Fashion

Best Celebrity Vintage Fashion Moments

Fashion's latest craze is all about digging into the archives.

02.06.2023 by Julia Demer
Bella Hadid posing on the Cannes Film Festival red carpet in 2022 .
Bella Hadid in Tom Ford-era Gucci at the 2022 Cannes Film Festival.

Vintage fashion is perhaps more relevant to the current fashion landscape than contemporary. This shift is reflected by the 2023 Met Gala's dress code, "In Honor of Karl," a tribute to Karl Lagerfeld, which poses a significant opportunity for archival pieces to take center stage.

As secondhand clothing continues to rise toward cultural prominence with resale companies like TheRealReal, it seems that everyone is shopping more sustainably nowadays—and celebrities are no different. Stylists to the stars are digging through the archives—Tom Ford-era Gucci, Phoebe Philo’s Céline, you name it. See below for the most impressive vintage looks to date. 

Anitta

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A woman in a black gown.
Anitta wearing Versace at the 2023 Grammy Awards.
Anitta wearing to the 2022 American Music Awards.
Anitta wearing to the 2022 American Music Awards.

Miley Cyrus

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Miley Cyrus in vintage Bob Mackie.
Miley Cyrus in vintage Bob Mackie.
Miley Cyrus in Gianni Versace Spring/Summer 1993.
Miley Cyrus in Gianni Versace Spring/Summer 1993.
Miley Cyrus in Versace Spring/Summer 2006.
Miley Cyrus in Versace Spring/Summer 2006.
miami fl concert person solo performance performer woman adult female lighting man male
Miley Cyrus in Versace Spring/Summer 2005.
Miley Cyrus wearing Yves Saint Laurent Fall/Winter 1993 in her "Flowers" music video.
Miley Cyrus wearing Yves Saint Laurent Fall/Winter 1993 in her "Flowers" music video. Photo: Youtube.

Anok Yai

Anok Yai wearing Gucci to the 2022 CFDA Fashion Awards.
Anok Yai wearing Gucci to the 2022 CFDA Fashion Awards.

Alexa Demie

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Alexa Demie wearing Alaïa to the Moet & Chandon Holiday Season Celebration in 2022.
Alexa Demie wearing Alaïa to the Moet & Chandon Holiday Season Celebration in 2022.
Alexa Demie wearing Vivienne Westwood to a Tiffany & Co. event in 2022.
Alexa Demie wearing Vivienne Westwood to a Tiffany & Co. event in 2022.

Addison Rae

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Addison Rae wearing Jean Louis Scherrer to the 2022 LACMA Art and Film Gala.
Addison Rae wearing Jean Louis Scherrer to the 2022 LACMA Art and Film Gala.
Addison Rae wearing Gareth Pugh to the 2022 CFDA Fashion Awards.
Addison Rae wearing Gareth Pugh to the 2022 CFDA Fashion Awards.
Addison Rae wearing Gucci to the 2021 Met Gala.
Addison Rae wearing Gucci to the 2021 Met Gala.

Gwyneth Paltrow

Gwyneth Paltrow wearing Valentino to the 2019 Emmy Awards.
Gwyneth Paltrow wearing Valentino to the 2019 Emmy Awards.

Iris Law

Iris Law wearing Versace to London Fashion Week 2022.
Iris Law wearing Versace to London Fashion Week 2022.

Kylie Jenner

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Kylie Jenner wearing Mugler to the 2022 CFDA Fashion Awards.
Kylie Jenner wearing Mugler to the 2022 CFDA Fashion Awards.
Kylie Jenner wearing Jean Paul Gaultier to the 72nd Annual Parsons Benefit in 2021. Stylist: Law Roach.
Kylie Jenner wearing Jean Paul Gaultier to the 2021 Parsons Benefit.
bestof topix new york dress clothing formal wear fashion evening dress person woman adult female gown

Bella Hadid

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Bella Hadid wearing Jean Paul Gaultier to the 2021 Cannes Film Festival.
Bella Hadid wearing vintage Jean Paul Gaultier to the 2021 Cannes Film Festival.
Bella Hadid wearing Chanel to the 2022 Cannes Film Festival.
Bella Hadid wearing vintage Chanel to the 2022 Cannes Film Festival.
Bella Hadid wearing Versace to the 2022 Cannes Film Festival
Bella Hadid wearing Versace to the 2022 Cannes Film Festival.
Bella Hadid wearing Roberto Cavalli to the 2019 Cannes Film Festival.
Bella Hadid wearing Roberto Cavalli to the 2019 Cannes Film Festival.
Bella Hadid wearing Dior to the 2022 Prince’s Trust Global Gala.
Bella Hadid wearing Dior to the 2022 Prince's Trust Global Gala.

Tinashe

Tinashe wearing Dior to the 2022 CFDA Fashion Awards.
Tinashe wearing Dior to the 2022 CFDA Fashion Awards.

Amber Valletta

Amber Valletta wearing Azzaro to the 2022 Met Gala.
Amber Valletta wearing Azzaro to the 2022 Met Gala.

Olivia Rodrigo

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Olivia Rodrigo wearing Vivienne Westwood to the 2022 Grammys.
Olivia Rodrigo wearing Vivienne Westwood to the 2022 Grammys.
Olivia Rodrigo in Chanel Spring/Summer 1995 at the White House.
Olivia Rodrigo in Chanel Spring/Summer 1995 at the White House.

