Kourtney Kardashian's Best Street Style Looks

By InStyle.com
Sep 11, 2018 @ 2:00 pm
Jack-RS/X17online.com
Here's proof that she's the best-dressed Kardashian.
Start Slideshow
Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.

1 of 35

July 26, 2018

Hollywood To You/Star Max/Getty Images

Like a true trendsetter, Kardashian flawlessly resurrected the tube dress with this leather design by Area.

Advertisement
Advertisement

2 of 35

June 6, 2018

Gotham/Getty Images

Kourtney elevated a distressed pair of jeans by pairing them with a leather blouse (shop a similar style here) and python boots. Get into that tiny Louis Vuitton bag.

3 of 35

June 5, 2018

Raymond Hall/Getty Images

Kardashian made cycling shorts look glam by styling them with an Acler peplum jacket and high-heel mules (Save on a similar style here from Schutz for $220).

Advertisement

4 of 35

June 4, 2018

James Devaney/Getty Images

For the CFDA Awards, Kardashian shut things down in a Christian Siriano suit and layered necklaces.

5 of 35

May 26, 2018

Hollywood To You/Star Max/Getty Images

A great leather top is a staple in Kardashian's wardrobe. Here, she rocked a long-sleeve crop top from the TRE by Natalie Ratebesi brand with high-waist pants and coordinating accessories.

6 of 35

December 20, 2017

Clint Brewer / Splash News

The reality star stepped out in L.A. wearing a pair of black track pants with red and white stripes down the leg. She paired the look with a cropped turtleneck sweater and black pointed-toe boots.

Advertisement
Advertisement
Advertisement

7 of 35

December 4, 2017

BACKGRID

The reality star was spotted leaving a Calabasas studio in a stylish mix of business and athleisure. Kardashian paired a tight black bodysuit with a cropped black sweater. To finish off the ensemble, she wore a pair of work-appropriate gray pants (shop a similar pair here). 

8 of 35

October 4, 2017

Deby / Splash News

The reality star stepped out in L.A. in a cozy white sweater with extra long flare sleeves. She paired the top with light-wash frayed jeans and white leather shoes.

9 of 35

September 17, 2017

JASA/Backgrid

The reality star took a trip to a farmer's market in Los Angeles while looking incredibly chic in her spin on a black striped Beetlejuice-like pant. She wore black and white striped pants by Vatanika (try a similar look here) with a plain white tee and tinted shades for a casual and cool Sunday look. 

Advertisement
Advertisement
Advertisement

10 of 35

July 26, 2017

LA Photo Lab / Splash News

The mom of three put her abs on display in a white crop top with black lace peeping out from underneath. She paired the tee with wide-leg drawstring striped pants (shop a similar pair here), sandals, and a small pair of black sunglasses.

11 of 35

July 8, 2017

LALO / DMac / WAGO / BACKGRID

The reality star got in on the braless trend while out in Calabasas, Calif., in a skintight orange minidress. She paired the sexy style with white Adidas sneakers and a black baseball cap.

12 of 35

June 25, 2017

BACKGRID

Kourtney K. stepped out in Los Angeles wearing double velvet. She paired a ruched off-the-shoulder crop top (shop a similar look here) in the fabric with matching high-waisted pants, and black pumps. 

Advertisement
Advertisement
Advertisement

13 of 35

June 19, 2017

Jaxson / Splash News

Kourtney K. was spotted on Monday wearing an ultra-cropped pair of One Teaspoon Daisy Dukes ($109; shopbop.com), a white tank top, and a pair of pale pink Gianvito Rossi sandals ($612; matchesfashion.com), her voluminous top knot on-point. 

14 of 35

May 31, 2017

CMaidana / BACKGRID

Remember the Juicy velour tracksuits that dominated the early 2000s? Well, Kourtney Kardashian is bringing them back with a sexy twist. The mom of three stepped out in Calabasas, Calif., on Wednesday in a cropped zip-up top and matching drawstring bottoms with big pockets adorning the wide legs. She paired the ab-baring look with slip-on sneakers, a Louis Vuitton backpack, and round shades (shop a similar pair here).

15 of 35

May 10, 2017

DUTCH / MEGA

Kardashian showed off her rock-hard abs in a fur-trim suede Vatanika crop top and wide-leg black pants from TOME while out in L.A. She paired the midriff-baring look with a baseball cap and pointed-toe pumps (shop a similar pair here).

Advertisement
Advertisement
Advertisement

16 of 35

May 8, 2017

MEGA

The reality star took frayed jeans to the next level with this ultra-ripped pair (shop a similar style here) while out for lunch with her little sister Kim in Studio City, Calif. She paired the denim with a cropped mustard-color sweatshirt, pointy pumps, and a sleek pony.

17 of 35

May 5, 2017

BACKGRID, Inc.

Kourtney looked sporty as she stepped out to celebrate Cinco de Mayo at landmark Casa Vega restaurant in Studio City, Calif., wearing a revealing white leotard ($73; houseofcb.com) with white track pants and killer red stiletto sandals. She confidently rocked the braless look (we all know Kardashians love a bodysuit) and kicked the sportif style up a notch with the addition of those heels. 

