33 Can’t-Miss Looks from the Vanity Fair Oscars Party

Lindsey Lanquist
33 Can’t-Miss Looks from the Vanity Fair Oscars Party
Photo: Chelsea Lauren/REX/Shutterstock.

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Though the Oscars are known—and known well—for their jaw-dropping fashion moments, the night’s finest looks aren’t confined to the pre-show red carpet. In fact, many of them don’t hit the official red carpet at all. Instead, some of the night’s most iconic fashion moments find a home on the Vanity Fair Oscars party red carpet—well, the Vanity Fair Oscars party striped marble floor. And let me tell you, the 2019 Vanity Fair Oscars party looks were good.

The magazine’s endlessly iconic afterparty has been a hub for sartorial stars for yearsMany of them don’t score invites to the Academy’s oh-so elite ceremony,  leaving them without the option of appearing on the Oscars red carpet. Instead of sitting at home, whipping up some delicious appetizers and filling out an Oscars prediction ballot, these stars get dressed to the nines—much the same way a star invited to the Oscars might—and party with each other all night long.

The Oscars 2019 red carpet was full of eye-catching ensembles, but it only tells a fraction of the story—and the 2019 Vanity Fair Oscars party red carpet completes that story. You’ll probably never know what Kendall Jenner, Elsa Hosk and Rita Ora would wear to the Oscars, because—unless they’re considering a last-minute career pivot to acting—they’ll probably never be invited. But you can get an idea of what they might have worn in a parallel universe where they were invited, because they all showed up at Vanity Fair’s party—and it’s honestly basically the same thing.

So as you’re stocking up on Oscars red carpet sartorial inspiration, remember—plenty of can’t-miss moments took place on a red carpet down the street. So get your fill of both; the more outfit inspo, the merrier—right?

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Rowan Blanchard

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Kendall Jenner

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Elizabeth Debicki

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Evan Agostini/Invision/AP/REX/Shutterstock.

Madelaine Petsch

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

imageSPACE/REX/Shutterstock.

Liam Hemsworth and Miley Cyrus

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

AFF-USA/REX/Shutterstock.

Gabrielle Union

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Jason Merritt/Radarpics/REX/Shutterstock.

Emily Ratajkowski

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Winnie Harlow

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Gemma Chan

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Chelsea Lauren/REX/Shutterstock.

Elizabeth Banks

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Chelsea Lauren/REX/Shutterstock.

Jennifer Lopez

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

=Matt Baron/REX/Shutterstock.

Chadwick Boseman

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Chelsea Lauren/REX/Shutterstock.

Zoe Kravitz

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Stewart Cook/WWD/REX/Shutterstock.

Shay Mitchell

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Chelsea Lauren/REX/Shutterstock.

Elsa Hosk

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Jason Merritt/Radarpics/REX/Shutterstock.

Selma Blair

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Stewart Cook/WWD/REX/Shutterstock.

Serena Williams

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Stewart Cook/WWD/REX/Shutterstock.

Kate Bosworth

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Maye Musk

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Emma Roberts

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Chelsea Lauren/REX/Shutterstock.

Jessica Alba

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

AFF-USA/REX/Shutterstock.

Leslie Mann and Judd Apatow

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Chelsea Lauren/REX/Shutterstock.

Lydia Hearst-Shaw

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Cynthia Erivo

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

AFF-USA/REX/Shutterstock.

Jill Soloway

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Rita Ora

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

imageSPACE/REX/Shutterstock.

Chrissy Teigen

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Heidi Klum and Tom Kaulitz

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Stewart Cook/WWD/REX/Shutterstock.

Ellen Pompeo

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Broadimage/REX/Shutterstock.

Lupita Nyong’o

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Stewart Cook/WWD/REX/Shutterstock.

Darren Criss

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Matt Baron/REX/Shutterstock.

Naomi Campbell

STYLECASTER | 33 Can't-Miss Looks from the Vanity Fair Oscars Party

Chelsea Lauren/REX/Shutterstock.

Chiara Ferragni

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