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11 Best Shoes to Wear with Dresses

11 Best Shoes to Wear with Dresses

 


The streets of New York City are currently 32°C and for the past two weeks, the temperature has not improved. The only solution? Stay indoors as much as possible, run to air-conditioned stores to relieve yourself during the commute, and wear dresses everywhere. (Who wants their clothes stuck to their skin in this muggy weather?)

Sure, summer is the season when you're on the hunt for affordable dresses on Amazon, but once you've got the clothes, what about the shoes? I love creating elegant moments with dresses and the latest shoe trends of the season. For example, I'd wear ballet flats or Mary Janes with a dress that has a flirty aesthetic. As for a maxi dress, I'd easily pair it with sneakers or platform sandals. No matter what hemline or material you're wearing, the ultimate shoe guide is here (and yes, stilettos and chunky sneakers are on the list)! Scroll through some of my favorite combinations below.

A doll dress + Mary Janes

street style day 1 of new zealand fashion week 23 kahuria

Ronald Rieza//Getty Images

Will you look cute in a baby doll dress and the classic Mary Jane shoes? I assure you it's really too cute.

Square-toe Mary-Jane (Margot Mary-Jane)

Vivaia Square Toe Mary-Jane (Margot Mary-Jane)

Kali Tuck Off-the-Shoulder Floral Mini Dress

Kali Bardot Off-the-Shoulder Floral Mini Dress

Patent Mary Jane shoes with block heels and crossed straps

Charles & Keith Patent Mary Jane Block Heel Cross Strap Shoes

A knitted dress + cowboy boots

street style berlin may 2022

Jeremy Moeller//Getty Images

Knit dresses are calling your name this fall and spring and I hope you answer with nothing less than an unexpected cowboy boot. Turn heads and earn compliments with a metallic design!

Dagget Western Boot

Jeffrey Campbell Dagget Western Boot

Now 50% off

Crocheted Knit Mini Dress

Fabumily Crochet Knit Mini Dress

Knox Metallic Western Boot

Azalea Wang Knox Metallic Western Boots

Now 24% off

A shirt dress + strappy stilettos

fashion photoshoot in paris may 2021

Edouard Berthelot//Getty Images

A shirt dress is an easy way to dress up for the day, but you can instantly elevate the laid-back aesthetic with strappy stilettos. It screams (or purrs?) that you're giving it your all right away.

Metallic sandals with small heels

Zara Metallic Low Heel Sandals

Poplin shirt dress

Good American Poplin Shirt Dress

Women's Heloise Strappy Mid Heel Sandals

SCHUTZ Women's Heloise Strappy Mid Heel Sandals

A dress with pockets + gold sandals

fashion photoshoot in paris march 2021

Edouard Berthelot//Getty Images

Everyone screams when they find out their dress has secret pockets, but while it's always a nice surprise, it's nice to know you have those pockets for sure. I love cargo dresses for this reason. And barely-there gold sandals will complete this look perfectly.

Halsey Barely There Heeled Sandals

ASOS DESIGN Halsey Barely There Heeled Sandals

A-line summer dress

Alywearry A-line Summer Dress

Stiletto heeled lace-up sandals

Liliana Stiletto Lace-Up Sandals

Now 11% off

A trendy dress + chunky sneakers

street style berlin fashion week ss24 july 11, 2023

Streetstyle Shooters//Getty Images

Of course, you need a trendy dress and chunky sneakers! The above pair of Louis Vuitton It's a total splurge, but if that stresses you out, we've got a list of affordable sneakers to wear with dresses right here for an equally cool vibe.

AL8 Sneakers - Women

Nike AL8 Sneakers – Women

Strapless mini dress with darts

Rick Owens Strapless Pleated Mini Dress

A neutral dress + high heels

street style berlin april 2024

Jeremy Moeller//Getty Images

Add some shine to your beige or brown outfit with patent leather wedge heels (pointed or square toe, the choice is yours)!

Luccie Pointed Toe Pump in Dark Red

Marc Fisher LTD Luccie Pointed Toe Pump in Dark Red

Bodycon midi dress with cutouts and knotted details in mocha

ASOS DESIGN Cut Out Bow Bodycon Midi Dress – Mocha

Steffie Bow Detail Mid Heel Shoes

ASOS DESIGN Steffie Bow Mid Block Heels

Now 35% off

A slip dress + soft boots

street style paris fashion week womenswear spring summer 2023 day four

Edouard Berthelot//Getty Images

This outfit combination is the secret to a sultry spring and summer. This pink and black moment is a bold Barbie code.

Soft boots in beige

Bershka soft boots in beige

Now 55% off

Satin Halter Neck Slip Dress

Open Edit Satin Halter Neck Slip Dress

Vector Boots

Steve Madden Vector Boots

Now 25% off

A crochet dress + moccasins

street style paris fashion week men spring summer 2023 day 2

Christian Vierig//Getty Images

For those days when you need a little breeze to kiss your skin, crochet dresses are the best choice. Usually, I would say to wear them with sandals to give your dogs some air too, but this moccasin combo works perfectly, doesn't it?

Hines Moccasins

Hines Dolce Vita Moccasins

Now 43% off

Linnie Fray Moccasins

Sam Edelman – Linnie Fray Loafers

A discreet dress + bold pumps

street style day 5 of australian fashion week presented by pandora 2024

Hanna Lassen//Getty Images

Monochrome on top, bold on the bottom. Let your shoes make all the difference in this outfit. Bonus points if your pumps have a cool design!

Sedona Pointed Toe Pump

Steve Madden Sedona Pointed Toe Pump

Now 40% off

Tahlia dress in yellow

Tahlia SNDYS dress in yellow

Pandora pump

Pandora Ninety Union Pump

A bright striped dress + combat boots

street style berlin february 15, 2021

Jeremy Moeller//Getty Images

A good juxtaposition is to wear a colorful knit dress with heavy combat boots. It shows that you're a tough person who likes to have fun, you know?

Black knee high boots

DREAM PAIRS Black High Boots

Dana dress with multi-colored bayadere stripes

STAUD Dana dress with multi bayadere stripes

Imogen Chunky Platform High Boots

Charles & Keith Imogen Chunky Platform Knee High Boots

A mini dress + thigh-high boots

street style day 4 of copenhagen fashion week fall-winter 2020

Jeremy Moeller//Getty Images

This is probably the perfect, most obvious and high-end match! I love it when the short hem meets the top of very extravagant boots. Statement = fact.

Ronettes Over The Knee Boots

London Rag Ronettes Over The Knee Boots

Now 15% off

Mocha Plus Bardot Ruffle Shift Dress

Mocha Plus Bardot Ruffle Shift Dress

Now 50% off

Genna 60 leather thigh boots

Genna 60 leather over-the-knee boots by STUART WEITZMAN
Portrait of Tarah-Lynn Saint-Elien

Tarah-Lynn Saint-Élien is the fashion editor at Cosmopolitanwriting heavy, witty stories that range from raving about Zendaya to believing in everything you need in your wardrobe! She began her journey in the industry with a fashion and faith blog and an internship at Elle.com almost 10 years ago. Since then, she has also held the position of style editor at Haitian TimeThe Haitian-American pageant queen is a Syracuse Masters graduate and author of two poundsincluding: Claim your crown. Follow her on Instagram and Twitter: @I am Tarahlynn.

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