Shopping·7 min read

Comfy Shoes Chic Enough To Wear to the Office

comfy shoes for work
Design: theSkimm | Photo: Everlane, Madewell, M.Gemi, Ann Taylor
September 6, 2023

Products you buy through our links may earn us a commission. Oh, and if something's out of stock, oops, it was there (and all prices were accurate) at time of publication.

Achy feet, painful blisters, and pinched toes are all annoying little things that can get in the way of your productivity and your work day. That’s where we come in to help. We’ve curated a list of shoes that are so comfortable and chic you won’t have to do that thing where you swap your sneakers for heels before walking into the office. One less step to worry about. Phew.

Psst…for more recs to wear to work, when going out, and while at home, check out Fashion You’ll Actually Wear Week, our destination for affordable, stylish, and practical clothes.


A classic loafer with a trendy lug sole…

Chunky soles are all the rage right now — and this pair of loafers from Madewell gets the trend just right. They aren’t too thick or clunky, but they have the perfect amount of lift to provide extra support and add to your look. They have a cushioned sole and the leather is sourced from an organization that promotes sustainable environmental practices in the leather industry. ($158, Madewell)

Buy it

A minimal sneaker you can wear to meetings…

This tapered, lace-up tennis shoe from Everlane is super simple. There’s hardly any details to it since it’s completely monochromatic. The style is pretty sleek and lowkey, so if you’re looking for an option that’s safe enough to wear with dresses, trousers, and even suits, check these out. PS: If you’re in between sizes, they suggest sizing up. ($130, Everlane)

Buy it

A sneaker that’s designed for healthcare workers…

Twelve-hour shifts in the books? No problem. They have fluid-repellent uppers and laces, so they can be cleaned easily with basic wipes. Other perks that make them ideal for hospital workers: They’re built with super-grippy oustoles (to minimize any slipping), they’re squeak-resistant (so you won’t be waking patients up in the middle of the night), and they slip on easily (so if you get paged for an emergency, you can get them on quickly). They fit true to size, but if you typically wear a wide shoe, they recommend going up half a size. They also come in a ton of amazing colors. ($139, Clove)

Buy it

Everlane Glove Boots for a sleek and sophisticated look…

Under trousers, over tights, with jeans — these are super versatile and a solid addition to your shoe closet. With just the right amount of stretch to maximize comfort, these ribbed, sock-like boots are great for anyone who has to be on their feet during the day, but still wants to feel dressed up thanks to the heel. Each one is made from nine plastic bottles, so you can do good for the planet while you look your best at work. They come in black, toffee, and bone (think: off-white) — no one will notice if you happen to scoop up all three. ($150, Everlane)

Buy it
M. Gemi

A platform heel you can wear all day…

If you want to wear heels to the office, but also want something that’ll feel comfortable all day long, invest in this pair from M.Gemi. They’re made of a soft suede, have an adjustable buckle, and while the heel is a little under 3-inches, the platform is pretty level. Psst…from September 11–24, you can get 20% off sitewide with code THESKIMM20. ($248, M.Gemi)

Buy it

A sneaker-flat hybrid from Allbirds…

They’ve got the comfortable sole of a sneaker but the look of a loafer. This pair is made from Allbirds’ thermoregulating eucalyptus tree fiber for breathable, cushioned comfort. They’re lightweight and come in countless colorways. Just slip them on and go — and throw them in the wash if they need a quick clean. Psst…get $10 off an $100 order with code skimm923 from September 721. ($100, Allbirds)

Buy it

Contemporary knee-highs for an elevated look…

The square toe and curved block heel on these gorgeous Vagabond boots will add a touch of sophistication to any OOTD. Pair it with your favorite chunky sweater, and you’ll be your office’s best-dressed employee in no time. ($270, Nordstrom)

Buy it

Chelsea booties that are rain-friendly…

If you live in a snowier or rainier climate, this refined pair from Hunter is perfect for keeping your feet dry while still feeling sleek and stylish. They’re made of a glossy rubber and have pull tabs for easily slipping them on and off. ($165, Shopbop)

Buy it
Ann Taylor

Loafer slides if you’re looking for a funkier option…

You might already have the basics to your shoe collection for work and simply want to add something fun and different into the mix. This chocolate-colored loafer from Ann Taylor has a splash of plaid and gold-chain detailing. So if you’re feeling like you wear the same black outfit every day, grab these to change up your look. ($158, Ann Taylor)

Buy it
Banana Republic

Suede mules that are an autumn wardrobe staple…

Introducing the fall shoe we can’t wait to buy. These simple loafers are made with Italian suede and lined in leather. They’ll get even more comfortable with time, and are great if you love to wear dresses to the office but want a flat option instead of always wearing heels. ($180, Banana Republic)

Buy it

Slingback flats from FitFlop…

You can’t go wrong with a classic pair of black flats for work. This pair has bow detailing on the front and a secure slingback. Because this pair is from FitFlop, you know that they’re going to be the most cloud-like flats you’ve ever worn. They’re flexible, lightweight, and have soft, contoured footbeds for day-long support. ($130, FitFlop)

Buy it

Live Smarter

Sign up for the Daily Skimm email newsletter. Delivered to your inbox every morning and prepares you for your day in minutes.