Men's Shoes › leather chukka button sole boots

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - White - Casual boots A pebbly crepe-rubber sole grounds an iconic suede chukka boot complete with a smartly stitched toe and tonal fobs. more

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Yellow - Casual boots A pebbly crepe-rubber sole grounds an iconic suede chukka boot complete with a smartly stitched toe and tonal fobs. more

Chukka Boot

Men's Taft Chukka Boot - Black - Casual boots Add to your professional wardrobe with the TAFT Chukka boot. Crafted from premium leather, this pair sports a classic look that pairs well with all manner of professional or formal ensemble. Leather upper.... more

The Livingston Chukka Boot

Men's Taft The Livingston Chukka Boot - Brown - Casual boots Soft felted fabric is surrounded by smooth leather on this versatile chukka boot that brings sophisticated style to any ensemble. 4" shaft Lace-up style Cushioned footbed Leather upper and... more

Wide Width Men's Findley Chukka Boots by Propet in Tan (Size 15 W)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

Chukka Boots

Men's COACH Chukka Boots - Black - Casual boots Ankle-high paneled coated canvas and buffed leather boots in black. more

Fremont Chukka Boot

Men's Gordon Rush Fremont Chukka Boot - Black - Casual boots A supple suede upper and plain toe distinguish a refined chukka boot set on a well-cushioned footbed and lightweight sole for long-lasting comfort. more

Clarks(r) Torhill Hi Chukka Boot

Men's Clarks(r) Torhill Hi Chukka Boot - Brown - Casual boots A rib-debossed bumper sole adds rugged detail to a supple suede boot that takes after the iconic Wallabee style with heritage details like skilful topstitching. more

Booker Chukka Boot

Men's Thomas & Vine Booker Chukka Boot - Brown - Casual boots The Booker chukka boot by Thomas & Vine is an all star that goes well with both casual and formal wardrobe. Set on a lightweight EVA sole, this boot features an 8mm Comfort FoamTM insole and... more

Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot

Men's Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Black - Casual boots Gore-Tex waterproof construction brings all-weather versatility to the iconic chukka boot grounded by a grippy Vibram® sole with cleated tread. more

Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot

Men's Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Blue - Casual boots Gore-Tex waterproof construction brings all-weather versatility to the iconic chukka boot grounded by a grippy Vibram® sole with cleated tread. more

Jimmy Chukka Boot

Men's Vance Co. Jimmy Chukka Boot - Blue - Casual boots Want to look impressive around the clock? Then choose the Jimmy chukka boot by Vance Co. This lace-up sneaker ensures above-par comfort levels with its Tru Comfort foam insole. EVA sole stays... more

Readhead Chukka Boot

Men's Barbour Readhead Chukka Boot - Brown - Casual boots Burnished leather elevates a versatile chukka boot in a clean, classic silhouette. more

Clarks(r) Torhill Hi Chukka Boot

Men's Clarks(r) Torhill Hi Chukka Boot - Brown - Casual boots Creamy suede and soft sheepskin lining enrich a handsome boot in a classic silhouette with a chunky rubber sole. more

Alarick Chukka Boot

Men's Hush Puppies Alarick Chukka Boot - White - Casual boots Complement your dapper look with the Alarick Chukka boot from Hush Puppies. This fabric boot comes with a Bounce footbed to improve underfoot comfort and a lightweight EVA sole with rubber... more

Strutt Lx Chukka Work Boot

Men's Lugz Strutt Lx Chukka Work Boot - Brown - Casual boots Never underestimate this chukka work boot from Lugz. The Strutt LX boot has a memory foam cushioned footbed and a chunky slip-resistant rubber sole to keep you from sliding no matter the... more

Chandler Chukka Boot

Men's Allen Edmonds Chandler Chukka Boot - Brown - Casual boots Premium, finely napped suede elevates a classic chukka boot handcrafted with a comfortable cork insole, durable bench welt and rubber grip sole. 360o welt construction for durability and... more

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Blue - Casual boots A natural rubber-crepe sole grounds an iconic chukka boot built with a suede upper, waxy laces and signature tonal logo fobs. more

Orvis Clearwater Wading Boots Leather Men's, Gravel SKU - 113568

The Orvis Clearwater Wading Boots Men's rubber sole wading boot is built with a full synthetic leather upper that provides comfort and durability without excessive seams. The boot is protected by a scratch rubber toe, vamp, and heel counter for added... more

Theo Chukka Boot

Men's Børn Theo Chukka Boot - Blue - Casual boots Handcrafted of full-grain leather using signature Opanka construction for a flexible fit, this sporty chukka boot is sure to become your everyday go-to. more

Keegan Chukka Boot

Men's Thomas & Vine Keegan Chukka Boot - Brown - Casual boots The Keegan chukka boot by Thomas & Vine is your go-to footwear for the in-between occasions. Outfitted with a sporty outsole, this boot is topped with genuine leather upper and includes a... more

The Livingston Chukka Boot

Men's Taft The Livingston Chukka Boot - Brown - Casual boots Soft felted fabric is surrounded by smooth leather on this versatile chukka boot that brings sophisticated style to any ensemble. 4" shaft Lace-up style Cushioned footbed Leather upper and... more

ugg(r) