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How To Wear Sneakers With A Dress + 25 Outfits To Try

How To Wear Sneakers With A Dress + 25 Outfits To Try

How To Wear Sneakers With A Dress - Travel Beauty Blog

Last Updated on April 18, 2024 by Shevy

Best Sneakers With A Dress + How To Style It

I remember the first time I ever wore sneakers with a dress – it was the weirdest feeling in the world.

Growing up I always believed that dresses were meant to be worn with heels, pumps, or sandals.

With anything else but sneakers.

So it took me a very long time before getting used to wearing sneakers with a dress and not feeling out of place.

But once I became comfortable pairing the two together, I began experimenting more and more with that style of dressing.

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If you’re one of those persons who haven’t tried out this dress combo yet or perhaps you did but don’t think it’s for you.

I’m here to tell you you’re wrong!

You just need to find the right sneaker and consider the comfort factor when doing so.

Related: How To Score Sneakers For Cheap – A Guide For Sneakerheads

Check out some of my favorite ways to wear sneakers with a dress.

Perhaps you’ll find some inspiration to embrace the duo.

Sneakers with A Tank Dress and Denim Jacket

Black and white Adidas Superstar sneakers with a black button front tank dress and blue washed denim jacket as styled by Amy Jackson of Fashion Jackson.

This style is perfect for a casual day out, running errands or going shopping. Complete your look with a brown crossbody bag and some sunglasses.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Fashion Jackson

Black Sneakers with a Midi Dress and Jeans

Definitely not an easy outfit to pull off – a bright green oversized midi dress with frills at the hem.

Styled over a pair of black straight-leg jeans and black sneakers.

If you’re brave enough to pull off this sneakers with a dress look, choose a light weight dress and a pants that is not bulky.

Optionally, accessorize with a black crossbody bag and gold fashion necklace.

How To Wear Sneakers With A Dress - Travel Beauty Blog
PHOTO © 2020 TEAM PETER STIGTER

White Classic Sneakers with an Off The Shoulder Dress

How cool is this short, black, casual off-the-shoulder dress with puff sleeves.

Matched with white trainers, a woven bag and oversized sunglasses.

A fun outfit for a daytime event/party, poolside event or a lunch date.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: The Fashion Guitar

Platform Sneakers with an Animal Print Dress and Denim Jacket

There are so many ways to style a midi leopard print dress but I love how Jessica from An Indigo Day did it.

It is one of my favorite ways to wear a dress with sneakers.

With a light blue washed denim jacket and white platform sneakers.

Another way to wear this trend is by switching out the denim jacket with a black faux leather biker jacket instead.

Related: How To Style An Oversized Shirt

Alternatively, you can ditch the denim jacket for an oversized black cardigan or black oversized blazer.

When it comes to the occasion, this basic sneakers and a dress look is ideal for a day at the mall, date night or cocktails with friends.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Jessica – An Indigo Day

Stan Smith Sneakers with a Blazer and Floral Print Dress

Megan from Megan’s Moda took sneakers and a dress to a whole new level with her smart casual ensemble.

Wearing a white Stan Smith Adidas sneakers with a blush pink blazer and a black floral print dress.

To finish off the look she added a Chanel brooch to the left shoulder of the blazer, an oversized sunglasses and a classic Chanel Double Flap shoulder bag.

Yet another one of my top ways for wearing sneakers with a dress.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Megan – Megan’s Moda

White Sneakers with an Oversized T-Shirt Dress and Oversized Coat

Pink oversized mini t-shirt dress complemented with an oversized beige coat, white sneakers and a brown Gucci Dionysus GG bag.

Sincerely Jules created a vintage look with this sneakers and dress ensemble, which is great for casual everyday wear during the Spring or Fall months.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Sincerely Jules

Black Sneakers with a Striped Dress and Bomber Jacket

It doesn’t get simpler than this black and white pair of sneakers, matched with a knee-high black and white striped cami dress.

Completed with a light pink bomber jacket and an all black shoulder bag.

An easy to copy casual look that is super comfy for a day when lots of walking needs to be done.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Steal The Look Brazil

Sneakers with an Oversized Tiered Dress

Make a bold statement with this bright blue oversized tiered midi dress paired with white chunky sneakers.

Related: 10 Cute Maxi Summer Dresses For Petites

The perfect combo for the Spring or Summer season – wear to a lunch date or evening gathering with friends.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Getty Images

White Sneakers with a Striped Midi Shirt Dress

Plain white sneakers, a blue striped midi shirt dress with side slits and a tan brown handbag.

Rihanna gave this outfit an oversized look by rolling up the sleeves a bit and leaving the first 3-4 buttons undone.

A very simple, casual yet sexy way to rock sneakers with a dress for the summer.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Rihanna

Yellow Sneakers with a Fuchsia Pink Dress

Make a statement with a bold fuchsia pink midi casual dress and colorful sneakers.

The midi dress features puffball sleeves, ties on the sleeves and a cinched-in waist.

A fuchsia pink satin bag to match the dress and an oversized black sunglasses to tone down the look.

