Skip to content

Home
Fashion
Shoes
18 Shoes That Don't Go Out of Style

18 Shoes That Don't Go Out of Style

By Alexis Bennett

Updated Mar 15, 2019 @ 11:30 am

Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.

Skip gallery slides

Christian Vierig/Getty Images

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.

VIDEO: Can You Tell the Difference Between $800 Chanel and $90 Ivanka Trump Heels?

Start Slideshow

1 of 18

L.K. Bennett Court Shoes

Max Mumby/Indigo/Getty Images

$236

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

Advertisement

Advertisement

2 of 18

Keds Kickstart

Josiah Kamau/Getty Images

$45

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

3 of 18

Gucci Princetown Slippers

Christian Vierig/Getty Images

$695

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

Advertisement

4 of 18

Christian Louboutin So Kate

Lee/Stewart/Gotham/Getty Images

$725

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 18

Ugg Classic Short II

David M. Benett/Getty Images

$110

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

6 of 18

Saint Laurent Tribute

SMXRF/Star Max/Getty Images

$895

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

Advertisement

Advertisement

Advertisement

7 of 18

Manolo Blahnik Hangisi Satin Pump

Patrick McMullan/Getty Images

$995

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

8 of 18

Dr. Marten's 1460

Marc Piasecki/Getty Images

$140

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

9 of 18

Roger Vivier Trompette

Gotham/Getty Images

$695

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.

Advertisement

Advertisement

Advertisement

10 of 18

Adidas Stan Smith

Christian Vierig/Getty Images

$60

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

11 of 18

Stuart Weitzman The Nudist

Gilbert Carrasquillo/Getty Images

$398

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

12 of 18

Nike Air Force 1

Marc Piasecki/Getty Images

$Starting at $90

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.

Advertisement

Advertisement

Advertisement

13 of 18

Hunter Original High Gloss Boot

HUNTERBOOTS/INSTAGRAM

$150

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

14 of 18

Jimmy Choo Lance

JIMMYCHOO/INSTAGRAM

$795

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

15 of 18

Reebok Classic Leather

REEBOK/INSTAGRAM

$61

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

Advertisement

Advertisement

Advertisement

16 of 18

Converse Chuck Taylor

Gotham/Getty Images

$55

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.

17 of 18

Castaner Carina

EMRATA/INSTAGRAM

$120

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.

18 of 18

Salvatore Ferragamo Vara Pump

FERRAGAMO/INSTAGRAM

$550

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

Advertisement

Advertisement

Advertisement

Up Next

By Alexis Bennett