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Celebrity Street Style: A Ranked Guide to the 10 Most Stylish Stars

  • Click through the gallery for our ranked guide to the celebrities with the best street style!

  • 10. Jessica Alba

    Jessica Alba is one of those celebrities whose style tends to fly largely under the radar, but who actually regularly knocks it out of the park. She's been looking chicer than ever lately, and we think she has more than earned a place in our top 10 list.

    Jessica Alba in Nina Ricci

    Photo: Pierre Suu/Getty Images
  • Jessica Alba

    Photo: Michael Kovac/Getty Images for Anthropologie
  • Jessica Alba

    Photo: Julien Hekimian/Getty Images
  • Jessica Alba in Coach, with husband Cash Warren

    Photo: London Ent / Splash News/London Ent / Splash News
  • 9. Kim Kardashian

    Possibly the most divisive woman in the entire world of street style, Kim Kardashian's place on this list will certainly land us on some people's "no-no" lists. But regardless of what you think of her personal background, reality television prowess, and general levels of intelligence, Kim K. is killing it on the street style front. She's found a style that works for her, and she's certainly sticking to it.

    Photo: Radcliffe/Bauer-Griffin/GC Images
  • Kim Kardashian in Stephane Rolland

    Photo: Jacopo Raule/Getty Images
  • Kim Kardashian

    Photo: Marc Piasecki/Getty Images
  • Kim Kardashian

    Photo: Pixplus/Bauer-Griffin/GC Images
  • Kim Kardashian

    Photo: CHP/FAMEFLYNET PICTURES/CHP/FAMEFLYNET PICTURES
  • Kim Kardashian

    Photo: CHP/FAMEFLYNET PICTURES/CHP/FAMEFLYNET PICTURES
  • 8. Nicole Richie

    Ah, Nicole.We've loved you since the days of "The Simple Life," and we love you still. Every single Instagram picture you post makes us swoon and die, and the way you wear stripes (and, well, pretty much everything) cannot be matched. 

    Photo: Instagram.com/nicolerichie
     

  • Nicole Richie in Chloé

    Photo: Donato Sardella/Getty Images for Vogue
  • Nicole Richie

    Photo: Michael Buckner/Getty Images
  • 7. Gwen Stefani

    The front-woman of legendary 90s band No Doubt has left just that in our minds when it comes to her sense of personal style: she is impeccable. She's a member of the old guard when it comes to taking risks on a day-to-day basis; from denim jumpsuits with Chelsea boots to rocking only the chicest of maternity wear, Gwen has literally never let us down.

    Photo: FAMEFLYNET PICTURES/FAMEFLYNET PICTURES
  • Gwen Stefani

    Photo: David Livingston/Getty Images
  • Gwen Stefani

    Photo: NAV/FAMEFLYNET PICTURES/NAV/FAMEFLYNET PICTURES
  • Gwen Stefani

    Photo: FAMEFLYNET PICTURES/FAMEFLYNET PICTURES
  • Gwen Stefani and husband Gavin Rossdale

    Photo: Neil P. Mockford/FilmMagic
  • 6. Kate Bosworth

    Kate Bosworth is an example of a celebrity who has essentially built her entire image and career out of her personal sense of style. Aside from her leading role in 2002's box office flop "Blue Crush," she hasn't done much in the way of acting, and yet her wedding to director Michael Polish was featured in the pages of Vogue. There's no other way to explain that outside of her continuously impeccable sense of style.

    Kate Bosworth in Christian Dior

    Photo: Pierre Suu/Getty Images
  • Kate Bosworth and husband Michael Polish

    Photo: Ray Tamarra/Getty Images
  • Kate Bosworth

    Photo: Michael Buckner/Getty Images for Van Cleef & Arpels
  • Kate Bosworth

    Photo: Valerie Macon/Getty Images
  • Kate Bosworth and Michael Polish

    Photo: Ray Tamarra/Getty Images
  • 5. Ashley Olsen

    The generally sleeker half of the fashion world's most famous twins, Ashley regularly pulls out nothing but chic, chic, chic in her personal style. She's also a huge fan of the color black, which we certainly can't fault her for.

    Photo: Donato Sardella/Getty Images for Diane Von Furstenberg
  • Ashley Olsen

    Photo: Jamie McCarthy/Getty Images
  • This doesn't technically qualify as street style, but these looks are so good that we had to include them.

