This Nostalgic Shoe Is Back And As Cool As Ever

Amazon, Zappos
New Mary Janes from Naturalizer, Sofft and Frye

Variations of the Mary Jane shoe have been a style staple since the early 1900s. Their popularity and silhouette has changed a lot over the years (they’ve been a formal style for little kids, a go-to shoe for 1920s flappers and 1960s mod squads, and chunky-soled must-have for late ’90s trendsetters, among many others) but the overall message is clear: this strappy style is here to stay. And seeing as it’s been on a major trend upswing for the past several years, it should come as no surprise that your trusted one-stop retailer, Amazon, has made it easier than ever to snag a pair.

So whether you’re looking for your first pair or adding to your collection, read on for a list of our current favorite ways to hop on board the Mary Jane train.

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1
The anything-but-basic starter shoe

I know many people (myself included) who own at least one pair of Sam Edelman’s Michaela flat, and there’s a very good reason for that: It’s a flat, so it can be dressed up or down and comfortably worn from day to night; it has a nicely balanced square toe that’s on-trend but still very understated; and it comes in so many color and material combinations that you’d be hard pressed to pick just one. The brand also does a version with studs, and one with a ruched throat.

2
Amazon
A Y2K comeback
Put me in a babydoll dress, tie a flannel shirt around my waist, and transport me back to an open mic at a coffee house in 1999, and these chunky Dr. Martens Mary Janes are the shoes I will be wearing. That said, they’re also an excellent addition to any of the ‘90s looks that are being rehashed today, so you can add to cart without worrying about a time machine.
3
Zappos
An off-white Mary Jane with a little bit of height

If you’re in the market for just a hint of a heel, try these this affordable pair from Sofft that one reviewer said was “comfortable even with [their] bunions.” They’re lined in leather and have a rubber midsole for added traction. The circular brass buckle adds a classic touch.

4
Frye
An all-leather option with a cool double strap

A sister style to the beloved Carson ballet flat, this double strap Mary Jane is constructed with Frye’s signature leather and Western-inspired hardware for a look that’s a little bit offbeat but still elegant.

5
An unassumingly avant-garde pair
From a distance, these Franco Sarto Mary Janes look like a basic flat, but closer inspection reveals a sharply defined square toe and a sculptural, slightly elevated (0.75”) heel that add interest and utter chic-ness without being over-the-top. They also come in 15 different color/material combos from subtle to showy, depending on how much you want to stand out from the crowd.
6
Amazon
The classic silhouette with a twist

We’re enjoying this inventive take on the Mary Jane silhouette, with an open back that makes the style feel more like a mule. It’s made from faux leather and boasts and ever-so-slightly squared off toe.

7
A very comfortable, very washable option
My Rothy’s Mary Janes are currently in heavy rotation, but that particular style isn’t on Amazon yet (though you can get their best sellers) — which actually isn’t a problem, because I may actually like this VIVAIA pair more. Much like the fantastically comfortable flats we’ve already raved about, this strappy pair is a pleasure to wear, is washing machine-friendly, and comes in a bunch of great colors and prints.
8
A rounded toe version that’s still grown-up

Round toe Mary Janes are a little-girl classic, but this simplest of styles, when done right, can look great on ladies too. Case in point: This understated shoe from Steve Madden, whose softly rounded (but not bulbous) toe and delicately narrow strap make it minimalist-chic must-have.

9
One of many fun designer lookalikes

Down to the soft-V high throat, medium strap width, and distinctly shaped double buckle, these fishnet Mary Janes are shockingly similar to these Alaia’s. If you’ve got $900 burning a hole in your pocket, by all means go with the designer version. But especially since mesh isn’t easily classified as “timeless,” I’ll take the pair that costs $60, thank you very much.

10
Another beautiful runway-esque pair

Another designer lookalike (this time reminiscent of Phillip Lim), these flower-embroidered mesh Mary Janes aren’t as faithful to the original as the pair above, but they are just as cute — in fact, I think delicate, ballet slipper-esque strap makes me like them even more than their pricier counterpart. I also really like that they’re 1/10th the price.

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