The Best Men’s Leather Slip-On Shoes For Any Outfit

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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 or fall 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.

Astorflex Patnoflex

Astorflex Patnoflex

The Astorflex Patnoflex Loafers are built to be worn not only around the house, but also out on the town. Handcrafted by shoemakers in Northern Italy using time-tested traditional methods and premium-grade leather up, they’re built to be the ideal weekend companion no matter what you’re doing.

The undyed leather lining adds a bit of warmth while also protecting your feet against friction, and the ergonomic footbed molds to the shape of your foot over time to deliver maximum comfort with every step. The addition of a rubber heel maximizes traction and guarantees he can stride as confidently down city streets as he does his own bedroom. Pair it with light-colored jeans, chinos, linen slacks, or even shorts because they match with pretty much everything.

Price: $198

Frye Chris Venetian Slip-On Leather Loafer

Frye Chris Venetian Slip-On Leather Loafer

Sleek, streamlined, and suitable for work and play, the Frye Chris Venetian Slip-On Leather Loafer makes a wonderful addition to your wardrobe. Made from either a water-resistant waxed suede leather or oiled vintage leather, the slip-on loafers can hold up to more rigorous use and inclement weather.

The blend of leather and rubber in the outsole offers great traction and a bit of added cushioning when you’re walking down the street or through the mall. Thanks to the leather lining, your feet will have great grip on your shoes and the fit will grow more comfortable with every wear as the shoes conform to your foot’s unique shape. The supple feel and glove-like fit will make them an instant favorite.

Price: $228

Tecovas The Monterrey Leather Slip-On

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.

Price: $185

Samuel Hubbard Rafael Slip-On

Samuel Hubbard Rafael Slip-On

Strut your stuff in style with the Samuel Hubbard Rafael Slip-On. The upper is made using a mixture of ultra-soft premium leather and nubuck leather, with an inner lining of leather with a bit of microfiber to reduce friction and improve breathability.

The twin gore integrated into the upper makes them easy to slip on and off without compromising their grip on your feet. Bigger, heavier guys (like me) will love the triple-density insoles, which offer good arch support and decent cushioning. Their shock-absorbing outsole is flexible enough you can use them to stroll down the city streets or run to catch the train, and the leather welt detailing offers impressive durability. Best of all, each pair is handcrafted in Portugal to guarantee durability and elegance.

Price: $225

Adelante The Viento Leather Loafer

Adelante The Viento Leather Loafer

For those hot summer days when you can’t imagine trapping your feet in stuffy shoes, The Viento Loafer by Adelante is exactly what you want. The leather is tough but incredibly lightweight, with integrated ventilation that will keep your feet cool and comfortable. The addition of a stacked leather heel delivers highly adaptable support and comfort, and with every wear, the shoes will grow more adapted to your feet.

With the high-density memory foam insoles, you’ll find you can stride comfortably for hours without feeling the fatigue. For those who care about sustainability and manufacturing ethics as much as durability and affordability, you’ll be thrilled to know each pair of these shoes is ethically made and handcrafted in Guatemala.

Price: $225 $180

Oliver Cabell Ellis Slip On

Oliver Cabell Ellis Slip On

Need to run an errand in a hurry and can’t be bothered with shoelaces? The Oliver Cabell Ellis Slip On are built to be the ultimate driving shoe, perfect for racing out the door and zooming through the supermarket aisles in a hurry. The rubber outsole will be beautifully grippy on any supermarket, mall, or bank tiled floor, and will offer great traction on wet sidewalks and sandy boardwalks.

Thanks to its full-grain leather upper, it looks gorgeous and holds up to daily use. The Italian calfskin and Arneflex microfoam footbed will deliver good comfort for your feet while the calfskin leather lining ensures the shoes stay snugly fitting on your foot. Made with the finest Italian materials and craftsmanship, they’re a shoe that will last you for years to come.

Price: $179

Amberjack The Loafer

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”.

Price: $179

OluKai Lae‘ahi Lauhala Slip-On

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.

Price: $165

L.L. Bean Mountainville Leather Slip-On Shoes 

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.

Price: $85+

Mohinders Woven City Slippers

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.

Price: $165

SeaVees Hawthorne Leather Slip On

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.

Price: $135

Johnston & Murphy McGuffey Slip-On

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.

Price: $129

Nisolo Alejandro Woven Slip-On

Nisolo Alejandro Woven Slip-On 2.0

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.

Price: $190

Peter Millar Excursionist Nubuck Venetian Loafer

Peter Millar Excursionist Nubuck Venetian Loafer

For those days spent boating and yachting, you’ll find no loafer better than the Peter Millar Excursionist. The Venetian style is eye-catching and perfect for matching to your Bermudas or chino shorts and collar shirt, but don’t believe for a minute that the shoes prioritize form over function. Quite the opposite, in fact—these loafers are built using a tough water-resistant suede leather that will shrug off ocean spray with ease.

You can wear them out on the water confident that at the end of the day, you can simply brush them off and they’ll look as good as new. They’ve even got a tread specifically designed to maximize traction on a wet or slippery boat deck.

Price: $250

Vans Perf Leather Slip-On

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 $65 now.

Price: $65

Converse Chuck Taylor All Star Leather Slip On

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.

Price: $65

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