Dress shoes with white soles are a lot more popular today than they were a decade ago, and it isn’t hard to understand why:
The world has become more casual.
A traditional pair of dress shoes has been a must-have since the Victorian era, and today a well made pair of stylish dress shoes is still the best way to look sharp and stand out from the crowd.
But unless we’re attending formal occasions like weddings or funerals, nowadays most of us just don’t have much opportunity to wear our very best dress shoes.
(And you increasingly see a more casual look at formal events, too, so there really aren’t a lot of options left for sartorial purists.)
Fortunately, white soled dress shoes give you a lot of the same sleekness as the very best men’s dress shoes.
But in addition to a polished look, they boast rubber soles that crank up both the comfort and the casualness, making them a more versatile option for our dressed-down modern world.
To help you (lame pun alert) put your best foot forward (you were warned), in this post we’ve rounded up the best men’s dress shoes with white soles, in a wide range of different styles, colors and materials.
The (Absolute) Best Men’s White Sole Dress Shoes
Breaking Down the Best Mens Shoes with White Soles
Overall Best White Sole Dress Shoes ↓
Wolf & Shepherd
- 5 Stars
- 855 Reviews
- Available in 5 colors
Combining the sharp style of traditional Oxford shoes with the casual modernity of white soles, the Longwing is easily our favorite pair of shoes with a white sole.
The top of the shoe boasts an Italian full-grain leather upper made from premium calfskin leather that’s of such high quality, you’d expect to see it on more formal types of dress shoes (like the kind worn at black tie events).
Meanwhile, down below they’ve got Wolf & Shepherd’s signature shock-absorbent sole and a removable memory foam footbed, which combine to provide the kind of maximum comfort, stability and arch support you’d normally expect from a sneaker.
In addition, one thing I particularly love about the Longwings is the toe design:
Not too round but not too pointy, it manages to find that sweet spot between formal wear and casual shoes, making them damn near perfect dress shoes for everything from a job interview to a casual first date.
But the best part might be the affordable price point.
You could easily pay more than 400 bucks for this kind of quality craftsmanship and premium leathers, but at less than 300 the Longwings are not only a great style, but a great steal.
Great Looking and very comfortable
I love these shoes they are hands down the most comfortable shoes I’ve worn thus.
They literally feel like slippers the 1st day I wore them, so no break in period just a great fitting comfortable shoe.
– Curtis K.
- 4.8 Stars
- 684 Reviews
- Available in 3 colors with white soles (and three more with beige soles)
Amberjacks are built for comfort first and style a (very close) second, making them a great option for guys who spend a long time on their feet, and want a good-looking shoe for every day wear.
Their Original model is a derby shoe made from high-quality leather and the company’s proprietary dual-density outsole, which combines the high-performance athletic technology of a sneaker with the strength and support of hiking boots.
In addition to the soft leather, the Originals have a low heel when compared to some of the other shoes on this list, which lends them a more timeless look and (in my opinion) makes them a little bit sleeker.
Plus they’re available in half sizes (as are the Wolf & Shepherd shoes above and below), which makes it easier to find the perfect fit.
They come in seven different colors, but only three of them have white soles, while two more have a beige sole that’s a little more subdued.
They are hands down some of the most comfortable shoes I’ve ever had, and without question the most comfortable dress shoes you can get, while still looking like real dress shoes and not like some kind of sneaker/dress shoe hybrid.
Simply excellent product. No question.
– Neil Struharik
Wolf & Shepherd
- 5 Stars
- 109 Reviews
Wolf & Shepherd’s wingtip model has a lot of the same features as the first shoe listed above, but instead of the Longwing’s clean lines, the wingtip has a classic full brogue.
On the scale of super-dressy to laid-back casual, the wingtip shoe style falls somewhere in between double monk strap shoes and penny loafers:
By today’s informal standards they’re definitely still on the dressier side, but as a general rule wingtips are considered more casual dress shoes.
But as mentioned, today most guys are more likely to wear dark jeans than dress pants, and wing tips are some of the best shoes to wear with a pair of blue jeans.
Bought the Crossover Wingtip about a month ago. I have worn them several times and they are great shoes. Sturdy, yet light and flexible.
The fit and finish is perfect.
– Kent C.
Jasper Wingtip Sneakers
- 4.9 Stars
- 215 Reviews
- Available in 3 colors
These classic wingtips from Marc Nolan have a thinner sole than either of the Wolf & Shepherd or Amberjack models above, which gives them a slightly sleeker look.
(Especially when paired with the svelte toe shape and hand-colored calfskin leather upper.)
Fortunately they’ve also got shock-absorbing EVA rubber outsoles and memory foam insoles, so they still manage to pack in plenty of comfort.
I received my shoes in a timely manner, and the quality and look of the shoe is superb! I believe I will be ordering more items in the future
– Anthony B.
- 5 Stars
- 2 Reviews
Clark’s makes arguably the most iconic chukka boot of all time, having invented desert boots back in 1949.
But they’ve since expanded into a long line of comfortable footwear, and the white-soled version of their popular Atticus model is one of the best on the market today.
With a slightly more rounded toe shape, the Atticus is a good shoe for anyone who wants a casual, comfortable shoe they can wear the hell out of.
My husband loves these shoes. Very comfortable and stylish and durable.
Johnston & Murphy
Duncan Plain Toe
- 5 Stars
- 65 Reviews
If you live in a colder climate and frequently find yourself trudging through snow and ice, the Duncan might be the right shoe for you:
Its white, abrasion-resistant EVA outsole provides better grip than you’d find on a typical dress shoe (or even a dress boot, for that matter).
