Sneakers with Dresses? Here’s How to Make It Work

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I used to think sneakers were just for working out, but times have changed! Now, sneakers are a wardrobe staple for just about every occasion… yes, even with dresses! If you’re someone who loves a comfortable, put-together outfit that doesn’t involve heels or sandals, then this post is for you! Wearing sneakers with dresses is a trend that I think is here to stay, and the good news is, it works for every age and style preference. Whether you’re running errands, heading to brunch, or even dressing up for a casual date night, sneakers can add a fresh, youthful look while keeping your feet happy! Today, I’m chatting about how you can wear sneakers with dresses in a way that looks both intentional and stylish, not like you just forgot to change your shoes!!

HOW TO WEAR SNEAKERS WITH A DRESS
Striped Shirt Dress (Medium) | Center III Canvas Lace Up Sneakers (TTS) | Pebble Leather Crossbody Bag

Looking for dresses to style with your sneakers? Check out this post: Cute and Casual Dresses for Women Over 50

Why Sneakers with Dresses Work So Well

First, let’s talk about why this sneaker/dress combo has become so popular. Gone are the days when sneakers were just for the gym! Brands are now designing stylish, sleek, and feminine sneaker options that work with all kinds of outfits.

Wearing sneakers with dresses:

  • Keeps you comfortable all day
  • Adds a modern, casual-chic vibe
  • Works for all seasons
  • Helps balance out dressy and casual elements

If you haven’t jumped on this trend yet, don’t worry. I’m walking you through exactly how to style sneakers with different types of dresses so you can look put together and effortlessly chic!

Best Sneakers to Wear with Dresses

Not all sneakers work well with dresses, so choosing the right style is key. I’ve rounded up a few pairs that I think will look great with dresses, but you can find even more of my sneaker recommendations in this post.

Classic White Sneakers

White sneakers go with everything. They’re clean, versatile, and instantly make an outfit look modern. Here are a few best-selling pairs to check out:

This sneaker from Cole Haan is one of those go-with-everything shoes you’ll reach for again and again. It’s got a sleek, simple design that looks just as good with jeans as it does with dresses. And since Cole Haan knows a thing or two about comfort, these have lightweight cushioning that makes them perfect for all-day wear.

Dr. Scholl knows comfort, and these sneakers prove it! Made with eco-conscious fabric, these are not just stylish but also a sustainable choice. The faux leather and canvas uppers give them a casual, laid-back vibe, perfect for everyday wear. The heel counter provides extra support, making these great for all-day outings. If you love the look of classic lace-ups but want something with extra cushion, these are a winner.

Check out more white sneakers for women over 50 in this post!

Retro Sneakers

Vintage-inspired sneakers are having a big moment right now. These styles often have bold color blocking and a sporty-chic aesthetic, which pairs well with casual and edgy dresses.

If you love a sneaker with a little extra flair, this retro inspired sneaker by Dolce Vita is a fun pick. They come in tons of bold colors, but this neutral shade can be worn with absolutely any dress no matter the color or the pattern!

These sneakers look timeless! Plus, I just love the classy looking logo! Whether you’re dressing up a casual look or keeping it laid-back, they have that perfect mix of sporty and stylish.

These classic white sneakers get a fun upgrade with a hint of metallic flair! Every pair of ECCO shoes I’ve owned has been incredibly comfortable, and these look like they are no exception. They’re the perfect mix of style and all-day wearability!

Want more retro inspired sneakers? I have a full post of recommendations here!

Fashion Sneakers

These are the stylish, elevated sneakers that sometimes have platform soles, fun patterns, or luxe materials. They can add a little personality to a simple dress.

These shoes are the perfect mix of sporty and chic! They’ve got a little retro vibe but still look super polished. The pop of green is so fun, especially since it’s one of the trending colors this year!

If you prefer a clean, minimalist vibe, the Vince Oasis Sneaker is so cute! It’s got that simple, luxe look that makes everything you wear with it feel a little more polished. Whether you’re in jeans or a dress, these just elevate the whole outfit without even trying!

I’m obsessed with this pair of platform sneakers! What a great way to add a pop of color to your look for spring and summer! The colorful embroidery and espadrille-inspired trim give them a playful, summery vibe that’s perfect for vacation or even just casual days when you want to feel a little more fun and fresh!

How to Wear Sneakers with Different Dress Styles

Not all dresses work equally well with sneakers, but here are some foolproof ways to get the look right.

How to Wear Sneakers with a Tee Shirt or Tank Dress
Vionic Walk Strider 001 Oxfords (TTS)

1. Sneakers with a T-Shirt or Tank Dress

A T-shirt or tank dress is probably the easiest style to pair with sneakers. It’s casual, comfortable, and naturally works with the relaxed vibe of sneakers. Add a denim jacket and a crossbody bag for an effortlessly cool (and easy to put together!) look.

