ECCO Men’s Melbourne Chukka Ankle Boot, Cocoa Brown

$169.95
Accented and slender final offers this formal silhouette a twist Slim, plain welt for contemporary element Leather-covered inlay sole with

ECCO Men’s Minneapolis Boot, Black

$94.95
Long Lasting, direct-injected, light and flexible polyurethane outsole Removable textile covered inlay sole and textile lining Contemporary squared toe shape

ECCO Men’s Soft 7 Chukka Sneaker, Black Nubuck

$149.95
ECCO FLUIDFORM Technology balances cushioning and energy-returning rebound within a durable and flexible integral outsole Flexible PU/TPU direct-injected outsole creates a

ECCO Men’s Turn Gore-tex Tie Chukka Boot, Black

$229.93
Nubuck leather-based higher Gore-tex waterproof development to make sure dry, snug toes in moist climate Removable leather-covered inlay sole with

ECCO Men’s Turn GTX Boot Chukka, Cocoa Brown Nub

$229.94
A basic gown chukka constructed from wealthy mushy oil nubuck leather-based and masculine leather-based welt GORE-TEX waterproof building to make

ECCO Men’s Turn Hydromax Water-Resistant Boot, Coffee Oil Nubuck

$129.93
ECCO HYDROMAX tanned in the leather water resistant treatment for wet weather performance Fluidform is a direct injection process that

Everyday Comfort: Grand Tour Chukka Boot – Cole Haan Men’s Footwear

Step into style and performance with the Grand Tour Chukka Boot by Cole Haan. Featuring rich leather or suede uppers, a breathable textile footbed, EVA midsole cushioned with Grand OS, and rubber traction pods. Shop now for ultimate comfort and versatility!

Florsheim Men’s Edge Chukka Boot Charcoal Nubuck

$109.95
The perfect balance between professional and casual, the Florsheim® Edge Chukka Boot is a smart choice for your collection. Durable

Florsheim Men’s Midtown Waterproof Chukka Boot Black Smooth

$124.95
strong round-toe cushioning Timeless model meets weather-ready efficiency within the Midtown Waterproof Chukka Boot from Florsheim®. Waterproof full-grain leather-based uppers

Florsheim Men’s Montinaro Plain Toe Dress Casual Chukka Boot

$89.95
QUALITY: The uppers are real leather-based. The linings are breathable, moisture wicking Suedetec. The sole is sturdy, versatile rubber. COMFORT:

Florsheim Mens Estabrook Plain Toe Chukka Black Boot

$106.82
The Florsheim® Estabrook Chukka Boot combines iconic model with high quality craftsmanship. Full-grain leather-based uppers with brogue detailing and a

Florsheim Mens Estabrook Plain Toe Chukka Cognac Tumbled Boot

$124.95
The Florsheim® Estabrook Chukka Boot combines iconic type with high quality craftsmanship. Full-grain leather-based uppers with brogue detailing and a

Florsheim Mens Estabrook Plain Toe Chukka Cognac Tumbled Boot

$124.95
The Florsheim® Estabrook Chukka Boot combines iconic type with high quality craftsmanship. Full-grain leather-based uppers with brogue detailing and a

Florsheim Midtown Waterproof Chukka Boot Black Smooth

$124.95
Timeless style meets weather-ready performance in the Midtown Waterproof Chukka Boot from Florsheim®. Waterproof full-grain leather uppers and waterproof construction.

Florsheim Supucush Plain Toe Chukka Boot Mushroom Crazy Horse

$109.95
Maintain your perfectly polished look with the handsome Florsheim® Supacush Plain Toe Chukka Boot. Genuine leather upper. Lace-up closure. Breathable,

Florsheim Uptown Chukka Boot – Sophisticated Comfort in Leather and Suede

Are these boots comfortable enough for long wear? The Florsheim Uptown Plain Toe Chukka Boot is equipped with a fully cushioned, removable OrthoLite® footbed featuring high-rebound foam for all-day support. Its Flexsole Technology and rubber flange cushioning provide unparalleled comfort right out of the box, making it perfect for extended wear. These boots are a game-changer. The mix of genuine leather and suede gives them a sophisticated look, while the cushioned OrthoLite® footbed kept my feet comfortable even during long days at work. The durable rubber sole with Flexsole Technology provided great flexibility and support. I highly recommend these boots for anyone looking for both style and comfort! The Florsheim Uptown Plain Toe Chukka Boot is ideal for business-casual settings, upscale events, or smart weekend outings. Pair them with dress pants, chinos, or even dark jeans to elevate your look. The combination of leather and suede uppers ensures you’ll turn heads while staying comfortable all day, making these boots a go-to choice for versatile occasions.

Frye Men’s Emory Chukka Boot, Grey

$129.49
Leather lined Rubber outsole Raw hide leather laces 4″ shaft height 12″ shaft circumference As far as heritage shoemakers go,

FRYE Men’s Phillip Chukka Black

$106.99
The Frye® Phillip Chukka gives the right quantity of relaxed sophistication so you may gown it up or down with

Geox Men’s Zal 8 Chukka Boot, Black, 40 Medium EU

$99.27
Italian patented perforated waterproof & breathable sole. Canvas lining Durable construction Comfortable cushioned insole and outsole. Rich leather upper The

Geox Zac Chukka Ankle Boot: Waterproof, Breathable Comfort for Every Step

Are these boots good for both wet and dry conditions? The Geox Zac Chukka Boot features a patented perforated waterproof sole that not only keeps your feet dry but also allows for breathability, ensuring your feet stay comfortable in both wet and dry conditions. 🌧️👢 I wore these boots during a rainy city stroll, and I was so impressed by how dry my feet stayed! The Geox patented waterproof sole is a game changer. The boots feel lightweight, and the cushioned insole makes them incredibly comfortable for all-day wear. I love how stylish and functional they are! The Geox Zac Chukka Ankle Boots are perfect for individuals who want a stylish yet practical boot for everyday wear. Ideal for urban commutes, casual outings, and even light hikes, these boots provide comfort and water resistance, making them a versatile choice for all seasons. 🌍👟