Adwoa Aboah

Adwoa Aboah wearing Tom Ford to the 2019 GQ Men Of The Year Awards.
Adwoa Aboah wearing Tom Ford to the 2019 GQ Men Of The Year Awards.

Mary-Kate and Ashley Olsen

Mary-Kate and Ashley Olsen wearing Chanel to the 2019 Met Gala.
Mary-Kate and Ashley Olsen wearing Chanel to the 2019 Met Gala.

Hailey Bieber

Hailey Bieber wearing Saint Laurent to the 2022 Met Gala.
Hailey Bieber wearing Saint Laurent to the 2022 Met Gala.

Emily Ratajkowski

Emily Ratajkowski wearing Versace to the 2022 Met Gala.
Emily Ratajkowski wearing Versace to the 2022 Met Gala.

Taylor Russell

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Taylor Russell wearing to the 2022 Venice Film Festival.
Taylor Russell wearing Ralph Lauren Fall/Winter 2007 at the 2022 Venice Film Festival.
Taylor Russell wearing Gucci to the 2022 Gotham Awards.
Taylor Russell wearing a Gucci Spring/Summer 2004 jacket to the 2022 Gotham Awards.

Adut Akech

Adut Akech wearing Christian Lacroix to the 2022 Met Gala.
Adut Akech wearing vintage Christian Lacroix to the 2022 Met Gala. Vintage Supplier: Shrimpton Couture.

Kim Kardashian

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Kim Kardashian wearing Alexander McQueen to Vanity Fair's 2022 Oscars Party.
Kim Kardashian wearing Alexander McQueen Spring/Summer 2003 to Vanity Fair's 2020 Oscars After Party.
Kim Kardashian wearing Vivienne Westwood to Sean "Diddy" Combs' 50th birthday celebration.
Kim Kardashian wearing vintage Vivienne Westwood to Sean "Diddy" Combs' 50th birthday celebration.
Kim Kardashian wearing Jean Paul Gaultier to the Jean Paul Gaultier studio in 2020.
Kim Kardashian wearing vintage Jean Paul Gaultier to the Jean Paul Gaultier studio in 2020. Photo: @kimkardashian.
Kim Kardashian wearing a vintage dress originally worn by Marilyn Monroe for the 2022 Met Gala.
Kim Kardashian wearing a vintage dress originally worn by Marilyn Monroe for the 2022 Met Gala.

Zendaya

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Zendaya wearing Bob Mackie to the Time 100 Gala.
Zendaya wearing vintage Bob Mackie to the Time 100 Gala.
Zendaya wearing Versace to the 2021 BET Awards.
Zendaya wearing archival Versace to the 2021 BET Awards.
Zendaya wearing Valentino to the Euphoria Red Carpet.
Zendaya wearing vintage Valentino at the premiere of 'Euphoria' Season 2.
Zendaya wearing Yves Saint Laurent to the 2021 Black Women in Hollywood Awards.
Zendaya wearing vintage Yves Saint Laurent to the 2021 Black Women in Hollywood Awards.

Jennifer Aniston

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Jennifer Aniston wearing Dior to the 2020 SAG Awards.
Jennifer Aniston wearing vintage Dior to the 2020 SAG Awards.
Jennifer Aniston wearing Dior to the 2020 Emmy Awards.
Jennifer Aniston wearing vintage Dior to the 2020 Emmy Awards.

Winona Ryder

Winona Ryder wearing a vintage fringe gown to the 1994 Oscars.
Winona Ryder wearing a vintage fringe gown to the 1994 Oscars.

Cardi B

Cardi B wearing Mugler to the 2019 Grammys.
Cardi B wearing vintage Mugler to the 2019 Grammys.

Anne Hathaway

Anne Hathaway wearing Valentino to the 2018 Met Gala.
Anne Hathaway wearing vintage Valentino to the 2018 Met Gala.

Kate Moss

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Kate Moss wearing John Galliano to the 2022 Prince's Trust Event.
Kate Moss wearing vintage John Galliano to the 2022 Prince's Trust Event.
Kate Moss wearing Jean Dessès to the 1998 Cannes Film Festival.
Kate Moss wearing vintage Jean Dessès to the 1998 Cannes Film Festival.

Reese Witherspoon

Reese Witherspoon wearing Dior to the 2006 Oscars.
Reese Witherspoon wearing vintage Dior to the 2006 Oscars.

Jennifer Lopez

Jennifer Lopez wearing Jean Dessès to the 2006 Oscars.
Jennifer Lopez wearing vintage Jean Dessès to the 2006 Oscars.

Rihanna

Rihanna wearing John Galliano to the premiere of "Queen & Slim" in 2019.
Rihanna wearing John Galliano to the premiere of "Queen & Slim" in 2019.

Natalie Portman

Natalie Portman wearing Dior to the 2012 Oscars.
Natalie Portman wearing vintage Dior to the 2012 Oscars.

Dua Lipa

Dua Lipa wearing Versace to the 2022 Grammys.
Dua Lipa wearing vintage Versace to the 2022 Grammys.

Penelope Cruz

Penelope Cruz wearing Chanel to the 2018 Cannes Film Festival.
Penelope Cruz wearing vintage Chanel to the 2018 Cannes Film Festival.

All photos are courtesy of Getty Images unless otherwise specified.

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Red Carpetcelebritystylefashionvintageawards seasonawards

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