Grammys The Worst Artists to Win a Grammy Award  

Ranker Music
6.8k votes 1k voters 13.7k 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
1 481 VOTES

Milli Vanilli


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

Also Ranked

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

391 90
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Chris Brown is listed (or ranked) 2 on the list The Worst Artists to Win a Grammy Award
Photo: Royal Rouge/Twitter
2 574 VOTES

Chris Brown


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

Also Ranked

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

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

#5 on Celebrities You Would Not Want as a Stepdad

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

453 121
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Justin Bieber is listed (or ranked) 3 on the list The Worst Artists to Win a Grammy Award
Photo: jessicaleigh206/Twitter
3 631 VOTES

Justin Bieber


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

Also Ranked

#26 on The Best Current Pop Groups/Singers

#83 on The Druggiest Rock Stars of All Time

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

#32 on Celebrity Men You Think You Might Have A Shot With

451 180
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The Chainsmokers is listed (or ranked) 4 on the list The Worst Artists to Win a Grammy Award
Photo: The Chainsmokers/Instagram
4 470 VOTES

The Chainsmokers


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

Also Ranked

#28 on The Best Musical Duos

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

#3 on The Best EDM Duos of All Time

#34 on Bands You're Most Excited to See at Coachella 2016

324 146
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