The 12 Best Leather Slip-On Shoes For Men
Slip-on shoes are a true summer style essential, but sometimes, they’re mistakenly pushed to the side of your summer footwear rotation as an afterthought. There are plenty of other styles out there when it comes to summer footwear, from suede chukka boots to classic canvas sneakers, but trust us when we say your wardrobe really isn’t complete without some leather slip-on shoes.
While slip-on shoes themselves come in all shapes and sizes, we’re totally about the versatility and wearability that a pair of leather slip-ons can add to your next summer style ensemble. Leather gives the slip-on silhouette an upgrade any way you look at it, whether the pair in question is a casual pair of slip-on sneakers or a refined pair of slippers to wear with slim chinos and a navy polo.
As the style world gets ever more casual, it pays to keep putting some thought into your footwear, and leather slip-ons (the kind that are at home with tan chinos or olive cotton shorts) are the right way to go about upgrading your wardrobe in a way that’s quick and easy. We bet you’ll have trouble picking just one pair from our favorites below.
Tecovas The Monterrey Leather Slip-On
Dress to the nines and stay beautifully comfortable in these slip on shoes by Tecovas. The Monterrey is hand-crafted using a lustrous leather upper joined to the one-inch stacked leather heel using Blake stitch construction, with the stitches hidden inside the shoe so you only ever see a smooth finished product.
The shoes maximize comfort by adding both a padded leather insole and an interior heel grip made of suede leather that will make sure your feet never slip or slide around inside. Thanks to the addition of rubber into the leather sole, you’ve got ample traction no matter how far you walk or what terrain you encounter on your way.
Amberjack The Loafer
Amberjack’s The Loafer is just the casual weekend shoe your outfit has been missing. Cut in the laid-back loafter style, they’re the perfect pair of shoes to throw on when heading out for drinks with your partner or off to visit friends for a few hours.
Built using vertically sourced A-grade full grain leather from American steer, a dual-density TPU outsole, heat-activated foam for arch support, and a cloud-soft inner lining of sheepskin, they strike an excellent balance between versatility, comfort, and good looks. Once you slide them on your feet, you’ll see there’s a good reason GQ called them, “the world’s most advanced dress shoes”.
OluKai Lae‘ahi Lauhala Slip-On
Bring a bit of island comfort into your home on the mainland with OluKai’s Lae‘ahi Lauhala Slip-On. The leather upper is woven using the same pattern Hawaiian islanders use to craft their lauhala mats, giving you sturdy protection without sacrificing breathability or flexibility.
The anatomically contoured footbeds are inspired by the sandy beaches of Hawaii, giving you excellent support and cushioning for all-day comfort. Thanks to the Wet Grip Rubber outsole, you’ve got traction even if you’re walking down the sidewalks of Waikiki on a rainy afternoon. You won’t find many more comfortable slip-on shoes anywhere.
L.L. Bean Mountainville Leather Slip-On Shoes
There’s something wonderfully subtle about these low-key leather slip-on shoes by L.L.Bean. Maybe it’s the casual look, the low profile, or the way they pair nicely with jeans, chinos, and shorts. Or, it might be the broken-in feel that makes them insanely comfortable right out of the box.
No stiff leather or long wear-in period—just slide them on your feet and get strolling. You’ll fall in love with the supportive, well-cushioned footbed and the shoes’ lightweight feel. Your weekend outings are about to get a whole lot comfier and more stylish.
Mohinders Woven City Slippers
Mohinders’ City Slippers are more than just a pair of shoes—they’re a way you can support fair wages for artisans and entrepreneurs in rural India. Each pair of slippers is hand-woven into the “cavani” style commonly used in India to build shoes, crafted by skilled laborers in the village of Athani.
Only the best quality full-grain water buffalo leather is used for both the woven upper and the midsole. Eco-friendly goat leather lines the footbed to provide both cushioning and traction for your feet. The outsole is made using natural crepe rubber, perfect to use in hot-weather conditions. Finally, everything is hand-oiled using propolis, beeswax, and plant-based oils to both ensure the slippers’ longevity and make each pair utterly unique and gorgeous.
Astorflex Patnoflex
The best example of the ways in which today’s slip-on shoes are anything but average? Particularly when it comes to leather slip-on shoes, the Astorflex Patnoflex is Exhibit A for laidback, yet polished style and seriously high-quality construction. These are leather slip-ons you could even wear with a navy seersucker suit if you felt so inclined.
SeaVees Hawthorne Leather Slip On
Naturally, slip-on shoes are well-suited as a way to switch things up from lace-up sneakers. Meet the easy-on, easy-off SeaVees Hawthorne Leather Slip-Ons, an essential part of the SeaVees rotation now done up in a rugged, cool brown leather. They’ll sit just right beneath a pair of rolled olive chinos with a crisp white T-shirt.
Nisolo Alejandro Slip On
We talked earlier about how slip-ons are getting unexpected — and unexpectedly dressy — updates, and that’s perhaps no more true than with the innovative, sustainable Nisolo Alejandro Slip On. The rich Brandy leather and ethical construction are two winners from our perspective — we think you’ll feel the same way. Kick back with tan shorts and a breezy white polo while wearing these.
Johnston & Murphy McGuffey Slip-On
You know Johnston & Murphy as makers of some of the best and most affordable men’s dress shoes on the planet, and they’ve done quite the number on the slip-on shoe market with the accessible McGuffey Slip-Ons. Step into these when your workday is done and you’ve taken off your J&M dress shoes — the tan leather provides style points, while the cushioned insole offers up plenty of comfort.
Nisolo Alejandro Woven Slip-On
The Nisolo Alejandro Slip-On as shown earlier gets quite the update here, one of the woven variety for breezy spring and summer style. Handwoven from vegetable-tanned leather at Nisolo’s lauded factory in Leon, Mexico, these are yet another pair you can wear with tailored dress pants, if you feel so inclined.
Vans Perf Leather Slip-On
If there’s one brand that’s known for cool shoes, it might be Vans — the checkerboard slip-ons for which the brand has gained notoriety immediately come to mind. But the Vans Perf Leather Slip-On offers a new way to wear sneakers from this iconic brand, one that’s more suited to pair up with slim navy chinos and a cool tee than with shorts (although we think you need both types). Snag ‘em for the low price of $60 now.
Converse Chuck Taylor All Star Leather Slip On
When you think of Chuck Taylor, we’d wage we know what comes to mind — the legendary’s brand’s high-top sneakers, and perhaps a pair you’ve owned and worn for years. Consider shaking things up a bit by adding the Chuck Taylor All Star Leather Slip On to your rotation when you’re sick of wearing your high-tops (if such a thing is possible). Break out the black jeans and a textured slub tee.
Sabah Slip-On
The thing with some slip-on shoes is that they don’t have enough traction or construction to stand up to long-lasting wear — that’s not the case with these, which blend handsome and rugged leather with a rubber sole. The end result is all-day versatility and the kind of reliability you only get from shoes handmade with care.
Disclosure: Clicking on these links and making a purchase may earn us a small referral fee, at no extra cost to you. Learn more here.