If you want to make leggings look genuinely chic, my best advice is to skip ballet flats and return to the leggings outfit formula that never fails. For that effortless, I just threw this on kind of off-duty look, black high-waisted leggings are at their best when paired with sleek black trainers.
Whilst ballet flats—chic as they are—can visually shorten the leg, black trainers elongate your silhouette. Their cushioned soles add a little extra height, whilst the tonal colour palette creates one uninterrupted line, making the overall look feel longer, leaner and more polished.
Taking the outfit formula out for a spin, I spotted Kendall in the timeless pairing just this week. Beginning with the perfect base, Kendall selected a pair of black, high-waisted leggings, styling them with tall black socks and a pair of Adidas’s Adizero Dropset Pro Training Shoes (£130).
Kendall completed her outfit with an oversized pair of sunglasses, whilst wired headphones framed her face and a sleek black leather bag swung from her shoulder, compounding on the cool energy.
Whilst her trainers are already available to shop, her navy top and streamlined leggings have yet to be released—and I doubt they’ll stay in stock for long once they launch.
So, rather than trying to dress leggings up as something they’re not, embrace their sporty roots and style with a classic pair of black trainers. Into it? Read on to shop the leggings and trainers I’d recommend below.
Shop Leggings and Black Trainers:
Shop the exact trainers Kendall loves.
Every great wardrobe starts with a pair of black leggings.
These are detailed with the quilted lines and asymmetric lacing of the original indoor-pitch design from the early 2000s.
The low profile trainer trend isn’t showing any signs of slowing down.
The ballet-inspired detailing gives these a distinct 2026 feel.
These also come in navy and ivory.
Salomon’s trainers are a fashion person’s favourites.
Style these with black trainers or dress them up with ballet flats.
These also come in a warm shade of grey.
These come in three different leg lengths, so you can find your perfect fit.
These 7/8 finish gives these an even more casual energy.
Style these to yoga, before dressing them up with ballet flats for brunch.
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