How to Style Sneakers with a Maxi Dress
Crest Vibe Core Sneaker (Need to size down 1/2/ size)

2. Sneakers with a Maxi Dress

If you love long, flowy dresses, sneakers can keep them from feeling too formal. Opt for sleek, low-profile sneakers to balance the volume of the dress. If needed, a belt can help define your waist and make the outfit feel intentional.

Sneakers with a Midi Dress for Women over 50
Striped Shirt Dress (Medium) | Center III Canvas Lace Up Sneakers (TTS) | Pebble Leather Crossbody Bag

3. Sneakers with a Midi Dress

A midi dress and sneakers make for a polished yet casual combo. This is a great option if you want to look put together without wearing heels. Choose a structured dress, like a shirt dress or wrap dress, to keep the outfit from looking too relaxed.

Common Mistakes to Avoid When Wearing Sneakers with Dresses

Choosing sneakers that look too “sporty” – Running shoes aren’t the same as fashion sneakers.

Distressed sneakers can be stylish, but if your sneakers are too scuffed, dirty, or falling apart, they can make even the nicest dress look sloppy. Keep your sneakers clean by wiping them down regularly and using sneaker-cleaning wipes.

My Personal Sneaker Collection (Don’t Tell My Husband How Many I Have!)

If you’re looking to build your sneaker wardrobe, here’s some of my personal favorites:

Leopard Sneakers for Women
Black & White Luxe Crew-Neck T-Shirt (Large) | Leopard Suede Sneakers

Y’all, I’m obsessed with these Leopard Suede Sneakers c/o Dolce Vita! They’re sporty and stylish and add the perfect touch of fun to any outfit. The mix of nylon and suede gives them a slightly elevated look, so you can wear them casually or even dress them up a little. And let’s be honest—leopard is basically a neutral, so these go with everything!

Classic White sneakers to wear with a dress
Keds sneakers

A true classic that never goes out of style! These Keds sneakers have that perfect mix of sporty and chic, with a sleek fit, cushioned comfort, and a goes-with-everything white and navy design. They feel like your favorite worn-in pair from the very first step—no breaking in required! Whether you’re styling them with jeans, a dress, or anything in between, these are the sneakers you’ll keep reaching for.

Retro Stylish Sneakers for Older Women
SPANX® AirEssentials Striped Cardigan (Medium) | White Grey Leather Sneakers

Suede for Spring?!? Yep, suede shoes will be carried over into Spring and possibly Summer. These White Grey Leather Sneakers by Dolce Vita are a great neutral that will go with almost anything, and they are comfortable and run true to size.

Affordable Budget Friendly Sneakers for Women
Brushed Soft-Luxe Seamed Top (Medium) | Suede Sneakers

These beige Suede Sneakers are sleek and chic! They fit perfectly, have a memory foam insole, and are only $35.

White Sneakers to Wear with a Dress
Cashmere Blend Tee (Large) | Club C 85 Vintage Walking Shoe

These classic sneakers have a soft leather upper for full-foot support and a comfortable terry lining on the tongue top and heel. As nice as all that is, it’s the woven vintage Reebok label that I love!! 100% leather and available in several other color combinations.

Metallic everything is on trend, and sneakers are no exception! I wore these to my granddaughter’s basketball game, and they got noticed a bunch! They promise to add a luxurious touch to any outfit, and I think they delivered. They are as comfortable as they are stylish, perfect for adding a pop of glam to your everyday wear.

Have you ever worn sneakers with dresses? Let me know if you’re going to give this trend a try in the comments!!

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Verse Of The Day

Proverbs 19:23 (NIV)
23 The fear of the Lord leads to life;
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152 Comments

  1. PattiAnn Smith says:

    I can not “find It” I feel like a loser!!

    1. Oh, no! Don’t worry about it!

  2. FOUND IT. I struggle with this. I’ve worn them several times but always wonder if I look goofy. ha

  3. Wendy Hoff says:

    Found it! Love sneakers and dresses!

  4. Love, love , love the blue and white striped shirtdress!! Although I have a blu and white striped shirtdress, ordering this one now! Thanks

    1. I hope you like it when it arrives.

  5. Dorothy Kennedy says:

    Found it! Love all of the sneakers!

  6. Found it!!!
    I am so sad that those fun Dolce Vita platform sneakers do not come in a size 11. They are adorable!

  7. Found it! Have never worn sneakers with a dress yet but do wear them all the time in Spring & Fall..I’m a sandals girl in the summer!

  8. Maridee Clark says:

    FOUND IT!
    I love sneakers! Thanks for sharing your tips for wearing them. It’s baseball time in Knoxville, so I’m searching for comfortable, cute sneakers at add to my Volunteer attire. Suggestions are welcomed!!!

  9. Lori Jones says:

    Found it. Thanks for all the cute sneaker ideas.

