Love ’em or hate ’em, heeled flip flops have proven to be the shoe of the summer. The surprisingly divisive sandal has been spotted adorning the feet of the most stylish of fashion girlies since early June, and more recently, completing every look amongst the street style set at Copenhagen Fashion Week last week.

Luckily, there's still plenty of time left in the szn to get maximum wear out of yours. And, if you have yet to invest, it's not too late as we guarantee you'll be wearing these well into September. We promise we're not trying to wish away summer, but when autumn does eventually roll around, simply swap your summer dress for tailored trousers and jeans – with the humble heeled flip flop elevating your ensemble in more ways than one.

Whether you're heading to work, out on date night, or catching up with your girls over brunch, trust us when we say this shoe is versatile. Below, find all the inspo you need on outfits to wear your heeled flip flops with right now and in the weeks to come.

Leather jacket and capris

street style at copenhagen fashion week ss26 day 3pinterest
Christian Vierig//Getty Images

A leather jacket is a wardrobe essential year-round, but especially come autumn. Add a Y2K twist with a pair of on-trend capri pants.

T-shirt and midi skirt

street style at copenhagen fashion week ss26 day 2pinterest
Edward Berthelot//Getty Images

Nothing says effortless chic like an oversized t-shirt paired with a midi skirt. The key to pulling off this look is to keep your tee untucked. Don't worry, the minimal silhouette of your heeled flip flops keeps this 'fit from veering into sloppy territory. Leg warmers, optional.

Long shorts

street style berlin july, 2025pinterest
Christian Vierig//Getty Images

Denim, linen, cargo, camel – we've been wearing knee-length (or Bermuda) shorts on repeat this summer and we plan to for weeks to come. The extra few inches provide a surprising amount of warmth, especially with a cosy knit jumper worn on your top half.

Everyone's clicking on...

Blazer and maxi skirt

street style september 2024 new york fashion weekpinterest
Edward Berthelot//Getty Images

Take your heeled flip flops to work when worn with a sharp blazer and a maxi skirt. We have no issue with open-toes at work, and the kitten heel keeps things feeling smart rather than beach-y.

Trench coat

street style at copenhagen fashion week ss26 day 1pinterest
Edward Berthelot//Getty Images

If the weather turns, don't worry about changing your footwear. Just add a trench coat to your look to keep things feeling seasonal.

Satin trousers

street style at copenhagen fashion week ss26 day 4pinterest
Edward Berthelot//Getty Images

Trousers look and feel autumnal, but the silky satin fabric keeps things from being too heavy. We'll be recreating this outfit for late summer evenings.

Jumper and mini skirt

street style day 4 copenhagen fashion week ss25pinterest
Edward Berthelot//Getty Images

You don't have to hide your legs, though. If a mini is your go-to, counteract bare legs and heeled flip flops with a fluffy jumper.

Follow Alex on Instagram.


Headshot of Alexandria Dale
Alexandria Dale
Digital Fashion Writer

Alexandria Dale is the Digital Fashion Writer at Cosmopolitan UK. Covering everything from the celebrity style moments worth knowing about to the latest fashion news, there’s nothing she loves more than finding a high street dupe of a must-have designer item. As well as discovering new brands, she’s passionate about sustainable fashion and establishing the trends that are actually worth investing in. Having worked in fashion journalism for six years, she has experience at both digital and print publications including Glamour and Ok!