The Most Comfortable Sneakers to Wear with Dresses

These days, pairing sneakers with dresses is a look that’s both chic and comfortable, and it’s becoming more common in everyday fashion. What used to be considered a style mismatch is now a trendy combination that’s embraced by women of all ages. If you’ve been wondering how to make sneakers work with dresses, you’re not alone. I was initially hesitant about this style, but now I can’t imagine my summer wardrobe without it. So, let’s dive into the types of comfortable sneakers that pair perfectly with dresses to help you achieve that effortlessly stylish look.

Finding the Right Sneakers for Dresses

There’s no shortage of sneaker options on the market, and choosing the right pair to wear with dresses can feel overwhelming. With so many styles and colors to choose from, it’s important to find sneakers that not only fit well but also complement your wardrobe. You want to ensure they’re versatile and comfortable enough to wear with your favorite dresses, so they work seamlessly for various occasions.

After observing what women much younger than me were wearing and experimenting with different styles, I discovered three types of sneakers that work beautifully with dresses. These sneakers are also great with skirts and shorts, making them versatile additions to your closet.

1. White Leather Sneakers

White leather sneakers are perhaps the most classic and versatile option when it comes to pairing with dresses. Known for their clean, crisp look, these sneakers are the “dressiest” style you can choose for this combo. You can opt for a completely white pair or go for one with subtle accents or a colored logo for a bit of flair.

I love white leather sneakers because they’re perfect for year-round wear. In the summer, they pair effortlessly with dresses, and in the cooler months, they look just as stylish with jeans or leggings. Personally, I wear the Sam Edelman Ethyl sneakers, which are comfortable right out of the box—no blisters, no discomfort, and they’re under $100. Another great brand is Veja, which uses organic and recycled materials in their sneakers. Their designs offer a retro vibe, and the Esplar model is one of my favorites.

For a classic American option, Keds offers a timeless white leather sneaker that pairs well with everything from dresses to casual outfits. These sneakers are an easy, comfortable choice that can be dressed up or down.

2. Canvas Sneakers

When the weather heats up, canvas sneakers are a breathable and stylish option to consider. They’re perfect for hot summer days when you want your feet to stay cool. I’m particularly fond of espadrille sneakers—these feature jute soles that add a bit of summer charm. The platform style offers a subtle lift, and the off-white color with a hint of gold makes them an elegant yet casual choice.

Another classic canvas option is Tretorn, a brand that has made a comeback in recent years. They fit my feet perfectly, and the simple, clean designs are great for pairing with dresses or casual outfits. If you’re a fan of the original Keds canvas sneakers, you can now find them in a platform version, giving them a modern twist. Superga is another European brand that does canvas sneakers well, though they tend to run narrow.

3. Sporty Sneakers

Sporty sneakers are a more recent addition to my wardrobe, and I’m still getting used to them. However, when paired with athleisure-inspired dresses, they create a comfortable and stylish look. This style of dress is made of moisture-wicking material, making it ideal for those warm summer days when you’re meeting friends for a casual lunch or running errands.

I’ve recently become a fan of New Balance sneakers, particularly the New Balance 327, which has a retro feel and offers excellent comfort. They run true to size and are available in various colors. These sporty sneakers work best with athleisure dresses, so if you’re looking for an outfit that blends comfort with style, this combination is a winner.

Sneakers and Dresses: Outfit Inspiration

Pairing sneakers with dresses is a versatile look that can work for various occasions. Here are a few outfit ideas that will transition perfectly into fall:

• A classic oxford shirt dress is always in style. You can roll up the sleeves for a more relaxed vibe or leave them down for a polished look. Add a cardigan or sweater over your shoulders for added warmth, and you’re ready to go.
• For a chic, casual look, a Tencel dress paired with a denim jacket is perfect for running errands or enjoying a coffee with friends. The soft fabric and structured jacket create a balanced look that’s both comfortable and stylish.
• A shirtdress is another fall favorite. Pair it with sneakers for a casual day out, or dress it up with heels for a more formal occasion. A cardigan or scarf adds a cozy touch when the temperature drops.

Conclusion

Sneakers and dresses are the perfect combination for comfort and style, especially during the warmer months. Whether you opt for white leather, canvas, or sporty sneakers, there’s a pair to suit every style. Experiment with different looks, and enjoy the versatility and comfort that sneakers can bring to your dress collection. With the right pair of sneakers, you can confidently embrace this trend and look effortlessly chic.