10 Best and Most Comfortable Oxford Shoes for Men 2025
<p>The history of Oxfords is a long, prestigious, and slightly hazy one. The <a href=”https://www.esquire.com/style/mens-accessories/g40515808/best-dress-socks/” target=”_blank”>dress shoe</a> style, recognizable by its closed lacing system with eyelets stitched directly to the vamp (thus making it look tighter and more formal than, say, a <a href=”https://www.esquire.com/style/news/g2713/10-dress-shoes-need-to-know/” target=”_blank”>brogue</a>), draws its roots from none other than Oxford University, where, in the 1800s, it was reportedly (aptly) named by students. Other histories cite that the style was created by Prince Albert, but no matter how you look at it, the story ends up the same: these are a damn elevated, <a href=”https://www.esquire.com/style/mens-fashion/g34496573/best-loafers-men/” target=”_blank”>dressy shoe</a>.</p><p>Whether you’re going for a classic look, a wingtip or a cap-toe, the right pair of Oxfords should be something that <a href=”https://www.esquire.com/style/mens-fashion/g26414563/best-work-pants/” target=”_blank”>ties your look together</a>, brings you a step up from “put-together” to “absolutely, indisputably polished.” For your next <a href=”https://www.esquire.com/style/mens-fashion/g14759740/best-tuxedo-shoes/#” target=”_blank”>formal occasion</a>, shop the 10 best Oxfords below.</p>” data-next-head/>
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Dior
Anthony Veer comes in with a slim, sleek, and affordable pair of Oxfords that you don’t want to pass up. Aside from being classy and comfortable, these are effortlessly elegant, with a rubber outsole.
Colors
Black, Chocolate Brown, Oxblood
Sizes
7-14
Materials
Leather
Pros
Zigzagged edge on cap toe
Timeless look
Cons
Limited color options
As with most categories of menswear, you can turn to J.Crew for a damn good pair of Oxfords, too. These are a timelessly elegant style, designed to look as good as they feel, down to the very last detail.
Colors
Black
Sizes
7-13
Materials
Leather
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Oxfords are inherently dressy, but Dior kicks it up another notch with a smooth, shiny style in polished black leather. These are sleek and elegant, with a subtle embossed logo, Blake stitching for longevity, and an appearance that makes any suit look that much more sophisticated.
Colors
Black
Sizes
5-15
Materials
Calfskin Leather
Elegant and classy, these are infallible Oxfords that you won’t need to rotate out. You can wear them with pretty much any elevated look, and with a breathable lining and comfortable, flexible sole, you’ll want to, too.
Colors
Dark Chili Burnished, Navy, Walnut, Black
Sizes
6.5-16
Materials
Leather
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Pros
Goodyear welted soles provide comfort and longevity
Made by experienced craftsmen
Cons
No options for width
Sleek and simple, George Cleverley has a pair of Oxfords for the modern man. These are indisputably cool, with a clean look, whole-cut, all-black design, and high-end craftsmanship that exudes luxury.
Colors
Black
Sizes
UK 6-UK 12
Materials
Suede
If you don’t want to play by the book in black or brown, go for a deep burgundy shoe. These Oxfords may be a little bit outside the box, but with a classic design and elegant, burnished finished, they’re a chic pick that could never be called boring.
Colors
Black, Bordeaux, Brown, Oak, Tan
Sizes
7-14
Materials
Leather
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Most shoes don’t get better with age, but these do. Berluti’s staple, burnished leather look is just as good on an Oxford as it is on, say, a wallet. These smooth shoes are all about understated luxury, with a whole-cut design that oxidizes and shows the patina of the hide over time.
Colors
Brown
Sizes
UK 7-UK 12
Materials
Calf Leather
Pros
Classic, timeless look
Leather and rubber sole for longevity and comfort
Cons
$$$
My dad has been wearing Prada Oxfords for years, and let me assure you—from weddings to company parties, these shoes can do it all. With a chic, stylish brushed leather finish, these are classic Oxfords that certainly don’t skimp on style.
Colors
Black
Sizes
UK 5-UK 13
Materials
Calf Leather
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Pros
Classic cap-toe look
High-quality construction
Cons
Pricey
Of course, few designers know their way around a suit like Tom Ford does. If he says a burnished leather Oxford with a classic cap-toe is the way to go, well, who are we to argue?
Colors
Black
Sizes
UK 7-UK 12
Materials
Calf Leather
You can go for a shiny, sleek, and new Oxford, but if something vintage is your vibe, Johnston & Murphy has you covered. This style is aged like a fine wine, with a perforated toe, molded footbed, and cushioned insole.