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.
![Kendall Jenner out in NYC](https://www.hola.com/us/horizon/original_aspect_ratio/782ffdd2cdc7-kendall-jenner.jpg)
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!
![Celebrity Sightings: February 20th - Milan Fashion Week Fall/Winter 2020-2021](https://www.hola.com/us/horizon/original_aspect_ratio/302d8f7cdcbe-celebrity-sightings-february-20th-milan-fashion-week-fall-winter-2020-2021.jpg)
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.
![Kendall Jenner and Bella Hadid in New York City](https://www.hola.com/us/horizon/original_aspect_ratio/3d951df6b182-kendall-jenner-and-bella-hadid.jpg)
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.
![Kendall Jenner and Devin Booker](https://www.hola.com/us/horizon/original_aspect_ratio/4cbfc1eb5641-kendall-jenner-and-devin-booker-date-night.jpg)
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.
![Kendall Jenner and Hailey Bieber go on a shopping trip](https://www.hola.com/us/horizon/original_aspect_ratio/91cd9b8fc96c-kendall-jenner-and-hailey-bieber-go-on-a-shopping-trip.jpg)
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.
![Kendall Jenner](https://www.hola.com/us/horizon/original_aspect_ratio/fc83c4cfc33a-kendall-jenner.jpg)
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.
![kendall jenner and hailey bieber](https://www.hola.com/us/horizon/original_aspect_ratio/0842a307d128-kendall-jenner-and-hailey-bieber.jpg)
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.
![Kendall Jenner out on a stroll](https://www.hola.com/us/horizon/original_aspect_ratio/402a9f877f82-kendall-jenner.jpg)
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.
![Kendall Jenner out in LA](https://www.hola.com/us/horizon/original_aspect_ratio/3342d9acd8ee-kendall-jenner.jpg)
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.
![Celebrity Sightings In New York City - February 24, 2020](https://www.hola.com/us/horizon/original_aspect_ratio/8fe90b133641-celebrity-sightings-in-new-york-city-february-24-2020.jpg)
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!
![Kendall Jenner street style](https://www.hola.com/us/horizon/original_aspect_ratio/3c9bc0e5964c-kendall-jenner.jpg)
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.
![Kendall Jenner in London](https://www.hola.com/us/horizon/original_aspect_ratio/f4b6ac6e9081-kendall-jenner.jpg)
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.
![Kendall Jenner leaving the gym](https://www.hola.com/us/horizon/original_aspect_ratio/c188d18d38e8-kendall-jenner.jpg)
Leaving the gym
Jenner is the queen of athleisure wear. Even leaving the gym, the supermodel looks fabulous and must we say not sweaty!
![Kendall Jenner in Aspen](https://www.hola.com/us/horizon/original_aspect_ratio/e3db00cc26bd-kendall-jenner.jpg)
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!