best New Artist - Girl You Know It's True

Also Ranked

#57 on All the Best New Artist Grammy Winners, Ranked

425 96
Are they the worst?
see more on Milli Vanilli
Chris Brown is listed (or ranked) 2 on the list The Worst Artists to Win a Grammy Award
Photo: Royal Rouge/Twitter
2 622 VOTES

2011: Best R&B Album - F.A.M.E.

Also Ranked

#80 on Who Is America's Boyfriend in 2018?

#52 on Current Singers You Most Wish You Could Sound Like

#69 on The Greatest R&B Artists and Bands of All Time

#35 on Hip Hop Stars You Most Wish You Could Sound Like

488 134
Are they the worst?
see more on Chris Brown
Justin Bieber is listed (or ranked) 3 on the list The Worst Artists to Win a Grammy Award
Photo: jessicaleigh206/Twitter
3 688 VOTES

2015: Best Dance Recording - "Where Are Ü Now"

Also Ranked

#30 on The Best Current Pop Groups/Singers

#84 on The Druggiest Rock Stars of All Time

#84 on The Hottest Men Of 2018, Ranked

#68 on Who Is America's Boyfriend in 2018?

492 196
Are they the worst?
see more on Justin Bieber
The Chainsmokers is listed (or ranked) 4 on the list The Worst Artists to Win a Grammy Award
Photo: The Chainsmokers/Instagram
4 511 VOTES

2017: Best Dance Recording - "Don't Let Me Down"

Also Ranked

#25 on The Best Musical Duos

#7 on The Best EDM Duos of All Time

#9 on The 25+ Best EDM Artists Of 2018, Ranked

#4 on The Best Las Vegas DJ Residencies Right Now

350 161
Are they the worst?
see more on The Chainsmokers