This is such a fun color combination.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Getty Images

Multi-colored Sneakers with a High-Low Tiered Dress

New Balance sneakers with a dress styled appropriately for a brunch or lunch date with friends.

Sonia Lyson chose to wear a colorful New Balance Athletic Sneakers with a cream/khaki high-low tiered midi dress.

She opted for a red Louis Vuitton chain bag to match the red highlights on the sneakers, and a big reddish-brown sunglasses.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Sonia Lyson

Sneakers with a White Oversized T-Shirt

I”m sure there is an oversized white t-shirt sitting in your wardrobe.

Wear an all white sneakers with a white oversized t-shirt layered under an oversized single button black blazer.

How To Wear Sneakers With A Dress - Travel Beauty Blog

White Sneakers with a Polka-Dot Maxi Dress

Green and white polka-dot maxi dress with a plain white sneakers matched with a white crossbody bag, white oversized sunglasses and a cream woven hat.

This outfit can take you from day to night.

It’s a great option for a day at the mall, a lunch date, pool party, semi formal events, or a dinner date.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Monica – Awed By Monica

High Top Chuck Taylor with a Puff Sleeve Dress

Black and white high-top Converse Chuck Taylor sneakers with a princess-like puff sleeves, tiered, black mini dress.

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Complemented with a blue mini handbag and black cat-eye sunglasses.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Getty Images

Sneakers with a Midi Sweater Dress

This is such a unique way to rock white pair of sneakers with a dress.

An extra deep v-neck midi sweater dress over a long sleeve turtle neck sweater.

Completed with matching sunglasses and a Louis Vuitton Monogram Toiletry Pouch.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Team Peter Stigter

White Chuck Taylor with a Solid Color Yellow Denim Dress

At this point who doesn’t own a pair of Chuck Taylors? One of Converse’s most popular sneakers to date…literally almost every blogger/influencer has one.

Jadore from Jadore-Fashion dressed up her white sneakers with a yellow mini denim dress and a chocolate brown Rejina Pyo handbag.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Jadore – Jadore-Fashion

Sneakers with a Leopard Print Midi Dress and Leather Jacket

The perfect way to style your sneakers with a dress for fall: White Golden Goose sneakers with a leopard print dress and a black leather jacket.

Accessorized with sunglasses, a Gucci GG statement belt and a mini Chanel backpack.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Becky Hillyard – Cella Jane

Sneakers with a Dress and Athletic Jacket

Grey and white sneakers with a green plaid button down dress and blue jacket.

The model jazzed up her look with white cat eye sunglasses and a dark red bucket bag to match her head wrap.

How To Wear Sneakers With A Dress - Travel Beauty Blog

Black and White Sneakers with an Armless Dress

This was one of my favorite ways wearing sneakers with a dress.

I wore a black, sleeveless, fitted, tank dress with a black and white Superstar Adidas Sneakers.

To finish off the ensemble I went with a Guess crossbody bag and some silver fashion jewelry.

My personal all time favorite sneakers is the white with black stripes Superstar.

How To Wear Sneakers With A Dress - Travel Beauty Blog

Sneakers with a Mini Pleated Dress

What a stylish and classy way to style sneakers with a dress.

I love this mini purple dress pleated at the hem, styled with grey platform sneakers, a black and white checked blazer and a green statement bag.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: ImaxTree

White Sneakers with a Polka Dot Wrap Dress

White slip-on sneakers, a black and white polka dot maxi wrap dress with a front slit, finished off with a pair of sunglasses and a Louis Vuitton bag.

How To Wear Sneakers With A Dress - Travel Beauty Blog

Black Sneakers with a Plaid Dress and Moto Jacket

Black sneakers with a loose-fit, plaid (red, white and black) knee-high dress with a black faux leather Moto jacket and sunglasses.

How To Wear Sneakers With A Dress - Travel Beauty Blog

Golden Goose Sneakers with a T-Shirt Dress

Golden Goose sneakers outfitted with a black mini t-shirt dress and a blue denim jacket wrapped at the waistline.

A tan shoulder strap bag and oversized sunglasses to complete the look.

It doesn’t have to be expensive sneakers (check out these Golden Goose alternative sneakers).

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Fashion Jackson

White and Black Sneakers with an Animal Print Maxi Dress

What a simple yet classy and chic way to wear sneakers with a dress.

Pair a white and black Adidas sneakers with a long sleeve animal print midi dress, together with dark sunglasses and a bubblegum pink Chanel Double Flap bag.

How To Wear Sneakers With A Dress - Travel Beauty Blog

Sneakers with a Black Dress and an Oversized Trench Coat

For the fall season you can style your sneakers like Maria Tilve with a black knee-high loose fitting dress and an oversized tan Trench coat.

How To Wear Sneakers With A Dress - Travel Beauty Blog
Photo: Maria Tilve

Wrapping Up The Best Ways To Style Sneakers With A Dress

When it comes to styling sneakers with a dress, the possibilities are endless – there are no limitations and it is a versatile choice.

Style your various colors and styles of sneakers with midi dresses, maxi dresses, shirt dresses, mini dresses, oversized t-shirts and statement sleeves dresses.

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