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Best Casual-Looking Shoes for Women Over 50, Plus What To Consider When Buying

Shop these expert-approved casual sneaker styles!


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At Woman’s World, we know how hard it can be to find casual shoes that are comfortable, functional, and stylish. We aim to take the guesswork out of your shopping journey, which is why we connected with Jewels Busenberg, the Senior Running/Cycling Footwear Buyer for, to get some insider tips and tricks to finding the best casual-looking shoes!

Best Casual Shoes for Women Over 50

“When it comes to casual, versatility is key for me. I’m always looking for shoes that combine comfort and style, something that can be worn comfortably all day without any issues or foot pain,” says Busenberg. “Depending on what’s going on that day, the best casual shoes can be dressed up and down. With all that in mind, here are five of the best casual-looking shoes for you to consider in your day-to-day.”

On Cloudnova Form

Casual Sneakers for Women Over 50

Buy from Zappos, $150

“The On Cloudnova Form takes versatility to a whole new level!” Busenberg says. “This is a shoe that you can wear for anything. Whether a light workout or a casual day out, it’s perfect for any occasion. In terms of structure, the On Cloudnova Form utilizes On’s signature Cloud-Tec allowing the creation of a natural roll forward motion for the wearer, plus the wider toe box helps alleviate any pressure points in the foot truly making it an essential shoe especially if you’re covering long distances.”

On ROGER Advantage 2

Tennis-Inspired Sneakers for Women Over 50

Buy from Zappos, $140

“The ROGER Advantage 2 takes inspiration from its namesake, the great 20-time grand slam champion, Rodger Federer,” Busenberg explains. “This shoe is particularly trendy given the rise in popularity of racquet sports and the tennis-core trend. My favorite thing about this shoe is that while it can add style to any outfit, it’s built with long-lasting cushion that is sure to bring maximum comfort throughout the day.”

New Balance 574

Sporty Sneakers for Women Over 50

Buy from Zappos, $90

“New Balance has always been a crowd favorite, and the 574 model is an athleisure person’s dream shoe!” Busenberg shares. “Available in extended sizes and widths it aims to please the masses. Aesthetically, the 574 comes in a variety of colors and can be dressed up or down.  It’s perfect to match with jeans and a sweater, T-shirt and blazer, or sweats and a hoodie.  This sneaker is easy to style and comfortable for walking through a city whether it’s Paris or New York.”

Adidas Originals Superstar

Classic Sneakers for Women Over 50

Buy from Zappos, $100

“This sneaker is truly just a timeless classic,” says Busenberg. “With its iconic three-stripe, the stylish classic is a staple among stylish and comfortable, casual sneakers. Plus, it comes with a removable insole in case you have custom orthopedics that can easily switch in and out.”

Veja Campo

Sustainable Sneakers for Women Over 50

Buy from Zappos, $150

“Lastly, we have a bit more of a luxe shoe with the Veja Campo,” Busenberg adds. “Leaning into a casual silhouette, this white sneaker outfitted with the singular V logo is a staple for anyone looking for a clean white shoe. The Veja Campo especially stands out for travelers. With its timeless design, it can be worn with any outfit saving precious luggage space.”

How should casual sneakers fit?

“While these are some of my favorite casual sneakers, there are a ton of great options out there for you to choose from,” the sneaker expert explains. “The most important thing when shopping for the perfect casual shoe is to prioritize support.”

Busenberg elaborates: “Most people wearing casual shoes are often unknowingly sporting flat shoes without any support. This can cause foot or knee pain down the line. And if you’re walking long distances or wearing the shoe for a long period of time, I highly recommend looking into more athletic-inspired looks to ensure that you have that extra cushion and support.”

Shop these styles at Zappos to pair with all of your spring looks! For more on footwear and fashion, keep reading!

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