The 15 Most Comfortable (and Stylish) Shoes for the Workplace

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The love-hate relationship with uncomfortable shoes must come to an end. Between the pinching, blisters, and endlessly replacing that one bandage on the back of your heel, why do we put up with it? It’s like a toxic ex. And when it comes to a 9-to-5, no one has time to put up with this complicated love affair. For commuting or coffee runs, finding comfortable work shoes that don’t compromise on style is vitally important. It’s also a tall order, but don’t lose hope yet. From metallic sneakers to mary jane flats, I’ve rounded up the best picks of the season so you don’t have to.

I couldn’t have done it without a little help from an expert, so I tapped Melinda Robertson, CEO of Scanlan Theodore Americas, who knows a thing or two about building a brand that dominates workwear. This season, Robertson is loving pointed toes, slingbacks, upscale sneakers, and sleek sandals. She calls this, “the perfect assortment for a polished and versatile work shoe wardrobe.” Regarding versatility, Robertson recommends looking for workplace shoes that allow easy movement throughout your day. For example, kitten or block heels tend to be a better choice than stilettos. “Bonus points if a pair can take you from desk to dinner with ease!,” she says.

The time has come to break up with uncomfortable shoes for good. Your job is painful enough as it is. Read on for 15 pairs of comfortable work shoes you’re sure to fall in love with.

Jada Slip-On Woven Bow Flats

Flats have made a huge comeback this season, and this Freda Salvador pick proves exactly why. These shoes go with just about anything, and the woven detail adds a little something to take your look up a notch.

Sizes: 5-11

Colors: Blue, Brown, Black

Customer review: “I love these. They’re so versatile, and they’re breaking in really nicely. I own probably 15 pairs of Fredas and these are among my favorites.”

Rife Shimmer Silver Cream Leather Sneakers

The metallic trend is still going strong, and I’m not angry about it. This sneaker is perfect for a more casual workplace look and will double as a fun weekend option.

Sizes: 35-41

Colors: 22 options

Customer review: “I’ve been looking for the longest time for silver metallic shoes and immediately purchased these. For a leather shoe, they are extremely comfortable to the point where I walked miles in them and never felt any discomfort.”

Adrian Tassle Loafer

As a proud owner of these gorgeous loafers, I can’t say enough good things about them. I constantly find myself reaching for them because they go with anything I throw on—jeans, slacks, dresses, you name it. A forever staple in my wardrobe.

Sizes: 5-12

Colors: Black, Red

Customer review: “Awesome shoes first off. I use them for work, on my feet all day, and they are comfortable.”

Slingback Kitten Heel

Chic? Check. Comfy? Double check. Only $63? I’m sold.

Sizes: 6-11

Colors: 20 options

Customer review: “Surprisingly very comfortable. These heels have soft padding in the sole of the shoe near the toes. Perfect heel size and easy to walk in.”

Dancerina Flats

If you want the designer look without paying for it, these Jeffery Campbell flats are for you. The silhouette is simple without being boring. These are perfect if your style leans understated.

Sizes: 6-10

Colors: Beige, Navy, Silver, Black

Customer review: “So soft and comfortable!!!”

Cherish Leopard Slingback Pumps

How could I not throw a cheetah print YSL slingback in the mix? Animal print is here to stay, and I simply can’t think of a more gorgeous shoe to keep the trend alive.

Sizes: 5-11

Colors: Multi

Onya Ankle Boot

Say hello to the boot of your dreams. Made of pliable and glove-like stretch leather, these shoes contour to the shape of your foot for maximum comfort. Plus, the kitten heel makes for easy walking.

Sizes: 5-11

Colors: Black

Elan Sneakers

These Gola sneakers come in so many colors that it was hard to choose my favorite. You can’t go wrong with any of them. These kicks will add a little pizzazz to anything you throw on and provide extra support and comfort while they’re at it.

Sizes: 5-11

Colors: Orange, Yellow, Blue, Pink, Green

Customer review: “I get a ton of compliments when I wear these shoes...Very comfortable too!”

Fantasy Black Venice Calf Boots

They aren’t named the ‘Fantasy Boots’ for nothing. The square toe won’t squish your toes, and the heel is the perfect height to add a spice to your outfit without making walking an impossible task.

Sizes: 5-11

Colors: Black, Cream, White, Dark Brown, Rust

Customer review: “Stunning boots! Super comfy, great heel height. I found these to be true to size. I love my boots and can wear them with so many different outfits. So happy I got them.”

Slingback Pump in Leather

Modern but classic, this pick from Theory will be a great addition to your work wardrobe. The back strap is crafted from smooth leather and built with elastic, so this shoe moves with you instead of against you.

Sizes: 35-41

Colors: White, Black

Customer review: “These shoes are super cute and comfortable for all-day wear!”

Lianna Bit Easy Weejun

These loafers are here for the long haul. Made of genuine leather, water-resistant, and built with a flexible outsole, it’s an understatement to say these are durable. You’ll wear these over and over without a second thought.

Sizes: 5-11

Colors: Brown, White, Black, Red

Customer review: “One that you will wear for many years to come. Fit is true to size and they are comfortable right out of the box. Invest in this classic, you won’t regret it.”

Raffia Cro Slide

Sandals can be tricky for the office, but I think these are a great warm-weather option for those in a workplace where open toes are allowed. They’re constructed with a puffed footbed for optimal comfort and adjustable velcro straps for a universal fit. You’ll never want to take these off.

Sizes: 5-11

Colors: Black

The Row Zipped Boot I in Leather

There’s a reason these boots are among ELLE editors’ faves. The rubber sole provides tons of cushion and makes it feel like you’re walking on clouds. Plus, the zip-up feature makes them easy to wear.

Sizes: 35-42

Colors: Black

Retro Court Sneakers

Casual Friday never looked so good. Elevate this look with a sundress or pair of slacks, and you have the perfect comfortable outfit for the office.

Sizes: 5-10

Colors: White, Black, Cream

Customer review: “I have purchased many of the Rag & Bone sneakers and love them all. This Retro court Sneaker, however, is by far the most comfortable sneaker of all and it is super cute!”

Wilde Black Penny Loafer

Everyone needs a pair of timeless loafers in their footwear rotation, and this pick from Duke + Dexter is a fantastic option. Classic, timeless, and comfortable—what more could you ask for?

Sizes: 5-10

Colors: Black

Meet the Experts

Melinda Robertson is CEO of Scanlan Theodore Americas, a luxury apparel brand that specializes in elegant workwear.

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