Open Nav

The Most Daring Red Carpet Looks In GRAMMY History

Posted on January 26, 2018

These stars know how to strut their stuff. 

The Grammy Awards are now in their 60th year, can you believe it? So many jaw-dropping moments, deserving winners, and most importantly red carpet looks we could never forget.  60 years is a pretty big chunk of time, but don’t you worry, we’ve narrowed down our fave looks from the past for your viewing pleasure. Take a look!

Alessia Cara

Rocking converse like the Best New Artist she is. 

Photo of Alessia Cara at the Grammys 2018


Can never have too much bling. 

Photo of Migos at the Grammys 2018

The Carter Family

At 5 years old, Blue is already more iconic that we will ever in our entire lives 😅.

Photo of the Carter family at the Grammys 2018

Lana Del Rey

“Young and Beautiful” she still is. 

Photo of Lana Del Rey at the Grammys 2018

Hailee Steinfeld

Didn’t know that we were “Starving” until we saw this look… wow. 

Photo of Hailee Steinfeld at the Grammys 2018

Julia Michaels

If you find any “Issues” with this outfit, please let us know. Because we certainly can’t.

Photo of Julia Michaels at the Grammys 2018

Lady Gaga

Shining bright like a “Diamond Heart” or maybe one of her two Diamond records. Either or.

Photo of Lady Gaga at the Grammys

Justin and Jaxon Bieber

“What Do You Mean?” this isn’t the cutest thing you’ve ever seen? We beg to differ. 

Photo of Justin and Jaxton Bieber at the Grammys

Drake & Childish Gambino

Aubrey and Donald keep it classy with a classic bowtie!


This singer certainly loves her “Colors”; opting for a little bit of blue and lots of bare skin.  

Photo of Halsey at the Grammys

Demi Lovato

#SorryNotSorry but this is definitely one of our favourite looks from last year.

Photo of Demi Lovato at the Grammys

Nick and Joe Jonas

Studs wearing studs. Need we say more?

Ariana Grande

Nothing says red carpet chic more than wearing it.

Photo of Ariana Grande at the Grammys


Rocking pink like the pop princess she is.

Photo of Rihanna at the Grammys

James Bay

The outfit just wouldn’t be complete without his signature fedora. Don’t you agree?

Photo of James Bay at the Grammys

Selena and Taylor

No fashion accessory could ever beat having your best friend by your side.

Photo of Selena and Taylor at the Grammys

The Weeknd

…except when you have two Grammys to take home instead!

Photo of The Weeknd at the Grammys

Imagine Dragons

Sometimes, you just don’t ask questions.

Photo of Imagine Dragons at the Grammys

Kanye West & Kim Kardashian AKA Kimye

When you drop the kids off with Kris at 7 and you’re walking the red carpet at 8. #LifeGoals.

Photo of Kanye and Kim at the Grammys

Nicki Minaj

“No Frauds” at the Grammys. Only flawless elegance.

Photo of Nicki Minaj at the Grammys

Sam Smith

The James Bond anthem singer wears a suit worthy of such a title.

Photo of Sam Smith at the Grammys


Loving this structured black number.

Photo of Daya at the Grammys


Ready for the after party with a bit of orange lace over black lingerie.

Photo of Fergie at the Grammys

Katy Perry

Glittery pink feather duster is a look only Katy could pull off.

Photo of Katy Perry at the Grammys


Lorde rocking a very Lorde look.

Photo of Lorde at the Grammys

Who will be best dressed at this year’s award show? Join us Sunday on Twitter @umusic using #UmusicxGRAMMYs as we live tweet our favourite red carpet looks and give you the chance to win exciting prizes.