18 of 35

May 2, 2017

Vasquez-Max Lopes / BACKGRID

The mother of three stepped out in Los Angeles wearing a simple white tank top and ripped lightwash jeans. She dressed up her casual look with a pair of round sunnies, a choker necklace, her go-to Cartier bangles, a monogram Louis Vuitton mini backpack, and nude heeled sandals.

Advertisement
Advertisement
Advertisement

19 of 35

April 20, 2017

AKM-GSI

The reality TV star looked white hot for a night out in Los Angeles. For the occasion, Kardashian opted for a white House of CB bodysuit ($73; houseofcb.com) worn under a corset-like top that she paired with coordinating wide-leg trousers. She completed her ensemble with delicate jewelry, a mini clutch bag, and towering stiletto heels.

20 of 35

April 13, 2017

Splash News

The reality star made a sweatshirt look fancy on a night out at Soho House with Scott Disick. Kardashian paired a black oversize hoodie (shop a similar style here) with high-waist gray jeans, a Gucci belt, black pumps, and a leather handbag.

21 of 35

April 5, 2017

CMaidana/AKM-GSI

Kardashian showed that wide-leg jeans are back in style in a pair of frayed white-wash denim (shop a similar style here) after filming Keeping Up with the Kardashians in Calabasas, Calif. She elevated the look with a brown tee and matching suede pumps, ensuring that the wide jeans didn't overwhelm her petite frame.

Advertisement
Advertisement
Advertisement

22 of 35

March 30, 2017

Hollywood To You/Star Max/GC Images

Kardashian was spotted during a night out in Los Angeles looking super sexy in a black lace Vatanika playsuit that she paired with a sleek leather jacket. Clear Marskinryyppy pumps adorned with her name, a coordinating clutch, and bombshell waves completed her outfit.

23 of 35

March 30, 2017

AKM-GSI

The mother of three showed off her hip style in a floor-length striped robe top and distressed jeans while running errands in Los Angeles. She accessorized with rust-colored suede pumps, a matching leather bag, sunnies, and a chic topknot.

24 of 35

February 7, 2017

TSM/Bauer-Griffin/GC Images

Kourtney went sans pants while out in Los Angeles, opting to wear only an oversize purple velour sweatshirt. A pair of white tennis shoes gave a sporty edge to her ensemble.

Advertisement
Advertisement
Advertisement

25 of 35

October 2, 2016

Marc Piasecki/GC Images

While in Paris for Fashion Week, the star chose a cutout black dress that showed off a ton of skin. Lace-up heels and a sleek hairdo finished the winning number.

26 of 35

September 30, 2016

Marc Piasecki/GC Images

Kardashian paired a semi-sheer black crop top with high-waisted jeans during Paris Fashion Week. She perfectly accessorized the winning combo with oversize sunnies, a satin clutch, and ankle-strap heels.

27 of 35

July 31, 2016

Splash News

The star slipped into a skintight black leather dress and over-the-knee cage booties for her little sister’s early birthday celebration at The Nice Guy club in West Hollywood. She accessorized with an impossibly long braided ponytail and a nude lip for the makeup-themed party.

Advertisement
Advertisement
Advertisement

28 of 35

June 28, 2016

AKM-GSI

The reality TV star stepped into popular Hollywood hotspot The Nice Guy wearing a long-sleeve white top—possibly a bodysuit since those are a favorite—along with a white miniskirt that sparked plenty of attention. She paired the look with lucite ankle-strap heels and a rectangular clutch.

29 of 35

June 6, 2016

Mark Milan/GC Images

Kardashian stepped out in London wearing an embellished black jumpsuit that showed a hint of her lacy bra underneath. She finished the look with strappy black heels.

30 of 35

April 22, 2016

Gustavo Caballero/GC

Kourtney and younger sister Kim stepped out in #twinning skintight dresses to attend their friends' pre-wedding festivities in Miami. Kourtney wore an olive green mini with shoulder cut-outs and ankle-strap nude heels and opted for a pulled-back hairstyle to finish off the look.

Advertisement
Advertisement
Advertisement

31 of 35

March 9, 2016

Bauer-Griffin/GC Images

The reality television star represented Beverly Hills (though she famously lives in Calabasas), California, with a white oversize T-shirt, black leather leggings, and matching booties. She also celebrated the 2016 return of a '90s favorite: the choker.

32 of 35

February 10, 2016

Getty Images

Kardashian stepped out in N.Y.C. wearing leather pants and a chic fur coat over a nude shirt. She accessorized the look with a black choker and envelope purse.

33 of 35

November 8, 2015

Splash News

The Keeping Up with the Kardashians star enjoyed a girls' night out in West Hollywood, California, wearing a sheer black top, which she wore over a black bra and paired with black skinny jeans, black booties, and a metallic gold moto jacket.

Advertisement
Advertisement
Advertisement

34 of 35

September 14, 2015

Kardashian stepped out in New York City and accentuated her petite frame with a pair of high-waist leather pants, a bandeau top, and a bomber jacket.

35 of 35

July 21, 2015

Jack-RS/X17online.com

The mother-of-three stepped out in L.A. wearing head-to-toe suede in a tan-hued suede minidress and matching fringe lace-up boots. She topped off the outfit with a forest green Céline crossbody bag and a gold cuff.

Replay gallery

Share the Gallery

Up Next

Advertisement