Highly Comfortable Footwear for Daily Commuters, as Recommended by Avid Walkers

These Mary Janes combine a sturdy block heel with a touch of vintage charm, crafted for exceptional comfort. They include a cushioned heel patch, a spacious square toe to prevent pinching, and an insole designed to relieve pressure while offering arch support.
Promising review: "I adore these shoes. Working in NY, I’m always on my feet, and they’re both stylish and comfortable. The heel height is ideal for those constantly on the go." — Zoraida P.

Available at Vivaia for $139 (in women's sizes 5–11 and five color options).

These urban-ready sneakers are designed to handle stains, water, and odors with their breathable, weather-resistant build. Crafted sustainably from recycled materials, the Thousand Fell Lace-Ups also feature a cushioned insole for added comfort.
Promising review: "Hands down the best white sneakers I’ve owned. They’ve been with me to Disney, Greece, and the Bahamas, enduring 20,000 steps daily for work, dinners, and walks home. I’m not easy on my shoes, but these still look fantastic. Plus, they’re rain-friendly, and I even recycled my old pair for a discount on a new one!" —Lea

Available at Thousand Fell for $125 (in women's sizes 5–10, men's sizes 8–13, and 15 color options).

In our recent feature on comfortable dress shoes, publicist Natalie Rao highlighted this chic chunky boot from Stuart Weitzman. “I’ve tested them and can vouch for their comfort, making them perfect for winter events, office wear, or nights out with friends.”

Numerous reviews on the brand’s website echo this sentiment, with customers applauding their supportive design for city walking. These luxury boots combine Nappa leather with stretch fabric for flexibility and feature a practical 2.4-inch heel that balances style and functionality. Made in Spain.
Promising reviews: “As someone with larger feet and bunions, finding comfortable shoes is a challenge. These boots felt incredible—soft, high-quality leather that fits perfectly. They’re versatile, stylish, and held up beautifully during my NYC commute. I highly recommend sizing down half a size.” —Lejla
“I wore these boots exclusively during a five-day NYC trip. They were comfortable for all-day wear, even during long walks, and paired well with both casual and semi-dressy outfits. They kept me warm without overheating.” —Liz

Available at Stuart Weitzman for $595 (in women's sizes 7.5–13).

These ballet flats are a game-changer, offering all-day comfort without the dreaded foot odor. Made from the brand’s signature knit blend, they’re soft, breathable, and feature a flexible sole that moves with you.
Promising review: "I needed flats that could handle my foot issues, including achilles enthesitis, and these delivered. After trying countless options, I finally splurged on these and now own three pairs in different colors. They’re incredibly comfortable, allowing me to wear them all day without pain or blisters. While I wouldn’t recommend them for long walks, they’re perfect for commuting, office wear, and short lunchtime strolls." —Nora B.

Available at Allbirds for $90+ (in women's sizes 5–11 and 13 colors).

Allen Edmonds’ men's dress boots were frequently recommended in a Reddit thread about the best office-appropriate commuting shoes that can handle city walking.

The Higgins Mill boot, a fan favorite, boasts a lightweight rubber lug sole for excellent traction and an insole that adapts to your foot shape. Available in three colors, sizes 6.5-15, and four widths (though not all sizes are in stock). For a broader size range, consider the updated version with similar features and a convenient side zipper.
Promising reviews: “I own three pairs of these boots and love them! They broke in quickly, and I wear them regularly for my 1.5-mile city commute to the office. My only gripe is the laces—they’re too short for size 11 boots. AE, please provide longer laces for larger sizes!” —Candlewood1
“After six months of wear, I’m thrilled with these boots. The lug sole provides just the right amount of cushion, which is a lifesaver for my job where I stand all day. They’ve held up beautifully in PNW rain and slushy snow, and the roomy toe box accommodates thick winter socks. The tread is durable, even on sharp gravel. These are the ultimate winter boots and worth every penny.” —Heath

Available at Allen Edmonds for $495.

These charming, marshmallow-like classics from Nike are a top choice for commuting, as recommended by my NYC-based colleague Greta Geiselman. Offered in a variety of vibrant color options and sizes for both men and women, the Air Max 90s boast a waffle-pattern outsole for excellent grip and the brand's iconic cushioned insole for optimal comfort.
"Depending on your workplace, I highly recommend Nike's Air Max collection. As someone with flat feet, these shoes are a game-changer!" —Greta Geiselman

Available at Nike for $97.97+ (originally $130; comes in women's sizes 5–12 and 15 color options).

Geiselman also mentioned her admiration for Allbirds' wool runners, noting their popularity among subway commuters. These shoes, one of the brand's most renowned offerings, excel in various weather conditions and feature cushioned insoles for added comfort. The lightweight design includes certified natural rubber treads for enhanced bounce and traction, along with thermoregulating merino wool uppers.
Promising reviews: "I hesitated before buying these, but the sale convinced me to try them. I'm really pleased with how comfortable and subtle they are, making them perfect for office wear." —Beth S.
"I wore these during a five-day trip to NYC, walking miles each day without any discomfort. They kept my feet warm on snowy days and were so comfortable that I wore them throughout the entire vacation, including long walks in airports. I highly recommend these shoes." —Kathleen K.

Available at Allbirds for $83+ (in women's sizes 5–11, men's sizes 8–14, and various colors).

Described by Ponto as a fusion of sneaker and dress shoe, the Pacific model boasts a featherlight design and exceptional comfort. Its water-repellent uppers and slip-resistant soles make it suitable for light rain, while the interior is designed to be absorbent and odor-resistant, allowing for sock-free wear. Available in 10 color combinations and men's sizes 8.5-14.

Promising review: "I use these for my daily train commute to the city. They offer excellent support and maintain a professional yet casual look, ideal for business casual settings." —Liam F.

Purchase from Ponto for $148.