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Image Credit: Mytour / Alli WaatajaWhen selecting comfortable footwear, regardless of style, prioritize arch support, cushioning, and flexibility. Since shoe size and needs can evolve, it’s essential to get measured every couple of years—and don’t hesitate to switch brands or styles if your current choice no longer suits you.
After extensive research and leveraging Mytour’s shoe testing insights, we’ve identified the top flats, sneakers, and heels. We also consulted three experts: Milica McDowell, DPT, VP of Operations at Gait Happens; John Mercer, PhD, Kinesiology Professor at the University of Nevada Las Vegas; and Jaquelyn Wahidi, a personal stylist.
Sneakers
The market is filled with sneakers designed for comfort. My go-to pair is the Allbirds Tree Runners, perfect for daily wear and trail walks. I’m also intrigued by the Kuru Atom Sneaker, which offers a sportier aesthetic.
For a sporty vibe, the Adidas Cloudform Pure Shoes are a versatile choice, while fans of retro designs will appreciate the timeless New Balance 327 Sneakers. Pro tip: Opt for sneakers with a platform—they combine comfort and style effortlessly. Our top picks include the Dr. Scholl’s Time Off Sneaker and the Sorel Ona Ave Low Waterproof Sneaker.
Flats
After testing 29 pairs of flats, we identified the most comfortable options, including Mary Janes and ballet flats. The Rothy’s Square Mary Jane stood out for its breathability and lack of break-in period. For a budget-friendly choice, the Frank Mully Round Toe Ballet Flat offers a high-end look with a flexible, breathable design.
If you prefer a classic ballet flat, the Margaux Demi Ballet Flat is an excellent choice, crafted from soft leather that adapts to your feet. Dr. McDowell also recommends the Be Lenka Bellissima 2.0 Ballet Flats, a minimalist shoe designed to align with your foot’s natural shape.
Heels
Comfortable heels may sound contradictory, but they’re real. After testing 28 pairs, we adore the Dream Pairs Low Heel Pump Sandals for their comfort, affordability, and versatility. My personal favorite is the Vivaia Scarlett Pointed-Toe Kitten Heels, once marketed as “running heels”—I can wear them for hours without discomfort.
For formal occasions, both Wahidi and I suggest the Naturalizer Vera Dress Sandals. They’re my top choice for weddings, allowing me to dance without discomfort. Wahidi also praises the Ally Shoes Lower Block Heel, advising to size down one size and up in width. For a classic pump, we recommend the Rockport Total Motion 75mm Pointed Toe Heel and the LifeStride Parigi Pump.
Sandals
Comfortable sandals come in countless styles. During our testing, a few options stood out, such as the Reef Cushion Vera Cruz Sandal and the Chacos Lowdown Slide. For a less casual option, we recommend the fisherman-style Camper Dana Leather Sandals, the platform Keen Elle Backstrap Sandal, and the low-heeled Naot Kayla Sandals. If you’re after an ultra-cushioned slide, the Cushionaire Feather Cloud Slide is a must-have.
Loafers
Loafers are often perceived as rigid and uncomfortable, but flexible alternatives exist. We highly recommend the Birdies Starling Flat, available in velvet and suede. For a classic leather option, consider the Clarks Westlynn Bella Loafer or the Pikolinos Aldaya Loafer. Another standout is the Vionic Uptown Loafer, blending loafer aesthetics with sneaker-like comfort.
Boots
Comfortable boots are essential from October through March (and sometimes longer), so choosing the right pair is crucial. I highly recommend the Blundstone Originals High Top Boots, which feature a durable Chelsea boot design perfect for any occasion. Other excellent choices include the Red Wing 6-Inch Classic Moc Boots for a slight heel, the Thursday Boot Co. Combat Boot for a timeless combat look, and the Soda Jaber Boot for an affordable option with a chunky heel.
How to Shop for Comfortable Shoes Like a Pro
Type
Comfortable shoes come in various styles, but some types are inherently more supportive. Flats and heels often lead to discomfort for different reasons: flats typically lack arch support and cushioning, while heels strain the toes and forefoot. Opt for shoes with excellent arch support, shock absorption, and flexible materials to prevent blisters.
