How to wear flat shoes with dresses: 5 chic outfits to copy

Despite what Sex and the City had us believe, you don’t need to wear heels to look smart and stylish, and we have the proof. Here are five dresses and flat shoes outfit combinations from fashion’s chicest street stylers that prove the staying power of comfortable footwear.

1. Dresses + ballet flats

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Melodie Jeng/Getty Images

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Olivia Palermo and model Alek Wek show how wearing ballet flats (preferably the Jimmy Choo variety) can look incredibly chic. A pointed toe or patent finish is key to this look, and the flat sole allows you to do a shorter dress length. And after their incredible comeback over the last year it’s safe to say they are also a great choice when it comes to trendy footwear.

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Stuart Weitzman

Patent Leather Slingback Ballet Flats EMLIA size 36,5

Delivery: £10.92

£188.48 ~~£342.69~~

GLAMOOD

Tory Burch

Womens Reva Ballet, size 8.5 Black

Delivery: free

£385.00

Tory Burch

Coach

Flat With Crystals Black

Delivery: Delivery costs apply

£195.00

Coach

-65%

BESTSELLER

The Row

Satin Flat Mules MILLA size 36

Delivery: £10.92

£306.69 ~~£876.25~~

GLAMOOD

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2. Combat boots

Jeremy Moeller/Getty Images

Pair a romantic dress with cool worker boots – the perfect way to add an effortless edge to your evening dresses.

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Versace

JEANS COUTURE Faux Leather Combat Boots DREW with Baroque Mo size 37

Delivery: £10.92

£164.49 ~~£205.61~~

GLAMOOD

-70%

Tory Burch

Leather Combat Boots DOUBLE-T with Inner Zip size 36,5

Delivery: £10.92

£137.94 ~~£459.81~~

GLAMOOD

Dsquared2 Leather Combat Boots ICON With Inner Zip size 35

-80%

BESTSELLER

Dsquared2

Leather Combat Boots ICON With Inner Zip size 35

Delivery: £10.92

£155.82 ~~£779.08~~

GLAMOOD

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Bottega Veneta

Glossy Rubber Combat Boots with Round Toe size 40

Delivery: £10.92

£140.98 ~~£563.92~~

GLAMOOD

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3. Sneakers

BERLIN, GERMANY - SEPTEMBER 07: Lois Opoku wearing a black leather jacket, a black dress and sneakers on September 07, 2021 in Berlin, Germany. (Photo by Jeremy Moeller/Getty Images)

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Berlin-based blogger Lois Opoku reminds us that everything looks cool with sneakers, even an oversized leather blazer paired with a cool t-shirt dress.

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Clarks

Hollyhock Walk Standard Fit White

Delivery: £4.95

£52.00 ~~£75.00~~

Clarks

-30%

New Balance

Womens 327 in White/Orange/Beige Suede/Mesh, size 3.5 Narrow

Delivery: free

£70.00 ~~£100.00~~

New Balance

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adidas Originals

SL 72 PT Blue

Delivery: Delivery costs apply

£75.00 ~~£120.00~~

Labels

New Balance

Womens 327 in Beige/White Suede/Mesh, size 3.5 Narrow

Delivery: free

£110.00

New Balance

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4. Biker boots

NEW YORK, NEW YORK - SEPTEMBER 11: Allie Michler of Vogue wears a white blouse, blue jeans, and black flats at the Thom Browne show on September 11, 2021 in New York City. (Photo by Melodie Jeng/Getty Images)

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Vogue’s Market Editor Allie Michler is the epitome of looking chic without trying too hard in this always-cool combo of a white blouse, blue jeans, and black ballet flats.

Tory Burch

Womens Reva Ballet, size 8.5 Black

Delivery: free

£385.00

Tory Burch

Coach

Flat With Crystals Black

Delivery: Delivery costs apply

£195.00

Coach

Tory Burch

Womens Romy Mary Jane, size 2.5 Black

Delivery: free

£275.00

Tory Burch

Womens Cap-Toe Ballet, size 3.5 Black

Delivery: free

£330.00

Tory Burch

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5. Investment sandals

BERLIN, GERMANY - JULY 25: Tina Haase is seen wearing Nanushka dress in creme white, Jil Sander flats in black, Jacquemus bag, Chanel sunglasses on July 25, 2021 in Berlin, Germany. (Photo by Christian Vierig/Getty Images)

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German content creator Tina Hasse is the push we need to finally invest in a good quality pair of summer sandals. Her style of choice? A pair of slides from Jil Sander.