Fashion Shoes 18 Shoes That Don't Go Out of Style By Alexis Bennett Updated on March 15, 2019 Pin Share Tweet Email Photo: 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? 01 of 18 L.K. Bennett Court Shoes Max Mumby/Indigo/Getty Images Buy Now Kate Middleton is a huge fan of these timeless shoes, which come in several colors and varying heights. 02 of 18 Keds Kickstart Josiah Kamau/Getty Images Buy Now Celebs can't resist this comfortable, classic sneaker. They're affordable, so feel free to stock up on multiple colors. 03 of 18 Gucci Princetown Slippers Christian Vierig/Getty Images Buy Now These iconic slides have been copied over and over again. But there's nothing like having the real thing. 04 of 18 Christian Louboutin So Kate Lee/Stewart/Gotham/Getty Images Buy Now 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. 05 of 18 Ugg Classic Short II David M. Benett/Getty Images Buy Now Ugg boots are basically the most comfortable thing created since the invention of the mattress. 06 of 18 Saint Laurent Tribute SMXRF/Star Max/Getty Images Buy Now Heel trends come and go, but celebs like Sofia Vergara are still strutting around in these sky-high classics. 07 of 18 Manolo Blahnik Hangisi Satin Pump Patrick McMullan/Getty Images Buy Now Carrie Bradshaw chose these as her "something blue" for her wedding. And they come in so many other chic colors. 08 of 18 Dr. Marten's 1460 Marc Piasecki/Getty Images Buy Now For an effortless yet stylish outfit, celebs always turn to Dr. Martens. The combat boots can make almost anything look cool. 09 of 18 Roger Vivier Trompette Gotham/Getty Images Buy Now 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. 10 of 18 Adidas Stan Smith Christian Vierig/Getty Images Buy Now These laid-back sneakers have been spotted on the feet of every trendsetter. 11 of 18 Stuart Weitzman The Nudist Gilbert Carrasquillo/Getty Images Buy Now Stuart Weitzman's Nudist heels offer a minimal design for a major impact. 12 of 18 Nike Air Force 1 Marc Piasecki/Getty Images Buy Now 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. 13 of 18 Hunter Original High Gloss Boot HUNTERBOOTS/INSTAGRAM Buy Now Glossy or matte, the best weather-proof boots to invest in are made by Hunter. 14 of 18 Jimmy Choo Lance JIMMYCHOO/INSTAGRAM Buy Now 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 Buy Now The name says it all. You can wear these timeless sneakers for years and years. 16 of 18 Converse Chuck Taylor Gotham/Getty Images Buy Now 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 Buy Now 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 Buy Now From Marilyn Monroe to Olivia Palermo, everyone loves Salvatore Ferragamo's classic designs, especially the bow-embellished Vara pump. Was this page helpful? Thanks for your feedback! Tell us why! Other Submit