In addition to the grippy outsole, the Duncan’s is available in a wide range of sizes and comes in two color options for the upper:
A medium brown version made of soft, smooth leather, or a more nubuck/suede gray model.
I like the style. I can dress up/down. Options are good for work and more casual endeavors.
– Eric F.
ØriginalGrand Wingtip Oxford
- 4.6 Stars
- 151 Reviews
In some ways, all the different brands who now offer white soled dress shoes are following in Cole Haan’s footsteps.
The brand practically made their name by fusing the stylish upper of a perfect dress shoe with the comforting tech of a rubber outsole.
The Original Grand model is another brogue that features Cole Haan’s responsive cushioning system, which uses multiple compounding layers to soften each step while allowing your foot to move smoothly from heel to toe.
Recently purchased these before I attended a 3 day conference that included a LOT of walking.
I hadn’t yet broken in the shoes, but my feet still were very comfortable throughout the 3 days and held up quite nicely. The shoes are versatile enough to look good with suits & jeans.
Wolf & Shepherd
- 5 Stars
- 206 Reviews
It can be hard to make a classic brown loafer look bad-ass, but Wolf & Shepherd’s crossover loafer comes pretty damn close.
Penny loafers aren’t the most popular choice for the white sole treatment because they’re traditionally thought of as a more staid, conservative style.
But the crossovers have the sort of sharp, refined toe shape you’d expect to get from (pricey) luxury brands like Ralph Lauren or To Boot New York.
When contrasted with the distinctly casual feel of the sneaker-like rubber sole, the result is an undeniably cool shoe that you can wear damn near anywhere.
Love My Crossover Loafers!
This was my first W&S purchase and I will be buying more. These shoes check all boxes, stylish, comfortable and high quality.
FYI – Give them a few outings to break in before you judge them.
– John W.
Men’s Bennet Wingtip Oxford
- 4.4 Stars
- 43 Reviews
Another brand that’s long been known for comfortable, casual shoes, these Oxfords from Hush Puppies have a thick, comfortable white sole and some (very) light broguing on the upper.
They’re called wingtip oxfords, but the wingtip batten and broguing are both so subtle that they’re easy to miss.
Nonetheless, these are nice shoes that will work well in a wide variety of casual situations, and are also available in plain toe oxford and plain toe slip-on varieties.
These shoes look great with any style and occasion you’re going for, and also are very comfortable to wear all day
Johnston & Murphy
- 5 Stars
- 187 Reviews
More of a traditional wingtip than the Hush Puppies listed above, this well-reviewed model from Johnston & Murphy comes in three colors.
Under the hood, it has a memory foam insole that contours to the shape of your feet, along with combination textile and leather lining and a shock-absorbing, flexible EVA sole.
Most comfortable shoe ever, the design is perfect for my line of work and the look is a great.
– Raphael B.
Park Avenue Oxford Sneaker
- 4.4 Stars
- 104 Reviews
Allen Edmonds bills this as a sneaker, but whatever you do, dear reader, do not let that fool you.
It’s modeled after their (extremely well loved) Park Avenue Cap Toe Oxford, which is about as dressy as dress shoes get.
The Oxford was the first pair of Allen Edmonds I ever stumbled upon, which immediately made me fall in love with the brand – and for good reason.
AE has done a pretty great job translating the craftsmanship, high quality and sharp style of the Park Avenue Oxford into a hybrid dress shoe/sneaker.
They use the same premium calfskin leather uppers, but have opted for corner stitched construction, which works better for the rubber cup soles than the goodyear welt construction often used for proper dress shoes.
These shoes are the perfect transition from business suit to casual evening with shorts and polo!
Also surprisingly comfortable with or without socks!!!!!
More Resources ↓
More Advice on the Best Men’s Shoes from Irreverent Gent:
- The Best Men’s Shoes to Wear with Jeans
- The Absolute Best Shoes to Wear with Shorts
- 9 Stylish & Comfortable Dress Shoes That Feel Like Sneakers
- The Absolute Best Men’s Shoes for Standing All Day
- The 25 Best Men’s Summer Shoes
- The Best Nursing Shoes for Men
- The 8 Most Stylish Types of Men’s Shoes
- The (Absolute) Best Casual Shoes for Men
- The Best Men’s Shoes for Plantar Fasciitis
- In Review: Beckett Simonon Shoes
- The 31 Best Shoes for Walking on Concrete All Day
- How to
WearRock a Blue Suit and Brown Shoes
- The Most Stylish, Comfortable & Best Shoes for Male Teachers
- The Most Comfortable Golf Shoes for Walking the Course
- In-Depth Wolf and Shepherd Shoes Review
- The Best Monk Strap Shoes for Men
- The 15 Best Casual Loafers for Men
- The Best Red-Soled Shoes for Men
More Advice on Stylish (& Sh*t-Kicking) Boots:
- The Most Stylish Men’s Casual Boots to Wear with Jeans
- 17 of the Best Men’s Chukka Boots
- The Most Comfortable Work Boots on the Market
- In Review: Thursday Boot Company’s “Captain”
- The 9 Best Boot Styles for Men
- The Best Red Wing Boots for Men to Wear Daily
- In Review: Johnston & Murphy Karnes Cap Toe Boot
- The 11 Most Comfortable Steel Toe Boots for Standing All Day