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Leather Wingtip Shoes for Men

Leather wingtip shoes for men offer a timeless blend of sophistication and versatility, making them a staple in any well-dressed gentleman’s wardrobe. The classic brogue detailing and polished leather elevate both business attire and smart-casual ensembles with ease. Whether paired with tailored suits or dress pants, these shoes provide an elegant finishing touch that never goes out of style. Explore a distinguished selection of leather wingtip shoes for men designed to complement every occasion with enduring appeal.

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Florsheim Finance Cap Toe Oxfords , Cognac/Tan- Shoes
Florsheim Florsheim Finance Cap Toe Oxfords , Cognac/Tan- Shoes
A classic cap-toe oxford in cognac and tan full-grain leather with cushioned insole and rubber sole.
(399)
$149.50 $112.12
SALE
What customers like:
Durable and long-lasting
Classic and versatile style
Comfortable for all-day wear
Great fit right out of the box
High quality leather and construction
$149.50 $112.12
SALE
Cole Haan Hawthorne Cap Toe Oxfords , Tan- Shoes
Cole Haan Cole Haan Hawthorne Cap Toe Oxfords , Tan- Shoes
A versatile pair of tan leather cap toe Oxfords that complements both business and casual outfits.
(63)
$149.50 $149.50
SALE
What customers like:
Perfect fit
Good workmanship
Classic appearance
Sturdy construction
Comfortable after break-in
$149.50 $149.50
SALE
Jos. A. Bank Hybrid Wingtip Shoes , Brown
Jos A. Bank Jos. A. Bank Hybrid Wingtip Shoes , Brown
A brown leather wingtip shoe with a classic upper and a modern white sneaker-style sole.
(54)
$120 $90
SALE
What customers like:
True to size
Comfortable fit
Well constructed
Lightweight design
Stylish appearance
$120 $90
SALE
Cole Haan Modern Essentials Wingtip Oxfords Clearance , Black- Shoes
Cole Haan Cole Haan Modern Essentials Wingtip Oxfords Clearance , Black- Shoes
A polished black leather wingtip Oxford offering classic style and versatile pairing for any occasion.
(13)
$170 $69.99
SALE
$170 $69.99
SALE
Stacy Adams Dickinson Leather Cap Toe Oxfords , Burgundy- Shoes
Stacy Adams Stacy Adams Dickinson Leather Cap Toe Oxfords , Burgundy- Shoes
A sophisticated burgundy leather Oxford featuring brogue detailing and cushioned memory foam insoles for comfort.
(7)
$130 $130
SALE
$130 $130
SALE
Cole Haan Zerogrand Remastered Wingtip Oxfords Clearance , British Tan- Shoes
Cole Haan Cole Haan Zerogrand Remastered Wingtip Oxfords Clearance , British Tan- Shoes
A classic British tan wingtip oxford crafted from recycled leather with lightweight, sustainable FlowerFoam soles.
(4)
$220 $99.99
SALE
$220 $99.99
SALE
Johnston & Murphy XC Flex Connelly Wingtip Boots , Brown- Shoes
Johnston & Murphy Johnston & Murphy XC Flex Connelly Wingtip Boots , Brown- Shoes
A brown leather wingtip boot featuring cushioned XC Flex construction and a removable EVA memory-foam footbed.
(4)
$219 $219
SALE
$219 $219
SALE
Florsheim Dash Wing Tip Oxfords , Cognac/Tan- Shoes
Florsheim Florsheim Dash Wing Tip Oxfords , Cognac/Tan- Shoes
A sophisticated leather wingtip oxford in cognac and tan with cushioned comfort and suede linings.
(4)
$115 $115
SALE
$115 $115
SALE
Florsheim Sorrento Lux Cap Toe Balmoral Oxfords , Brown/Cognac- Shoes
Florsheim Florsheim Sorrento Lux Cap Toe Balmoral Oxfords , Brown/Cognac- Shoes
A brown hand-burnished leather cap toe Oxford with cushioned footbed and flexible rubber outsole.
(3)
$145 $145
SALE
$145 $145
SALE
Stacy Adams Bryant Cap Toe Oxfords , Black- Shoes
Stacy Adams Stacy Adams Bryant Cap Toe Oxfords , Black- Shoes
A timeless black cap-toe Oxford crafted from hand-burnished, responsibly sourced premium leather.
(2)
$145 $145
SALE
$145 $145
SALE
Stacy Adams Karson Wingtip Double Monk Straps , Tan- Shoes
Stacy Adams Stacy Adams Karson Wingtip Double Monk Straps , Tan- Shoes
A tan leather wingtip shoe featuring double monk straps, breathable lining, and anatomical arch support.
(2)
$130 $130
SALE
$130 $130
SALE
Cole Haan Morse Grand Wingtip Oxfords , Black- Shoes
Cole Haan Cole Haan Morse Grand Wingtip Oxfords , Black- Shoes
A classic black leather wingtip Oxford offering lightweight cushioning, flexible comfort, and durable traction.
(1)
$140 $140
SALE
$140 $140
SALE
Nunn Bush Odell II Wingtip Boots , Brown Cz Horse- Shoes
Nunn Bush Nunn Bush Odell II Wingtip Boots , Brown Cz Horse- Shoes
A brown leather wingtip boot featuring lightweight comfort, cushioned support, and soft Suedetec linings.
(1)
$120 $90
SALE
$120 $90
SALE
Florsheim Anthem Wingtip Oxfords , Saddle Tan- Shoes
Florsheim Florsheim Anthem Wingtip Oxfords , Saddle Tan- Shoes
A saddle tan leather wingtip oxford featuring brogue detailing, cushioned comfort, and a durable rubber outsole.
(0)
$135 $135
SALE
$135 $135
SALE
Johnston & Murphy XC+ Parker Wingtips , Brown- Shoes
Johnston & Murphy Johnston & Murphy XC+ Parker Wingtips , Brown- Shoes
A brown waterproof suede wingtip featuring cushioned support, leather lining, and a slip-resistant rubber outsole.
(0)
$185 $185
SALE
$185 $185
SALE
Cole Haan Original Grand City Spectre Wingtip Oxfords , Black- Shoes
Cole Haan Cole Haan Original Grand City Spectre Wingtip Oxfords , Black- Shoes
A black leather wingtip oxford featuring brogue detailing, lightweight cushioning, and a flexible sole.
(0)
$190 $190
SALE
$190 $190
SALE
Carrucci Hybrid Lace‑Up Cap Toe Oxfords , Blue/Navy- Shoes
Carrucci Carrucci Hybrid Lace‑Up Cap Toe Oxfords , Blue/Navy- Shoes
A blue leather cap toe oxford featuring a handstained patina, cushioned footbed, and hybrid sole.
(0)
$175 $175
SALE
$175 $175
SALE
Stacy Adams Edgewood Elastic Lace Wingtips , Brown/Cognac- Shoes
Stacy Adams Stacy Adams Edgewood Elastic Lace Wingtips , Brown/Cognac- Shoes
A brown leather wingtip shoe featuring brogue detailing and hidden elastic laces for slip-on convenience.
(0)
$140 $140
SALE
$140 $140
SALE
Stacy Adams Lockwood Wingtip Ornament Slip On Shoes , Brown
Stacy Adams Stacy Adams Lockwood Wingtip Ornament Slip On Shoes , Brown
A brown leather slip-on shoe featuring classic wingtip detailing and a cushioned, supportive footbed.
(0)
$140 $140
SALE
$140 $140
SALE
Carrucci Hand-Burnished Dress Oxfords , Brown/Chestnut- Shoes
Carrucci Carrucci Hand-Burnished Dress Oxfords , Brown/Chestnut- Shoes
A hand-burnished brown leather wholecut Oxford featuring a medallion toe, cushioned footbed, and rubber sole.
(0)
$175 $175
SALE
$175 $175
SALE
Carrucci Dress Oxfords , Black- Shoes
Carrucci Carrucci Dress Oxfords , Black- Shoes
A black leather Oxford featuring handsewn XC Flex construction and built-in arch support for all-day comfort.
(1)
$175 $175
SALE
$175 $175
SALE
Belvedere Barcelona Wingtip Oxfords , Ant Wine/Burgundy- Shoes
Belvedere Belvedere Barcelona Wingtip Oxfords , Ant Wine/Burgundy- Shoes
A classic wingtip Oxford crafted from soft burgundy leather with cushioned insole and durable rubber outsole.
(0)
$179.50 $134.62
SALE
$179.50 $134.62
SALE
Belvedere Maxim Polished Formal Sneakers , Black- Shoes
Belvedere Belvedere Maxim Polished Formal Sneakers , Black- Shoes
A black patent leather sneaker with laser-cut wingtip detailing, neoprene lining, and lightweight Extralight sole.
(0)
$169 $126.75
SALE
$169 $126.75
SALE
Cole Haan Zerogrand Laser Wingtip Oxfords , British Tan- Shoes
Cole Haan Cole Haan Zerogrand Laser Wingtip Oxfords , British Tan- Shoes
A tan suede wingtip oxford featuring laser perforations, athletic-inspired cushioning, and flexible motion outsole.
(154)
$160 $139.99
SALE
What customers like:
Comfortable fit
Lightweight feel
Versatile design
Stylish appearance
High quality materials
$160 $139.99
SALE