Ensure your shoe choice matches your natural arch. “For flat feet, a flat footbed is ideal,” Wahidi advises. “For high arches, the footbed should rise to support your arch. High arches benefit from heels with a forward-leaning or slanted design.”
For heels, steer clear of extremely tall stilettos. “Chunkier heels provide better balance, and a flexible footbed allows your foot muscles to function naturally,” Dr. McDowell explains. A top pick, the Ally Shoes Lower Block Heel, features an ergonomic insole, robust arch support, and a sturdy heel.
For shoes endorsed by podiatrists, explore brands that carry the American Podiatric Medical Association’s Seal of Approval.
Support
It might be surprising, but most people benefit from medium to lower support shoes. “Over-cushioning doesn’t always mean comfort,” Dr. McDowell explains. “Neutral support works best for most people without specific medical conditions, and overly supportive shoes can sometimes create more issues than they solve.”
Seek shoes with built-in arch support and a firm heel for maximum comfort. Arch support helps distribute pressure evenly, reducing pain and enhancing stability. Cushioned insoles are a great addition, and if your shoes lack them, you can purchase them separately. The Vionic Uptown Loafer, for instance, features a removable EVA cushioned insole for added support and comfort.
Fit
Feet can change size due to factors like weight changes and hormonal shifts. “Over 60% of people wear shoes that are the wrong size,” Dr. McDowell notes. “Adults should have their feet measured at a shoe store (or use a printable measurement guide to measure at home) at least every two years. Properly fitting shoes allow you to wiggle your toes and fully stretch them out while wearing them.”
Dr. Mercer emphasizes considering the shape of the foot when assessing fit: “Shoes should align with the foot’s shape, including length, width, and height. A well-fitted toe box and a secure heel cup are essential.”
This is important to remember since toe boxes and upper shapes differ across shoe styles. The Frank Mully Round Toe Ballet Flats, with their spacious toe box and flexible outsole, are an excellent choice for classic comfort. When evaluating comfort, Dr. Mercer also advises checking for sharp pains or unexpected friction between the foot and shoe.
Questions You Might Ask
How can I make heels more comfortable?
Opt for heels with a sturdy, chunky heel, a flexible footbed, and ample cushioning to evenly distribute pressure. “For most individuals, a heel height between 2 and 2.75 inches is ideal to minimize discomfort,” Wahidi advises. “Adding a strap, even a thin ankle strap, can enhance stability and comfort.”
Are certain shoe materials more comfortable than others?
“Soft leathers are generally more comfortable than other materials,” Wahidi explains. “However, leather tends to stretch over time, so many people should consider buying a half size smaller to account for this stretching during the initial weeks of wear.”
Dr. McDowell concurs: “Leather and similar fabrics often stretch and adapt after being worn, making them more comfortable than rigid, plastic-heavy materials. Shoes with more elastic or natural fibers, like leather, are typically rated as more comfortable by most people.”
When selecting sneakers, Dr. Mercer emphasizes the importance of a flexible upper. “Running shoe uppers are usually made from mesh or synthetic materials,” he notes. “Mesh not only enhances comfort but also improves breathability.” A top pick, the Allbirds Tree Runners, features a soft, flexible upper for added comfort.
Take Our Word for It
This piece was authored by Nicole Lund, a seasoned writer and editor who previously served as the shopping editorial director at Mytour and Southern Living. With over six years of experience in product research and testing, particularly in footwear, she dedicated extensive time to studying comfortable shoes, evaluating factors like shoe type, support, and style. Drawing from her industry expertise and personal testing, her top picks for comfortable shoe brands include Naturalizer, Vivaia, Blundstone, and Allbirds.
She consulted three experts: Milica McDowell, DPT, VP of operations at Gait Happens; John Mercer, PhD, a kinesiology professor at the University of Nevada Las Vegas; and Jaquelyn Wahidi, a professional stylist.
