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The 11 Most Comfortable Mary Jane Shoes You’ll Wear on Repeat
Never compromise style for comfort with these.
Among all the shoes in my closet, none has won me over quite like the timeless Mary Jane. As someone who takes pride in an extensive shoe collection, this feminine style is the crown jewel of my wardrobe. It was the first shoe to truly capture my heart, and it’s now the most worn style in my arsenal. Once considered a conservative classic, it has made a stylish comeback, thanks to viral trends like balletcore, quiet luxury, ladies-who-lunch chic, and even sporty streetwear aesthetics. From ballet flats to sneakers, loafers, platforms, and block heels, Mary Janes effortlessly adapt to every style preference.
Mary Jane shoes have taken the footwear world by storm, and every brand has its own interpretation of the ladylike shoe. From Sézane to Christian Louboutin, there’s truly something for every kind of style at every budget. With that in mind, I’ve tried on dozens of Mary Jane styles over the last year and searched high and low on the internet for reviews to make sure you have the most comfortable options available. So, whether you’re looking for a chic everyday shoe or a statement piece for a special occasion, the wide selection of Mary Janes ahead will never have you compromising comfort for style.
Never struggle to get your shoes on again. This pair snaps on and off, so you don’t have to fidget with the straps or pull to get them on.
Colors: Black, White, Red
Sizes: 5-11
Material: Patent leather upper, man-made leather lining, leather footbed, rubber outsole
Customer review: “Lovely shoes! Very nice style but also very comfortable too.Look great with trousers or dresses.”
At first glance, these Larroude shoes might not seem exceptionally comfortable, but they truly are. The leather molds to your feet as you wear them and requires virtually no break-in period, allowing you to don them straight out of the box.
Colors: Black, Silver, Ivory
Sizes: 5-11
Material: Mirror Synthetic
Customer review: “I already had these in silver, so I had to get them in black too. You can walk in these all day!”
Add these polished camel-hued Mary Jane high heels to your wardrobe for a stylish yet comfortable option. The strap keeps your foot secure, while the platform under the ball of the foot provides extra cushioning, making them comfortable to wear all day.
Colors: Camel, Black, Red, Beige
Sizes: 5-11
Material: Patent goatskin leather, sheep leather, rubber
Crafted from sleek black leather and adorned with gold-tone studs, these flats make a statement while remaining versatile enough for everyday wear. Designed with comfort in mind, they feature a cushioned footbed and durable sole, perfect for all-day styling. Whether paired with casual denim, tailored workwear, or a chic dress, the Reyes studded flats add a touch of sophistication and attitude to any outfit, making them an all-season wardrobe staple.
Colors: Black
Sizes: 6-11
Material: Leather
Customer review: “I am not usually a ballet flat girl but something about the square toe of these is really changing my mind. I absolutely love the fancy, delicate buckle, they are also surprisingly comfortable! I know they will break in beautifully.”
Kenneth Cole New York Jasper Mary Jane Ballet Flat
Incorporating a leopard-print Mary Jane into your shoe collection is an effortless way to elevate your everyday outfits. This bold yet versatile pattern adds a touch of personality to even the simplest ensembles into standout looks.
Colors: Leopard, Chocolate
Sizes: 5-9
Material: Suede; man-made lining, thermoplastic sole
To start the new year on the right foot, I decided to splurge on a pair of Mary Janes, and I can safely say these were worth every penny. Not only do they look absolutely beautiful—no matter what I’m wearing—but I’ve walked down 30 blocks comfortably in them since the chunky block heel evenly distributes your weight.
Colors: Black, Leche
Sizes: 5-12
Material: Leather
These cherry-red Mary Jane flats from Charles & Keith exude a luxe appeal that belies their price. For under $60, you get a design that looks and feels like it should cost three times as much.
Colors: Cream, Red, Black
Sizes: 5-11
Material: Natural PU
Renowned for its exceptional craftsmanship, Prada’s Mary Jane pumps are a stylish and versatile wardrobe essential. Offering a luxe update to the classic design, the perforated detailing adds a vintage-inspired twist.
Colors: Black
Sizes: 6-11
Material: Leather
Carel’s iconic shoes boast a rich history, embodying Parisian elegance since the brand’s inception in 1952 with the Mary Jane as one of its primary styles, so you know they stand the test of time. The Carel Mary Jane has been seen on It Girls around the world, like Alexa Chung, Em Rata, and Clara Luciana.
Colors: Light Blue
Sizes: 6-10
Material: Leather and denim
The demure Mary Jane gets a little edgy in this loafer version that boasts Reformation’s sustainable ethos, so you won’t just look good in these; you’ll feel good about them, too!
Colors: Black
Sizes: 5-11
Material: Leather
You’ll feel like you’re wearing slippers in these Mary Janes because that’s what the brand Birdies is famous for. Add a touch of nostalgia to your wardrobe with this black velvet shoe that blends the look and comfort of a ballet flat and the elegance of a traditional Mary Jane.
Colors: Black, Hot Pink
Sizes: 5-11
Material: Velvet with an anti-bacterial satin lining.
Customer review: “The shoes are so well made. Extremely comfortable and have a beautiful appearance.”
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Additional market by Vanessa Powell.
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