The One Easy Outfit You Can Wear Regardless of the Season
With the change of seasons comes the excitement of changing up your wardrobe. Whether you're exploring new trends or finding fresh ways to wear your favorite staples, the start of a new season is always fun fashion-wise. However, there are a few combinations we can't get enough of and bring back month after month. One of the big ones? Dresses and sneakers. No matter the temperature outside, it's a combination that simply works, whether you go with a pared-back variation or something a bit more OTT. And to prove just that, we've rounded up 15 dress-and-sneaker outfits that are perfect for fall (and beyond).
Add a light jacket a blazer for an elevated yet casual look.
Keep channeling spring with a classic black dress paired with Vans and a denim jacket.
Bring out your comfiest sweater to style with your dress and kicks.
All-white sneakers will never go out of style.
See what we mean?
Your sweaterdress will look its best with a pair of equally chunky sneakers.
Keep warm by pairing your dress and sneakers combination with a light coat.
Red and green is an underrated color combination; give it a try.
Casual but cozy.
Prairie dresses look best when paired with sneakers.
Make it fall appropriate with a leather jacket and white kicks.
Have fun with your dress by experimenting with layers.
Instead of white kicks, try a good pair of black ones.
You won't get lost in these bright sneakers.
When you can't decipher the weather, you can't go wrong with a dress and a sweatshirt.
Can't stop, won't stop wearing this casual-cool ensemble.
-
Spotted in Midtown NYC: The Blazer Trend Elegant Dressers Will Wear With Jeans This Spring
I feel strongly about this.
By Allyson Payer
-
10 Who What Wear Editors, 64 Spring Buys—Inside Our Seasonal Mood Boards
Everything inspiring our wardrobes this season.
By Anna LaPlaca
-
Anti–Skinny Jeans Are Still Ruling in 2025—Finally, 15 Fresh Ways to Wear Them
Stealing these looks this season.
By Michelle Scanga
-
From Prada to COS—Here's Everything I Packed and Wore for Milan Fashion Week
A full breakdown.
By Eliza Huber
-
I Already Have an Elevated Closet, But If I Were to Start Over, I'd Go for These 5 Staples
Effortless outfit ideas ahead.
By Jennifer Camp Forbes
-
These 5 Inspiring Outfits Are Proof You Can Easily Merge Classic and Trendy Styles
Trust me, you're going to want to re-create these looks.
By Jennifer Camp Forbes
-
Not Sneakers and Not Ballerinas—This Flat-Shoe Trend Is Far Chicer for Spring
Any guesses?
By Michelle Scanga
-
The "Dated" Denim Trend That All the Cool Europeans Never Gave Up On
Now, we're ready to bring it back.
By Michelle Scanga