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Reading: The Flat-Shoe Trend to Wear With Leggings This Winter
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GenZStyle > Blog > Fashion > The Flat-Shoe Trend to Wear With Leggings This Winter
Fashion

The Flat-Shoe Trend to Wear With Leggings This Winter

GenZStyle
Last updated: November 15, 2025 1:56 pm
By GenZStyle
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3 Min Read
The Flat-Shoe Trend to Wear With Leggings This Winter
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Kendall Jenner’s love for stylish workout wear is evident in her street style choices. She often appears in Instagram and paparazzi photos wearing leggings and matching sports bras and T-shirts. Without realizing it, she’s also creating the next popular leggings color trend. Lately it’s been blue, especially shades between navy and cobalt.

This week, Jenner shared a series of photos on Instagram wearing Adanora activewear, which included a blue fitted T-shirt and matching leggings. To make it more fashionable, as she often does, she added a beige car coat on top and tied a blue striped long-sleeved top around her waist. For my feet, I chose my trusty Stella flats from The Row. This chic activewear look is perfect for starting Pilates and then heading straight to Erewhon or Community Goods to pick up some matcha.

About Kendall Jenner: Adanola Ultimate Leggings ($65) and Ultimate Curved Hem Short Sleeve Top ($55). The Row Stella Ballet Flat ($55)

Pairing in progress Ballet flats and leggings may not be the most practical option for workouts that require sneakers, but pairing them together will give you a chic look for a casual weekend, errands, brunch, or heading to yoga or Pilates where you’re likely to go barefoot. In that case, follow Jenner’s lead and opt for black flats and blue leggings. Since they’re both dark shades, this color combination is IT girl-approved because the contrast is subtle and luxurious rather than bold. It also creates a layered, dimensional look that gives it an elevated and versatile look.

Keep scrolling to shop the chicest blue leggings and black ballet flats from my curation.

Buy blue leggings and black ballet shoes

Ultimate Leggings - College Blue

Adanora

ultimate leggings

The exact same pair Jenner wore.

maddox ballet flats

nordstrom

maddox ballet flats

These look exactly like the flats on The Row.

Sinophant Women's High Waist Leggings - Full Length Capri Butter Soft Yoga Pants for Workout Athletic (Full Royal Blue, SM)

sinophant

high waist leggings

The fact that these are only $10 means you can stock up on multiple pairs.

The Row, Stella Leather Ballet Flats

The Row

Stella leather ballet flats

Everywhere you look, new fashion people are buying these. I hear it’s very comfortable.

halara, Softlyzero crossover leggings

Halala

Softlyzero crossover leggings

We love crossover designs.

everyday flat

free people

Everyday Flat

The square toe design is very fresh.

Wonder Train High Rise Tight with Pockets 28" - Galaxy Cobalt - 8

lululemon

Wonder Train High Rise Tights

Made with Lululemon quick-drying fabric.

The Miley Ballet Flat

madewell

miley ballet flats

These include styles decorated with snakeskin, suede, calf hair, and even studs.

Ultraform high-rise pocket leggings, storm blue

Quince

ULTRAFOAM HIGH RISE POCKET LEGGINGS

One of Quince’s customers says, “I’ve purchased several items in multiple colors and find myself reaching for these items over and over again compared to more expensive gear.”

Leni Black/Black

steve madden

leni ballet flats

The shiny leather gives a very classy look.