20 Best Loafers to Elevate Your Style Across All Seasons

Your boots deserve a break.
collage of kendall jenner wearing vagabond shoemaker loafers.
Backgrid / Composite by Liz Coulbourn.

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Forget what you've been told: The best loafers aren't just part of your school or corporate uniform. Over the last few seasons, the classic silhouette has morphed into an edgier shoe option and we're here for it.

Sure, current styles stay true to the shoe's elementary school roots — and they still look the best with a classic pair of socks — but brands are mixing things up by opting for chunky lug soles, bold colors, and T-bar straps to make this preppy shoe go punk. Brands like Dr. Martens, Gucci, and Prada might be the first ones that come to mind when talking modernized loafers — since they were spotted multiple times in fashion week's street style shots — but you don't have to drop $$$ to get the look.

Celebs have also made a case for more affordable loafers that look just as good as their pricier counterparts. Take Kendall Kenner for example, who has been spotted multiple times wearing Vagabond Shoemakers Cosmo 2.0 penny loafers, which fall under the $200 price tag. Kendall's loafer of choice is on the more affordable site and also easy to shop via various retailers. They are available at Nordstrom, Free People, and even Amazon so you know they'll be arriving sooner rather than later at your doorstep.


If you've already selected some High Fidelity-inspired looks (all hail Zoë Kravitz!) that you want to recreate the rest of winter and beyond, make sure you add loafers to your styling staples (alongside a detachable collar, sweater vest, and pleated skirts). From the best chunky soles to some out-of-the-box colorful options, we've rounded up the best loafers on the market so you can transition into fall and give your boots a much-deserved break.

Wide Sole Loafers

You've seen chunky boots on everyone from BTS's Jungkook to Olivia Rodrigo, but if you want to dress up your 'fits while still jumping on the trend then consider wide sole loafer. The perfect contemporary classic.

Heeled Loafers

Heeled loafers are an instant classic. They feel both new and like they will never go out of style. What's more, you can find options at practically any heel height so you can always feel 100% comfortable.

Jeffrey Campbell Obsolete Platform Loafer

Ganni Buckled Leather Platform Loafers

Asos Design Signature Platform Heeled Loafer

Loafer Mules 

We know that the “best of both worlds” Hannah Montana reference is passé. But what better way to describe loafer mules? Not a mule, not a loafer, but both. It's like buying two pairs of shoes in one if you need to rationalize another purchase this month. 

Charles & Keith Rory Patent Platform Penny Loafer Mules

Free People Winston Platform Loafer Mules

Topshop Lana Leather Chunky Mule

Intentionally Blank Kowloon

Mary Jane  Loafers

Twee is back so you must consider adding some mary jane loafers into your outfit recipes, alongside peter pan collars and a-line dresses. 

Everlane The Mary Jane Loafer

Hereu Alber Sport Grained-Leather T-Strap Loafers

Reformation Abalonia Chunky Maryjane

Mutma Hadley Lugged Oxfords

Classic Loafers 

You can't beat a classic – especially if you want to avoid trendy silouttes. 

Bass Weejuns ‘90s Esther Loafer

& Other Stories Leather Penny Loafers

Sebago Classic Dan Loafer


You can't purchase loafers without adding some cute socks to your cart. Those are the rules. 

No Nonsense Crew Socks

Free People Staple Slouch Socks

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