11 Best Shoes to Wear With Dresses
The streets of New York are currently a boiling 90 degrees and for the past two weeks, it hasn’t let up. The only solution? Staying indoors when possible, running into air-conditioned stores for relief whilst commuting, and wearing dresses any- and everywhere. (Who wants their clothes glued to their skin in this sticky weather?)
Sure, summer is the szn when you’re on the hunt for affordable dresses à la Amazon but once you’ve got the clothes, what about the shoes? I love creating stylish moments with dresses and the season’s latest trending footwear. For example, I would wear ballet flats or Mary-Janes with a coquette-aesthetic dress. As for a maxi dress, I would easily wear sneakers or platform sandals. No matter the hemline or material you’re wearing, the ultimate footwear guide is right here (and yes, kitten heels and chunky kicks are on the list)! Take a scroll at some of my fave combos below.
A Baby Doll Dress + Mary Janes

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How cute will you be in a baby doll dress and the ever-so classic Mary Jane shoe? The absolute cutest, I assure you.
Shop the Baby Doll Dress + Mary Janes:

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

Bardot Kali Tuck Floral Off The Shoulder Minidress

Charles & Keith Patent Crossover-Strap Block-Heel Mary Janes
A Knit Dress + Cowboy Boots

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Knit dresses are calling your name this fall and spring and I hope you answer with none other than an unexpected cowboy boot. Keep heads turning and compliments rolling in with a metallic design!
Shop the Knit Dress and Metallic Boots:

Jeffrey Campbell Dagget Western Boot
Now 50% Off

Fabumily Crochet Knit Mini Dress

Azalea Wang Knox Metallic Western Boot
Now 24% Off
A Shirt Dress + Strappy, Kitten Heels

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A shirtdress is an easy way to look pulled together for the day, but you can instantly elevate the casual aesthetic with strappy, kitten heels. It just screams (or purrs?) that you’re giving an immediate slay.
Shop the Shirt Dress + Strappy, Kitten Heels:

Zara Kitten Heel Metallic Sandals

Good American Poplin Shirt Dress

SCHUTZ Women's Heloise Strappy Mid Heel Sandals
A Pocketed Dress + Gold Sandals

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Just about everyone squeals when they discover their dress has secret pockets, but while that’s always a sweet surprise, it’s nice to know you have those pockets for sure. I love a cargo dress for this reason. And gold, barely there sandals will complement this look so well.
Shop the Pocketed Dress + Gold Shoes:

ASOS DESIGN Halsey Barely There Heeled Sandals

Alyweatry Summer A-Line Dress

Liliana Lace Up Stiletto High Heel Sandals
Now 18% Off
A Statement Dress + Chunky Sneakers

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Ofc, you need a statement dress and chunky sneakers! The above pair from Luis Vuitton is a definite splurge, but if you’re stressing about that, we have a list of affordable sneakers to wear with dresses right here for a just as cool vibe.
Shop the Metallic Dress + Chunky Sneakers:

Nike AL8 Sneaker - Women's

Rick Owens Prong Strapless Minidress

Saga 130 Sneakers
A Neutral Dress + Block Heels

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Bring some shine into beige or brown outfit moment with some patent-leather block heels (pointed or square-toe, you take your pick)!

Marc Fisher LTD Luccie Pointed Toe Pump in Dark Red

ASOS DESIGN Slinky Knot Detail Cut Out Midi Dress in Mocha

ASOS DESIGN Steffie Bow Detail Mid Block Heeled Shoes
Now 35% Off
A Slip Dress + Slouchy Boots

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This outfit combo is the secret to a sultry spring and summer. This pink and black moment is edgy-Barbie-coded.
Shop the Slip Dress + Slouchy Boots:

Bershka Slouchy Boots in Tan
Now 55% Off

Open Edit Cowl Neck Satin Slipdress

Steve Madden Vector Boots
Now 25% Off
A Crochet Dress + Loafers

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For the days you need a little breeze to kiss your skin, crochet dresses are the best choice. Typically, I would say to wear ’em with sandals to give your dogs some air too, but this loafer combo just works, right?
Shop the Crochet Dress + Loafers:

Dolce Vita Hines Loafer
Now 43% Off

PQ Swim Sweater Dress

Sam Edelman Linnie Fray Loafer
A Muted Dress + Bold Pumps

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Monotone on top, bold on the bottom. Let your footwear do all the talking for this outfit masterpiece. Bonus points if your pumps have a cool design!
Shop the Muted Dress + Bold Pumps:

Steve Madden Sedona Pointed Toe Pump

SNDYS Tahlia Dress in Yellow

Ninety Union Pandora Pump
A Bright, Striped Dress + Combat Boots

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Good juxtaposition is wearing a colorful knit dress with heavy combat boots. It shows you’re a tough one that loves to have some fun, ya know?
Shop the Striped Knit + Combat Boots:

DREAM PAIRS Black Knee High Boots

STAUD Dana Dress Multi Bayadere Stripe

Charles & Keith Imogen Chunky Platform Knee-High Boots
A Minidress + Thigh-High Boots

Jeremy Moeller//Getty Images
This has to be the most obvious, top-tier, match-made in heaven! Gotta love when the short hemline meets the top of some very extra boots. Statement = made.
Shop the Mini Dress + OTK Boots:

London Rag Ronettes Over-The-Knee Boot
Now 15% Off

Plus Mocha Bardot Ruffle Detail Shift Dress
Now 50% Off

STUART WEITZMAN Genna 60 Leather Thigh Boots
Tarah-Lynn Saint-Elien is the fashion editor at Cosmopolitan, writing weighty and witty stories that run the gamut of gushing over Zendaya to convincing you of everything you need in your closet! 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's also served as the style editor at The Haitian Times. The Haitian-American pageant queen is a Syracuse Masters graduate and the author of two books, including: Claim Your Crown. Follow her on Instagram and Twitter: @iamtarahlynn.
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