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9 Summer Dresses To Style With Flip Flops In The Heatwave

Make hot-weather dressing a breeze

By Natalie Hughes
summer dresses and flip flops
Edward Berthelot//Getty Images

No longer reserved for the beach and post-pedicure walks, the flip flop has found its rightful place alongside the ballet flat and loafer as a shoe that you can actually wear out for dinner, to a family gathering, and even, dare we say it, to the office.

If one was plotting the flip flop’s sartorial ascent upon a graph, the line would peak in 2019, the year The Row launched their infamous Ginza shoe – a leather flip flop that, despite its £960 price tag, created quite the stir. Now a wardrobe staple, the leather flip flop is joined by Y2K-tinged jelly versions (see Ancient Greek Sandals’ sell-out Saionara), as well as suede, snake-print and metallic styles.

The easiest (and most heatwave-proof) way to style flip flops is with your favourite summer dress. No muss, no fuss – just two great pieces paired with minimal effort. From nightie dresses and jelly shoes to 1990s midis and wedges, we have calculated nine failsafe summer-dress-and-flip-flop formulas to see you through this hot spell and beyond.

The Shirt Dress

Cos Wrap Midi Shirt Dress

Wrap Midi Shirt Dress

Aeyde Melody leather flip flops

Melody leather flip flops

Flip flops feel immediately less casual when rendered in leather and paired with a chic shirt dress. Cos’s slinky wrap style is ideal for holiday wear, while something in crisp cotton-poplin works well for (more flexible) office dress codes.

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The Nightie Dress

If Only If Elle in Chocolate Gingham

Elle in Chocolate Gingham

Zara Flat Jelly Sandals

Flat Jelly Sandals

A nightie-inspired dress and a pair of coordinating jelly shoes will become your weekend uniform. If Only If’s retro smock can be worn to bed, but we suggest taking it market-hopping, with Zara’s chocolate-hued flip flops.

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The Minimal Dress

Massimo Dutti 100% linen round neck midi dress

100% linen round neck midi dress

Fitflop Gracie Leather Flip-Flops

Gracie Leather Flip-Flops

There’s beauty in simplicity, as the pairing of a linen dress and leather flip flops proves. For something a little different, swap your favourite black dress for a style in tomato red, adding a slick of matching lipstick for evening.

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The Boho Dress

& Other Stories Strappy Embroidered Maxi Dress

Strappy Embroidered Maxi Dress

Chloé Jelly Sandal

Jelly Sandal

Chemena Kamali’s Chloé girl is spending the entire summer in the house’s jelly sandals, which come in a variety of ice-cream shades. This ice blue pair looks especially wonderful teamed with an ethereal boho dress.

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The Lace Dress

Susamusa Cyra Dress in White

Cyra Dress in White

Havaianas Flip Flops

Flip Flops

A pair of humble Havaianas immediately tempers the va-va-voom of a sheer dress. Layer Susamusa’s lace style over a citrus slip or bikini, choosing flip flops in a matching or clashing colour.

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The Mini Smock Dress

It's 9pm Margot Cream Polka Dot Cotton Dress

Margot Cream Polka Dot Cotton Dress

Chanel Leather Flip Flops

Leather Flip Flops

When styling a sixties-style smock dress, swap out your go-to ballet pumps for flip flops in a metallic finish. These pre-loved Chanel flats are the perfect foil to It’s 9pm’s vintage-inspired mini.

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The Denim Dress

Massimo Dutti Denim midi dress with seam details

Denim midi dress with seam details

Arket Leather Thong Sandals

Leather Thong Sandals
Now 40% Off

Denim and flip flops are a timeless pairing. Opt for something a little more sophisticated in the way of Massimo Dutti’s indigo-rinse dress and Arket’s sleek, snake-print thong sandals.

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The 1990s Dress

Kitri Anissa Black Knit Halter Dress

Anissa Black Knit Halter Dress

Ancient Greek Sandals Etheria PVC wedge flip flops

Etheria PVC wedge flip flops

Kitri’s Anissa dress has a 1990s sensibility that’s best complemented by a flip flop with a heel – either a barely-there kitten heel or something chunkier. Ancient Greek Sandals’ trending Etheria wedges seem like the natural choice.

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The Drop-Waist Dress

Reiss Leasgill Midi Dress Acler Linen Blend Pleated Midi Brown Dress in Brown

Leasgill Midi Dress Acler Linen Blend Pleated Midi Brown Dress in Brown

M&S Suede Flat Square Toe Sandals

Suede Flat Square Toe Sandals

Flip flops oughtn’t be reserved for the beach; in suede, they are perfectly appropriate for dressed-up occasions. A case in point: Marks & Spencer’s square-toe sandals, which look impossible chic with Reiss’s drop-waist dress.

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summer dresses and flip flops
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