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The Flat-Shoe Trend to Wear With Leggings This Winter
Fashion

The Flat-Shoe Trend to Wear With Leggings This Winter

by jummy84 November 15, 2025
written by jummy84

Kendall Jenner’s love for stylish workout outfits is clear in her street style choices. She often appears on Instagram and in paparazzi photos wearing leggings and a matching sports bra or T-shirt. Without realizing it, she’s simultaneously setting the trend for the next popular legging color. Most recently, it was blue, specifically a shade between navy and cobalt.

This week, Jenner shared a series of photos on Instagram wearing an Adanola activewear outfit that featured a blue fitted tee and matching leggings. To make it more fashionable, as she often does, she added a beige car coat on top and tied a blue-stripe long-sleeve top around her waist. On her feet, she opted for her trusted Stella flats from The Row. This chic activewear look is one that’s perfect for hitting up Pilates and then heading straight to Erewhon or Community Goods to pick up a matcha.

On Kendall Jenner: Adanola Ultimate Leggings ($65) and Ultimate Curved Hem Short Sleeve Top ($55); The Row Stella Ballet Flats ($55)

While pairing ballet flats with leggings might not be the most practical choice for a workout that requires sneakers, together they do make for a chic look for casual weekends, running errands, grabbing brunch, or heading to yoga or Pilates, where you’ll likely be barefoot. In that case, make sure you follow Jenner’s lead and choose black flats with blue leggings. The color combination is It-girl approved because, since both are dark shades, the contrast is subtle and luxurious rather than bold. They also create a layered, dimensional look that feels elevated and versatile.

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

Shop Blue Leggings and Black Ballet Flats

Ultimate Leggings - College Blue

Adanola

Ultimate Leggings

The exact pair Jenner wore.

Maddox Ballet Flat

Nordstrom

Maddox Ballet Flats

These look just like The Row’s flats.

Sinophant High Waisted Leggings for Women - Full Length Capri Buttery Soft Yoga Pants for Workout Athletic(full Royal Blue,s-M)

SINOPHANT

High-Waisted Leggings

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

The Row, Stella Leather Ballet Flats

The Row

Stella Leather Ballet Flats

Everywhere I look, a new fashion person is buying these. I hear they’re super comfortable.

halara, Softlyzero Crossover Leggings

halara

Softlyzero Crossover Leggings

We love the crossover design.

Everyday Flat

Free People

Everyday Flats

The square-toe design feels very fresh.

Wunder Train High-Rise Tight With Pockets 28" - Galactic Cobalt - 8

Lululemon

Wunder Train High-Rise Tights

These are made with Lululemon’s fastest-drying fabric.

The Mylie Ballet Flat

Madewell

The Mylie Ballet Flats

These also come in snakeskin, suede, calf hair, and even in styles embellished with studs.

Ultra-Form High-Rise Pocket Legging in Storm Blue

Quince

Ultra-Form High-Rise Pocket Leggings

“I’ve purchased several pieces in multiple colors and reach for these time and time again compared to more expensive gear,” says one Quince customer.

Leni Black/black

Steve Madden

Leni Ballet Flats

The shiny leather makes these look so elevated.