    Photo: TIMOTHY A. CLARY/AFP/Getty Images
  • 4. Mary-Kate Olsen

    It's somewhat of a tough job to analyze the street style of the Olsens individually, but someone's gotta do it. Mary-Kate tends to earn a reputation as the more hobo-chic of the pair, known for burying her slender frame under layers and layers of silk, chiffon, and really anything she can get her tiny, tiny hands on. And yet, we love her for it.

    Photo: Henry S. Dziekan III/Getty Images
  • Mary-Kate Olsen

    Photo: Jemal Countess/Getty Images
  • Mary-Kate Olsen

    Photo: Dave Kotinsky/Getty Images
  • 3. Alexa Chung

    Iridescent is having a moment this Spring, and for that we couldn't be more thankful. Clearly Alexa Chung is happy about it too, and we have to give the British street style star props: she pulls off a full-on shiny metallic Marc Jacobs coat better than probably anyone could. She regularly delivers strong looks from a mix of big-name brands and streetwear labels. Go, Alexa, go.

    Photo: Daniel Zuchnik/Getty Images
  • Alexa Chung in Calvin Klein

    Photo: Larry Busacca/Getty Images for Mercedes-Benz Fashion Week
  • Alexa Chung in Valentino

    Photo: Vittorio Zunino Celotto/Getty Images
  • Alexa Chung

    Photo: Jamie McCarthy/Getty Images for NYLON
  • 2. Olivia Palermo

    Olivia Palermo is one of those rare creatures who somehow always manages to look equal parts chic and edgy, for a grand total of perfect. Sleek, sophisticated, and always sickeningly put together, nary a day goes by when we don't envy and love O.P. in equal measure. (Oh, and sometimes, she wears Old Navy. Which just makes us love her that much more.)

    Photo: MICHAEL SIMON/Michael Simon/startraksphoto.com
  • Olivia Palermo in Paul & Joe

    Photo: Pierre Suu/Getty Images
  • Olivia Palermo in Chloé

    Photo: Timur Emek/Getty Images
  • Olivia Palermo in Valentino

    Photo: Pierre Suu/Getty Images
  • Olivia Palermo in Old Navy

    Photo: MICHAEL SIMON/Michael Simon/startraksphoto.com
  • 1. Solange

    The younger sister to Beyoncé is no longer known as simply, well, the younger sister to Beyoncé. She has made a name for herself as a bona fide street style star, known for her keen and eclectic sense for mixing colors and prints. She tops our list because she's bold, brave, and rarely ever makes a misstep. "[Street style] is this weird generational thing with photo-taking, where it’s like all about looking natural, like I’m not paying attention, but I still look perfect," Solange once told StyleCaster. "Or I’m on my phone but I don’t make phone face. All of those things I have no idea how to navigate through that. I’m still learning my damn self. I just walk and try not to fall."

    Photo: Girlie/FAMEFLYNET PICTURES/Girlie/FAMEFLYNET PICTURES
  • Solange in Roberto Cavalli

    Photo: Jacopo Raule/Getty Images
  • Solange in Alice + Olivia

    Photo: Premiere/CPR/Rocstar/FAMEFLYNET/Premiere/CPR/Rocstar/FAMEFLYNET
  • Solange in an Etro top, Clover Canyon shorts, and Christian Siriano shoes

    Photo: Neil Rasmus/BFAnyc.com

THUMBNAILS

Celebrity Street Style: A Ranked Guide to the 10 Most Stylish Stars


Celebrity Street Style: A Ranked Guide to the 10 Most Stylish Stars

Stylecaster

Celebrity street style can be a tricky thing to dissect. Often, stars are so well-manicured that it’s hard to know when their looks have been crafted by a stylist, or when they actually put outfits together themselves.

While there’s certainly no way to know for sure, you can pretty much bet that if they’re walking to the grocery store, it’s more likely a self-crafted look than if they’re walking a red carpet.

MORE: 50 Street Style Stars You Need to Know

In the spirit of nodding to the stars who have the best knack for putting themselves together on a daily basis, we’ve put together a ranked guide to the top 10 celebrities with the best street style. You know style mavens like Olivia Palermo and Solange landed in the rankings, but who will rule above them all? And where does Kim Kardashian fall into all of this?

MORE: 50 Models in Their Own Clothes

Click through the gallery above to find out!