Summer or Fall, This Is the Casual But Elegant Flat-Shoe Trend That Always Looks Good With Jeans

Isn't it nice when you invest in a shoe trend for one season, only to find out you can enjoy it and wear it again in the next? It saves you money and space in your closet. Plus, it makes you feel like a true fashion person—aka someone who knows what trends lie ahead. This is the case with a summer shoe trend that will continue into the fall: flip-flops.

This flat-shoe trend dominated in the summer, being worn by celebrities and fashion people in NYC, Copenhagen, L.A., Paris, and London with everything from denim to minidresses and midi skirts. Now, as the weather cools down and fall approaches, this casual yet elegant shoe style remains just as popular. But instead of skin-baring dresses and skirts, flip-flops are now being paired with jeans—straight-leg, wide-leg, barrel-leg, or whatever style you prefer.

On Jennifer Aniston: Tkees Liners Flip-Flops ($65)

One style muse who recently donned the look was Jennifer Aniston. This weekend, while heading to dinner with her boyfriend, Jim Curtis, in NYC, Aniston was spotted wearing light-wash straight-leg jeans with black Tkees flip-flops. On the top? A white T-shirt and a short beige jacket. While her look was simple, it stayed timeless and sophisticated as it relied on elevated wardrobe staples. With that said, keep scrolling to shop Aniston's sandals and chic jeans to pair with them.

Shop Aniston's Flip-Flops

Shop Straight-Leg Jeans and Flip-Flops

Levi's

501 Original Fit Women's Jeans

If you see cool girls in "perfect" jeans this fall, they're probably from Levi's.

TKEES

The Boyfriend Leather Flip Flop

These have a bit of a wider thong-shape than the original pair.

Madewell

The Longline Straight Jeans

Every fashion editor at Who What Wear already has these in their wardrobe.

Reformation

Jessie Thong Sandals

These can take you from the beach to the streets.

Citizens of Humanity

Petite Palma Straight Jeans

I usually don't prefer frayed-hem jeans because they can appear messy, but this pair looks clean and polished.

Nili Lotan x Tkees

Leather Flip Flop

If you love Aniston's flip-flops but want something a bit more elevated, try the Nili Lotan x Tkees style.

J.Crew

Nipped Straight Jean

Dark-wash denim will be everywhere in fall 2025.

Jeffrey Campbell

Kierra Slippers

The croc effect makes these look so expensive.