
Skip the Sneakers: *This* Is the Chic Shoe Trend Fashion Enthusiasts Are Pairing With Leggings for Pilates.
In the realm of fashion, some combinations have become practically instinctual, such as leggings paired with sneakers. If you're slipping into leggings for a Pilates session or a trip to the store, you're likely reaching for your favorite sneakers without a second thought. However, it's time to reconsider that pattern. A new shoe pairing is gaining popularity among style enthusiasts: flip-flops.
Take Kendall Jenner as an example. Recently spotted in Los Angeles, she showcased a casual yet stylish outfit that included a cropped tank, a zip-up sweatshirt, The Row’s Marlo bag, and leggings. Rather than completing the look with the usual sneakers, she chose minimalist thong sandals from The Row. While her choice may seem unexpected at first, given her status as a fashion icon, it was definitely deliberate—and very much on-trend.
Elevated flip-flops like hers are quickly emerging as the must-have summer shoe trend. We've seen them styled with wide-leg jeans, sundresses, and shorts. Now, Jenner is strongly advocating for their pairing with leggings, proving their versatility even further.
If you've been thinking about adding a pair to your collection, now is the time to make a move. The longer you hesitate, the fewer options you'll find. Keep scrolling to check out Jenner’s favorite flip-flops and explore other stylish options.
Shop the Best Flip-Flops:
**Universal Thread**
Sherry Thong Flip Flops
You can't beat this $20 price for elevated leather flip-flops.
The exact pair Jenner paired with leggings.
**Reformation**
Jessie Thong Sandals
**H&M**
Espadrille Flip-Flops
H&M just introduced these new flip-flops featuring a woven footbed. Very chic.
**A.EMERY**
Kinto Leather Flip Flops
**J.Crew**
Wide Thong Sandals
Senior Fashion Editor Eliza Huber owns these, and I was surprised when she revealed they’re from J.Crew. They look so luxurious.
**Toteme**
Croc-Effect Leather Thong Sandals
Every fashion-savvy individual has these sandals on their wishlist.
**TKEES**
Lily Square Toe Flip Flop
The square toe is very 2025.
**Free People**
Sona Thong Sandals
These also come in blue, yellow, red, and brown.










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Skip the Sneakers: *This* Is the Chic Shoe Trend Fashion Enthusiasts Are Pairing With Leggings for Pilates.
Kendall Jenner is at the forefront.