  10. Roberta Schwandner says:

    Found it!

  11. Susan in the 'burbs says:

    I found it!

    And now I’m dithering! I’ve set a personal limit of two new pairs of sneakers, but there are three that I want! I’m sure I’ll figure it out. A question … do you think the silver sneakers will be a good summer choice?

    1. Susan, metallic shoes are a trend, so you would need to decide if you would wear them enough to get your moneys worth.

  12. Found it! Dolce Vita sneakers are soooo cute

  13. Ginger Hiller says:

    FOUND IT!

    I have worn sneakers with my dresses, but not too often. Oh how I wish that the Dolce Vita Fredy Platform Sneakers were in my price range. I am going to justify adding more fashion sneakers to my wardrobe by donating my chunky pairs.

  14. My favorite tip about this subject – be VERY careful about socks showing. Ideally none or very little will show – otherwise it turns into an orthopedic/very old person look.

    1. Lynn, I rarely wear sock, but the trend for the last few years has been to wear slouchy socks. It isn’t my thing though.

  15. Found it!

    I really like the look of dresses with sneakers but have not tried it yet. This may be the year!

  16. Found It Love the white sneakers with dresses!

  17. Found It! I love wearing sneakers with dresses. These sneaker suggestions are very cute.

  18. You look so cute on all these pics!!! I wear sneakers with dresses, but love your ideas to dress it up a little more!!!

    Never did find the smiley faces
    today🥲

  19. Leslie Daulton says:

    first time I haven’t found it 😕 guess my eyes are extra blind today lol. love the white keds. used to have them in different colors but haven’t had any in long time. problem is how to explain to the hubby why I need another pair of white sneakers lol. put the colorful doce vidas on my nordstrom wish list. doce Vida always has such cute designs.

  20. Yes to sneakers and a casual dress love it!

  21. Found it.
    I took have more sneakers than any person should – on the search for the perfect one.

  22. Theresa Harper says:

    Found it….finally

  23. Angela Dixon says:

    Found it!.

    Cute sneakers

  24. Found it! Easy one today.
    Those colorful platform sneakers are adorable.

  25. Found it. So many cute sneakers

  26. Found it! Michelle – I have plantars also. Have to wear really good sneakers all the time. Hate not getting to wear my cute shoes!

  27. FOUND IT! I love the leopard pair.

  28. Found it! Leopard one is my fav!

  29. Found it!
    Love the leopard

  30. Clarice M says:

    Found it.
    You look good in this trend. I loved the navy/white trim casual dress with sneakers.

  31. FOUND IT! 🙂 I LOVE that blue and white sleeve less dress! Super cute!

  32. Michelle johnson says:

    found it. I love wearing sneakers, much more comfortable when you have plantar fasciitis.

  33. Michelle johnson says:

    I found it. I love wearing sneakers, much more comfortable when you have plantar fasciitis.

  34. Found it, love the leopard!

  35. Found it! I’m jealous of your sneaker collection

  36. Cynthia Fisher says:

    Sneakers with dresses? I sure do!!!!!

  37. Found it!
    I’m going to get nice white sneakers and try… not sure which ones yet.
    BTW, I ordered the lip liner plus a new lipstick. Can’t wait to get them!

    1. I hope you like it. That lip liner is soooo smooth. It is my favorite.

      1. I’ll let you know!

  38. Darlene Monis says:

    Hi.. where did you get the tie dye dress with the crest vibe shoes? Love your podcast… Darlene

    1. Darlene, that dress is at least 5 years old. It was from Cato’s.

  39. Lots of cute options. Love the striped cardigan on you and the green sweater. I saw the Dolce Vita leopard sneakers at my TJ Maxx! Sneakers great with a dress for sight seeing. Colored ones seem to be everywhere too. Yes, husbands don’t get our unending love of shoes and purses. 🤣

  40. Today’s a tough one. I couldn’t find it ☹️

    1. A lot of people were having trouble, so I went in and moved it so it wouldn’t be so hard to find.

      1. Found it now! Love Cato. Do you still shop there? Would love to see you style some of their things. 😊

        1. I haven’t been to a Catos in years. It wsa the only store in my area at the time.

  41. Stella Gustafson says:

    Found it. I like the co comfortable feel of wearing sneakers with dresses

  42. Lori Pruitte says:

    I’ll be looking for some new sneakers this weekend in Dallas

  43. Debbie Goepper says:

    Found it! I have picked out several pairs of sneakers that I’m thinking about ordering. Thanks for the information.

  44. I didn’t find it today lol 🙃

    1. A lot of people were having trouble, so I went in and moved it so it wouldn’t be so hard to find.

  45. You do have quite a big collection….lol! I love shoes. Have a great day!

  46. Kathy Laweryson says:

    lol you must have a very large shoe closet! I do love the look of casual dresses with sneakers!