Kendall Jenner street style© Grosby Group

14 times Kendall Jenner made the streets her runway

From hitting the gym to going to dinner, the model always looks effortlessly chic.


UPDATED JANUARY 26, 2021 2:34 PM EST

It doesn’t come as a surprise that  Kendall Jenner  always looks chic and cool without trying too hard. The 25-year-old model always oozes confidence as she can simply throw on a crop top and leggings, and she looks fabulous. Jenner definitely has her own style which is a bit more casual compared to her famous sisters and we’re here for it.

Here are 14 times Jenner turned heads with her cool street style.

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Out for Dinner

The 25-year-old made the New York City streets her runway in a black head-to-toe The Row outfit. So chic and sophisticated!

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Milan Fashion Week

Earlier this year during Milan Fashion Week, the model looked fashionable yet comfortable in a white top, black trouser pants, with a long black coat over it. She topped off her look with colorful sneakers.

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New York City Trip

During a recent trip to Manhattan, Jenner wore a cream-colored turtleneck tucked into black trousers. She wore a long camel wool coat over it and kept her feet comfortable in Nike sneakers.

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Date Night

While out on a date night with rumored beau, Devin Booker, Jenner wore a simple and sexy outfit which consisted of a white crop top under a black leather jacket paired with black high-waisted jeans and a brown belt. She topped off her look with a brown purse and black boots.

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Shopping Trip

While on a casual shopping trip with BFF Hailey Bieber , Jenner kept things simple in a white crop top paired with high-waisted beige pants and heels.

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Party Time

For a house party at Justin and Hailey Bieber ’s house a few months back, the 25-year-old model wore a silky cream-colored crop top paired with black high-waisted pants, and a purse on her shoulder.

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Grocery Store Run

Once again, the 25-year-old was seen with Hailey Bieber in an athleisure outfit that showed off Jenner’s toned abs.

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Outside Stroll

For a stroll around her neighborhood, Jenner wore a blue short-sleeved shirt paired with black capri leggings. She carried a white tote bag on her shoulder and wore slider sandals on her feet.

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Leaving the Gym

We can’t get enough of seeing the model in athleisure wear. Recently leaving a gym in LA, Jenner wore a lime green sports bra paired with black high-waisted workout pants and a cropped sporty jacket over the look.

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Airport Attire

Jenner was seen arriving in New York City earlier this year in a comfy green sweater and black yoga pants. Talk about the perfect airplane attire!

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Out in LA

Clearly, Jenner is a fan of showing off her model legs by wearing high-waisted pants. While out in LA, the 25-year-old wore a cropped beige sweater paired with white pants and bright orange sneakers. She accessorized with a Louis Vuitton shoulder bag.

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Pre-COVID-19 Restrictions

Prior to all of the COVID-19 restrictions, Jenner was seen in London after a fashion show wearing a very bright lime green onesie that showcased her toned model physique.

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Leaving the gym

Jenner is the queen of athleisure wear. Even leaving the gym, the supermodel looks fabulous and must we say not sweaty!

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Staying warm in Aspen

Jenner kept warm while in Aspen with her family in a grey cardigan layered over a brown turtleneck paired with black leggings, boots, and a long coat. Stylish yet warm!