Shopping·9 min read

15 Comfy Spring Shoes Under $100

comfy-spring-shoes
Design: the Skimm | Photos: Everlane, Urban Outfitters
February 21, 2023

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Spring is the perfect time for a closet refresh. If you’ve got a pair of last year’s sandals that are literally hanging on by a strap, we feel you. You’re loyal to your tried-and-true faves. But newsflash — you don’t have to sacrifice comfort to find a quality (and cute) pair of spring shoes at a reasonable price.

From sandals and flip-flops to sneakers and booties, we rounded up pairs you’ll actually wanna walk in (gasp). It’s time to give last year’s tired pair a toss.

block-heel-sandal
Nine West

A blush-colored block-heel sandal to elongate your legs…

For when you want to be comfortable, but also need a little lift. Enter: the block heel. It pairs just as easily with a sundress as a pair of jeans. This sandal will become your new go-to and comes in six colors, so grab two pairs while you’re at it. ($85, Nine West)

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casual-sandal
Easy Spirit

A casual sandal you could (probably) walk 50 miles in…

Just one glance at these, and you’ll know you’ve found the one. They’ve got thick straps that won’t cut into your feet no matter how swollen you may be feeling from the heat. Not to mention, the extra arch support guarantees that you’ll be able to move around all day long. They’re incredibly breathable and come in six different colors. Win-win. ($79, Easy Spirit)

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brown-leather-sandal
Amazon

Sam Edelman sandals that you can easily dress up or down…

We meet again, block heels. Consider these timeless shoes (with an ever-so-slightly trendy toe loop) a closet staple. Because brown goes with literally everything. Throw them on with a flirty skirt or a T-shirt and jeans. No matter what, you’ll look good and your feet will seriously thank you. ($63.95+, Amazon)

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bold-sandal
Amazon

A bold sandal with some hardware…

Slides are in. Bright colors are in. Choose the pink in these shoes, and you’ve married the two for one amazing footwear moment. Or you can opt for one of the more neutral colors if the chain is flashy enough for you. We won’t judge. No matter what you decide, these sandals have a padded insole to ensure you’ll be comfy all day. ($46.20+, Amazon)

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flip-flop
Amazon

A flip-flop made for walking (trust us)…

They might look like an average pair that won’t provide much arch support, but they’re not. They have air-foam cushioning and extra padding in high-impact areas like the heel and ball of the foot. Aka perfect for vacationing when you’re going from the beach to dinner in an instant (especially since they’re also waterproof). Customers say they ended up wearing them for hours and love how many colors they come in. ($31, Amazon)

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waterproof-slide
DSW

A go-everywhere waterproof slide…

Introducing a completely plastic version of the classic Arizona Birkenstock. It’s the lighter, waterproof alternative that’s perfect for trips to the pool or beach. Just don’t be surprised if they become your new fave shoe to slip on for a coffee or mailbox run. Customers rave about them, saying that their feet never overheat in these as compared to the leather ones. ($49.99, DSW)

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leather-sneakers
Everlane

A leather sneaker in a springtime lilac shade…

An instant classic, these old-school sneakers are made of recycled leather with minimal processing, so you’re doing some good for the environment too. They’ve got a durable rubber bottom for increased comfort when you’re trekking around. Customers report that they were comfortable right out of the box — no breaking in necessary. Huge win. ($44, Everlane)

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white-sneakers
Converse

A pair of no-fail, must-have white sneakers…

Is there anything better than a fresh pair of white Converse for spring? We think not. There’s nothing these canvas cuties can’t be paired with, but we rec matching them with a crisp pair of blue jeans. We’ve worn ’em and love that this style has more cushioning than the original Chucks. ($60, Converse)

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dr-martens-sandals
Amazon

Dr. Martens sandals that are incredibly versatile...

PSA: Docs make sandals. And they’re just as comfortable as their combat boots. These platform sandals are made with the same Goodyear welt that will hold up over years. The double straps are sure to keep your foot from sliding around as you walk. We like the spring-ready white, but they also come in black. BTW — customers say you might want to consider sizing down for a more secure and snug fit. ($73.55+, Amazon)

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chelsea-boot
Amazon

A Steve Madden Chelsea boot for chillier days…

Spring can be a little fickle, so it’s nice to have a boot or two in your arsenal. The chunky sole on these makes them trendy, but also comfortable. Grab the sand or white to be spring-ready. We love how easy they are to walk in despite the heel. (Seriously, we’ve tried them.) ($84.99+, Amazon)

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track-sneaker
Amazon

A track sneaker in a punchy color…

You heard it here first: Track sneakers are having a moment right now. Get ready to stand out in this stylish pair from New Balance in a colorway that literally embodies spring. There's a reason everyone’s wearing ’em: New Balance shoes are insanely comfortable. Plus, you can pair these with a dress and wear them out to dinner, since they’re so bright and cheery. ($77.97, Amazon)

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ballet-flat
Shopbop

A nude ballet flat that’s about as classic as it gets…

From the neutral hue to the delicate bow detail, these flats will never go out of style. You’ll find yourself pairing them with everything from your go-to denim to a breezy sundress. Plus, the buttery leather will keep your feet happy all day long. ($98, Shopbop)

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cowboy-boot
Urban Outfitters

A cowboy boot just begging to be paired with colorful dresses…

Think of this as the perfect transitional boot for spring. The white is particularly warm-weather appropriate, but they also come in brown for a more classic look. Cushioned insoles and a rubber bottom make them good for all-day wear. ($100, Urban Outfitters)

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black-chelsea-boot
Amazon

A black Chelsea boot that can go from the office to dinner reservations...

From the sturdy sole to the breathable lining, these are comfortable with a capital C. You can pair them with jeans, dresses, or skirts. They also come in tan and white if  you’ve got enough black boots in your closet. Plus, they’re waterproof, so not even spring showers can stand in your way. ($50.99+, Amazon)

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brown-bootie
Amazon

A SoCal-inspired brown bootie…

A surprising hero of spring? The brown bootie. These have dual zippers for pull-on ease and a stacked heel for comfort. Plus with the padded insoles, you’ll never wanna take ’em off. Psst…customers agree the toffee color is even better in person. Add to cart. ($88.70+, Amazon)

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