The Five Most Comfortable Work Shoes to Buy for the Office

Tyler Joe

No one wants to struggle on their commute and then spend the entire workday in toe-pinching, heel-slipping, ankle-scarring heels. Whether you work in a creative field or on the more corporate side, comfort comes first—especially when there are emails to answer, meetings to attend, and errands to run. From the block heel to the ankle boot, shop the five most comfortable styles of work shoes to wear to your nine-to-five.

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1. The Cool-Girl Mule

Mules—whether minimal or intricately detailed—are easy slide-on shoes that feel virtually painless. With all the different iterations currently on trend, the options are endless; think block heels, flats, and more. Wear them with everything from sweater dresses and tailored trousers to turtlenecks and midi skirts.

Laguna Raffia Mule

This neutral raffia sandal will quickly become a comfortable go-to. With a walkable block heel and thick, padded straps, your foot will glide in and stay there sans heel flapping or slippage.

Gina Mule

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Mules come heeled or flat. Look to the latter for all-day comfort, but home in on elevated details for work attire, like faux-croc leather, a pointed toe, or bow-tie accents.

2. The Low-Heel Boot

Sky-high boots may create the height you desire, but often, the arch pain that you don’t. A low-heel boot will make life a bit easier when running back and forth from the office to the coffee counter all day. Kitten- and block-heel designs offer the perfect height for comfort, but also the leg-lengthening effects you love with a dress or pair of cropped trousers.

Derst Suede Ankle Boot

Isabel Marant

For Parisian ease done in polished suede, this luxe ankle boot will lead you out of the office and to a late dinner. 

Rastel Fashion Boot

Vince Camuto

Not all low-heel boots are ankle length. A mid-calf style is another versatile silhouette for pairing with midi hemlines, trousers (boot tuck, anyone?), or a power suit. Plus, an animal print guarantees high impact with solids, whether neutrals or vibrant colors.

3. The Mary Jane

Also known as doll shoes, Mary Janes provide comfort because of their incline and ankle strap. Modernized versions come in croc-embossed leather, suede, and heeled iterations. Wear them with anything from leather pencil skirts to A-line dresses.

Mary Jane Flat

Brother Vellies

This buttery-soft leather version of the Mary Jane from Brother Vellies is versatile with a flicker of whimsy—proof that rhinestones can, indeed, have a spot in the workplace.

Patent Mary Jane Pump

Nothing says polished like black patent leather, particularly Prada’s logo-accented Mary Jane design. Even more, this refined silhouette comes with an easy-to-walk-in block heel for a comfortable lift.

4. The Block-Heel Pump

Block-heel pumps are a classic nine-to-five shoe that will never steer you wrong. Thanks to sturdy heels, they’re easy to walk in without sacrificing style.

Baby Slingback Pump

Gucci’s slingback leather pump boasts a throwback quality with its squared toe and the label’s iconic horsebit hardware. Lean into the nostalgia by pairing it with a bow-tie blouse and flowing trousers. Or go more feminine in a midi dress with textured tights.

Belle Vivier Suede Pumps

Roger Vivier

A suede block-heel pump is a wardrobe essential. Roger Vivier’s signature oversize buckle detail ups the ante for a modern flair.

5. The Smart Sneaker

If you’re lucky enough to work in a creative field where strict dress codes are a thing of the past, look to the work sneaker. When worn with suiting separates, a knitted dress, or a stylish sweater and jeans, this beyond-comfortable shoe becomes desk appropriate.

Canvas Sneaker

Level up the look of a classic canvas sneaker at work by opting for one with velvet laces. The refined effect pairs effortlessly with dresses and separates of all kinds.

Marie Leather Sneaker

Whether with a tailored suit or fluid dress, The Row’s minimalist leather sneaker is the ultimate display of elevated ease at the office. Available in black or white, this one is a worthy investment that will go the distance in your wardrobe.

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The Five Most Comfortable Work Shoes to Buy for the Office
Source: Filipino Journal Articles