March 12, 2025
Sneaker Chic: 12 Comfortable & Casual Outfits for Women
The story of why sneakers, once worn purely for function, became a style staple is rooted in sports — especially basketball. But decades later, you don’t need to play, watch, or even care about sports to rock the right pair of kicks. Sneakers are incredibly comfortable and, when worn right, they add just enough edge to keep things interesting.
Our favorite thing about sneakers is that they go with everything — yes, everything. A classic white pair levels up a jeans-and-t-shirt outfit. A chunky sole gives dainty dresses some attitude. A slip-on makes getting out the door effortless. And here at TOMS, we have women’s sneakers for every style. So no matter what pieces are in your wardrobe rotation, there’s a sneaker that fits right in.
Keep scrolling for our favorite casual outfits for women featuring TOMS sneakers and tips on how to style them to look perfectly chic.
1. Matching Set and Lace-Up Sneakers
Stay comfortable while also channeling your inner ’90s girl with a matching set and classic lace-up sneakers. Relaxed but intentional, this combo works best with joggers that hit at the ankle and a slightly oversized sweatshirt or hoodie. Go for a neutral sneaker to keep things fresh, or opt for a pop of color or pattern to give some personality to the outfit. Layered necklaces, hoops and a tiny bag fit the retro vibe to a T.
2. Blouse, Wide-Leg Trousers and White Sneakers
Whoever said sneakers don’t belong at the office didn’t know how to style them. A nice blouse, wide-leg trousers and white sneakers prove that comfort and polish can go hand in hand. The trick is in the details — tuck in the blouse for a clean look, go for structured trousers that drape just right and stick with a classic white sneaker to keep everything balanced. If your office’s dress code is on the dressier side, you can tie the whole thing together with a tailored blazer and minimal jewelry.
3. Black Tee, Printed Jeans and Platform Sneakers
Looking for casual outfits that can take you from day to night? A black tee, printed jeans and platform sneakers will make a statement anywhere you go. The bold pattern does the work, while the black tee keeps it grounded. Platform sneakers add height and edge, giving the whole look a little extra attitude. Add an oversized blazer or leather jacket when the sun goes down, and you’re ready for whatever’s next.
4. Flannel Shirt, Leggings and Leather Sneakers
Nothing says cute casual outfits for fall like a good flannel-shirt-and-leggings combo, especially if you style it with a pair of leather sneakers. Roll up the sleeves, leave a few buttons undone and go for sneakers with a clean finish. Want something more street-style-esque? Try a denim button-up instead of a patterned flannel. Accessorize with a crossbody bag, an oversized scarf and trendy sunglasses to kick it up a notch.
5. White Tee, Maxi Skirt and Suede Sneakers
While sneakers might not be the obvious choice when wearing a maxi skirt, they’re actually a great way to tone down the otherwise dressy feel and make the whole look more relaxed. A white tee keeps it simple, letting the skirt do the work, while suede sneakers in white or pastels add just enough texture to keep things interesting. Tie the tee at the waist or tuck it in for some shape, and throw on a denim jacket or layered necklaces to finish it off.
6. Graphic Tee, Cargo Pants and Hi-Tops
When it comes to casual outfits for ladies that like a little attitude, nothing beats a graphic tee, cargo pants and hi-tops. The slouchy fit of cargo pants keeps things laid-back, while a graphic tee adds personality, especially if it’s vintage or vintage-inspired. Hi-top shoes bring in that classic streetwear feel, making the whole thing look intentional. Cuff the pants to show off the sneakers and toss on some stacked rings and a cute pair of sunnies.
7. Knit Sweater, White Jeans and Espadrilles
Want something more romantic? Soft textures and denim always make for cute and casual outfits for women, and if you wear them with espadrilles, even better! A slouchy knit sweater tucked slightly in front adds shape without feeling stiff and the woven detail of the shoes gives the whole ensemble a little warmth. For accessories: go for gold hoops or a structured tote to round out the fit and add a little elegance to the jeans.
8. Slip Dress, Jean Jacket and Slip-on Sneakers
Slip dresses aren’t only for heels and dressy occasions. We love this look for when you want to add a little edge to your outfit without putting too much work in. When worn with a jean jacket and slip-on sneakers, they become a practical all-day outfit, with a touch of femininity from the dress and some structure from the jacket. Just roll up the sleeves, throw on a few layered necklaces and you’re good to go.
9. Black Blazer, Jeans and Print Sneakers
Casual meets playful with an oversized blazer, jeans and bold print sneakers. The blazer and jeans keep it elegant while fun prints add a touch of flair and personality. This is a great outfit to wear to brunch, casual Fridays or any setting where you want to look stylish without feeling overdressed. Cuffing the sleeves, tucking in a simple tee and adding statement earrings or a structured bag makes everything feel complete.
10. Crewneck, Joggers and Metallic Sneakers
Looking for a great travel outfit? A cozy crewneck and joggers can feel overly casual, but when worn with metallic sneakers the whole look gets an instant upgrade. A slightly cropped or tucked-in crewneck adds definition, and a belt bag or oversized sunglasses can take you from lounging at home to running errands or grabbing coffee without missing a beat.
11. Denim Shorts, Crop Top and Floral Sneakers
Tired of wearing the same old jean shorts, white tee and flip flops uniform during warm weather? Swap the sandals for floral sneakers to add some color without losing the easygoing feel. For cooler nights, consider tossing a lightweight button-up worn open or tied at the waist for a little extra interest. Finish it off with stacked bracelets or a bucket hat — and don’t forget to wear your sunscreen!
12. Sundress with Striped Sneakers
A cute sundress, striped sneakers and crew socks are the trendy springtime outfit you didn’t know you needed. Pattern sneakers instantly make any women’s casual outfit more fun, while crew socks lend the outfit a playful touch. Drape a denim or leather jacket over the shoulders and throw on some simple jewelry, like dainty rings or stacked gold necklaces to level up the look. Check out more ways to wear sneakers with dresses!
The Do’s and Don’ts of Styling Casual Women’s Outfits
Casual dressing for women doesn’t mean you have to keep it simple. There are so many ways you can incorporate sneakers into your look! To help you create your own styles, let’s look at some of the do’s and don’ts of putting trendy casual outfits together.
Do’s
- Balance your proportions. Oversized looks trendy and cool, but not every piece needs to be baggy
- When it comes to female casual outfits, mixing textures is one of the best-kept secrets to adding dimension to simpler looks
- Use layers to draw interest without overcomplicating things
- Let one statement piece shine instead of overloading on trends
- Invest in quality basics that make styling easy
Don’ts
- Wear sneakers that look too worn out or mismatched with the outfit
- Over-accessorize to the point where it looks cluttered
- Stick to only one style without experimenting
- Forget about small details like rolling sleeves, cute socks or tucking shirts
- Assume casual means sloppy — comfort and style can go hand in hand
Wear TOMS. Wear Good.
Cute casual outfits for women start with the right sneakers. Here at TOMS, we have styles that work with everything. Find a pair that works for whatever life brings your way. And when you buy TOMS, you join a community of people making a difference all over the world.
Learn more about our impact and shop our women’s collection today!