18 Shoes That Don't Go Out of Style

By Alexis Bennett
Updated: Mar 15, 2019 @ 11:21 am
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Sure, I love the chunky sneakers that it feels like everyone is wearing right now, but who knows if I'll feel the same way next year — or even a month from now. I've said it once, and I'll say it again: You'll never regret investing in a classic. You know, the shoes that you can wear season after season because they'll never go out of style.

Classic doesn't have to mean expensive; there are some moderately priced styles well under $100. See for yourself in the roundup below.

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L.K. Bennett Court Shoes

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$236 LK Bennett SHOP IT Opens a new window

Kate Middleton is a huge fan of these timeless shoes, which come in several colors and varying heights.

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Keds Kickstart

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$45 Keds SHOP IT Opens a new window

Celebs can't resist this comfortable, classic sneaker. They're affordable, so feel free to stock up on multiple colors.

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Gucci Princetown Slippers

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$695 Gucci SHOP IT Opens a new window

These iconic slides have been copied over and over again. But there's nothing like having the real thing.

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Christian Louboutin So Kate

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$725 SHOP IT Opens a new window

Christian Louboutin has created a ton of classic heels. The Degrastrass Clear Embellished pump ($1,095; nordstrom.com) worn by Yara Shahidi is a new design that's sure to go down in history. But if you're looking for a tried and true option, you can't go wrong with the So Kate.

5 of 19

Ugg Classic Short II

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$110 UGG SHOP IT Opens a new window

Ugg boots are basically the most comfortable thing created since the invention of the mattress.

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Saint Laurent Tribute

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$895 Saint Laurent SHOP IT Opens a new window

Heel trends come and go, but celebs like Sofia Vergara are still strutting around in these sky-high classics.

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Manolo Blahnik Hangisi Satin Pump

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$995 SHOP IT Opens a new window

Carrie Bradshaw chose these as her "something blue" for her wedding. And they come in so many other chic colors.

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Dr. Marten's 1460

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$140 Dr. Martens SHOP IT Opens a new window

For an effortless yet stylish outfit, celebs always turn to Dr. Martens. The combat boots can make almost anything look cool.

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Roger Vivier Trompette

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$695 Roger Vivier SHOP IT Opens a new window

It's said that Roger Vivier created the first stiletto back in the '50s. The signature metal buckle on the brand's designs is undeniably iconic.

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Adidas Stan Smith

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$60 Adidas SHOP IT Opens a new window

These laid-back sneakers have been spotted on the feet of every trendsetter.

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Stuart Weitzman The Nudist

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$398 Stuart Weitzman SHOP IT Opens a new window

Stuart Weitzman's Nudist heels offer a minimal design for a major impact.

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Nike Air Force 1

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Starting at $90 Nike SHOP IT Opens a new window

Air Force Ones have been a hit since they were created back in 1982. Even fashion stars like Bella Hadid, (wearing a design in collaboration with Ricardo Tisci) can't say no to a pair.

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Hunter Original High Gloss Boot

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$150 Hunter SHOP IT Opens a new window

Glossy or matte, the best weather-proof boots to invest in are made by Hunter.

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Jimmy Choo Lance

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$795 Jimmy Choo SHOP IT Opens a new window

This strappy heel is a red-carpet hero that also looks cute with a pair of jeans.

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Reebok Classic Leather

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$61 Reebok SHOP IT Opens a new window

The name says it all. You can wear these timeless sneakers for years and years.

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Converse Chuck Taylor

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$55 Converse SHOP IT Opens a new window

High-top or low, this iconic shoe deserves a place in your closet. You can wear Chuck Taylors for casual outings on the weekends, but I've also spotted stars wearing them on the red carpet.

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Castaner Carina

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$120 Castaner SHOP IT Opens a new window

The most iconic espadrilles out there are actually pretty affordable. Pippa Middleton and Emily Ratajkowski are just a few of the brand's celebrity fans.

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Salvatore Ferragamo Vara Pump

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$550 Salvatore Ferragamo SHOP IT Opens a new window

From Marilyn Monroe to Olivia Palermo, everyone loves Salvatore Ferragamo's classic designs, especially the bow-embellished Vara pump.

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