Most Comfortable Mary Janes Ranked 1 to 10!
It’s 2025 and Mary Janes are back in a big way! We’ve rank ordered our favorite comfortable Mary Janes on a continuum from “heavy on the comfort and support and less on style” to “fashion forward with a few comfort features.” Pick one that fits your fashion vibe and foot needs–and ride the Mary Jane trend!
“Excellent arch support. Super comfortable on toes.” -Taos Footwear customer, Tracy
The first pair of most comfortable mary janes in our round up, the Taos Ultimate, will win over problem-footed gals. The generous toe box, removable footbed with enhanced arch and high quality leathers sooth and support achy feet. Available in sizes 6-11 for $185 from Taos Footwear, Zappos and Amazon.
“This is a great shoe for dressing up or down. It’s got a wonderful support insole that’s also easily removed for a custom orthotic. This will become my go-to work shoe.” – Satisfied Earth Shoes customer
We love a good cork midsole for stability, support and shock-absorption and the round-toe Kalece mary jane by Earth has it and more! Structured arch support and an adjustable hook and loop (velcro) strap add to its all-day comfort. Available in sizes 5-12 for $68-129 from Earth Shoes, Nordstrom and Amazon.
A Dansko that comes in wides! The Stacy mary jane features a removable cushioned footbed with arch support–it should accommodate your orthotic. A slip-resistant rubber outsole makes these comfortable mary janes secure on most surfaces. Available in euro sizes 36-42 (5-12), medium and wide widths for $135 from Dansko, Zappos, and Nordstrom.
“They are adorable. If you have wide forefeet with bunions, they are a dream. They run short and narrow- the Birkenstock website has regular/wide (C/D) sizes in some colors. I got a 42 wide and I usually wear a 41 in sandals but they fit so well and they do not look like clown feet.” -Barking Dog Shoes Facebook follower, Cynthia
The Birkenstock Tracy features a contoured cork-latex footbed that molds to your foot, soft leather upper, and adjustable buckle strap for a snug fit. If you’re between sizes or prefer extra space, the regular width is a safe bet. Available in euro sizes 36-42 (5-11.5), medium (narrow-medium), regular (medium-wide) for $139.95 from Birkenstock USA, Nordstrom, Amazon. Check out eBay for a deal!
Criss, cross, applesauce, these are cute! The Taos Exhale features a removable footbed with enhanced arch and metatarsal support. Soft leather uppers comfort bunions and hammertoes while an elasticized topline and criss-cross straps keep the shoe secure. Available in sizes 6-11 for $160 from Taos Footwear, Zappos and Amazon.
I have the loafer version of the Vionic Uptown and get a ton of wear out of them, so I’m tempted to spring for a pair of the mary janes. The arch support insole is removable and can accommodate an orthotic. Available in sizes 5-13, medium and wide widths for $97-130 from Vionic, Zappos, Nordstrom, and Amazon.
We admire Fitflop’s dedication to designing footwear for feeble feet. Based on the popular Delicato flat, this comfortable mary jane features soft leather uppers and cushioned insoles with arch support. As of now, the Fitflop Delicato MJ is only available via Nordstrom, but the reviews of the ballet flat version of the shoe are excellent. Fitflop customer Cerise says this:
“Most ballet flats with support look very chunky and do not appeal to me. These are different. They have hidden support and I have been able to wear and walk in them comfortably.”
The Fitflop Delicato MJ is available in sizes 5-11 for $120 from Fitflop, Nordstrom and Amazon.
Stylish, comfortable mary janes that come in three widths are hard to find but here you go! The Vionic Alameda features the on trend square toe and comes with two pair of insoles (one has higher arch support). Available in sizes 5-13, narrow to wide widths for $130 from Vionic Shoes, Zappos and Nordstrom.
Want to try out the trend without dropping a lot of money? The Cushionaire Sleeper MJ doesn’t offer much arch support, but it does have a memory foam insole and comes in wides! Available in plaid and solid colors, 6-11, medium and wide widths for $39.99 from Amazon.
Just lovely! Customer reviews are mostly positive for this modern square-toe Mary Jane by Linea Paolo, mainly due to soft leathers, real buckle and no gaping at sides while walking. Some reviews suggest ordering up a half size for best fit. Find a pair in sizes 5-11 for $129.95 from Nordstrom and Amazon.
A grown-up mary jane with a sophisticated slightly squared toe, delicate real buckle strap and even a little bit of arch support! The Cole Haan Bridge is available in sizes 5-11 for $68-113 from Nordstrom, Zappos and Amazon.
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I’ve worn the Dansko Fawna for years, and it comes in several basic colors. It’s more streamlined than a lot of comfort Mary Janes, and looks great with dresses, jeans, and dress pants. I wear mine all year long.