Most Comfortable Mary Janes Ranked 1 to 10!

Barking Dog Shoes reviews and recommends the best footwear for people with various foot issues (as well as for women with average feet for whom comfort is a high priority).

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!

Before starting our list, here’s a quick video review of an affordable pair of Mary Janes that I bought a few weeks ago:

Kirsten reviews the affordable, stylish, real leather Mia Uliana. Find a pair in whole and half sizes 6-10 for $39.99-59.99 from NordstromAmazon and Zappos.

1. Taos Ultimate

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 FootwearZappos and Amazon.

2. Alegria Haylo

This is a new look for the foot-friendly Alegria brand. More streamlined and feminine than the popular Paloma and Belle Mary Janes, the Alegria Haylo features a 2″ wedge heel with 1/2″ platform, removable footbed with arch support and hook and loop closure (not real buckle). A solid option for those wanting all the comfort features of their traditional Alegrias, but with a dressier vibe. Available in sizes 5-12 for $120 from ZapposNordstrom and Amazon.

3. Vionic Uptown Mary Jane

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 VionicZapposNordstrom, and Amazon.

4. Stegmann Eva

For feet that crave the support, firm cushioning and shock absorption of a cork and latex footbed, the Stegmann Eva mary jane is for you! Got bunions? The roomy toe box and soft merino wool or leather uppers will not irritate sensitive toes. Available in sizes 6-11 for $150 from Stegmann USA.

5. Dr. Scholl’s Madison Jane

Cute, casual and comfortable–that’s the Dr. Scholl’s Madison Jane–featuring a platform sole of 1 1/4″, adjustable strap with real buckle and moderate arch support. Available in sizes 6-11 for $29.99-65 from Dr. Scholl’s Shoes and Zappos.

Dr. Scholl’s Madison Jane in action!

6. Fitflop Delicato Mary Jane

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 FitflopNordstrom and Amazon.

7. Vionic Alameda

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 ShoesZappos and Nordstrom.

8. Cushionaire Sleeper

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.

9. Linea Paolo Marley

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 NordstromZappos and Amazon.

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Barking Dog Shoes reviews and recommends the best footwear for people with various foot issues (as well as for women with average feet for whom comfort is a high priority).

 Kirsten Borrink reviews and recommends the best footwear for people with various foot issues (as well as for women with average feet for whom comfort is a high priority). She has reviewed more than 1,705 comfortable shoes since 2007.

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