Leather wingtip shoes for men are a timeless footwear choice that seamlessly blends tradition with modern sophistication. Known for their distinctive brogue detailing and elegant perforations along the toe cap, wingtips have long been favored by gentlemen who appreciate both style and substance in their wardrobe. Crafted from premium leather, these shoes offer durability and comfort, making them an excellent investment for those seeking footwear that will stand the test of time. The rich texture and classic design of leather wingtips make them versatile enough to complement a wide range of outfits—from tailored suits at formal events to smart-casual ensembles for the office or weekend gatherings.

When considering a pair of leather wingtip shoes, it's important to pay attention to details such as fit, construction quality, and leather finish. Men who value craftsmanship often look for features like Goodyear welted soles or hand-stitched accents, which not only enhance the shoe’s aesthetic but also contribute to its longevity. These shoes are ideal for professionals aiming to make a polished impression in business settings, as well as for anyone attending special occasions where looking sharp is essential. Additionally, leather wingtips make thoughtful gifts for milestones such as graduations, promotions, or anniversaries—providing recipients with a practical yet stylish accessory that elevates any wardrobe.

The enduring appeal of leather wingtip shoes lies in their ability to bridge classic and contemporary fashion sensibilities. Whether you’re building your first collection of dress shoes or seeking to upgrade your current selection, these shoes offer unmatched versatility and refinement. Their adaptability makes them suitable for year-round wear, ensuring you always have an option that exudes confidence and class. With proper care and maintenance, leather wingtips can become a cherished staple in any man’s closet, ready to accompany him through both everyday moments and life’s most memorable occasions.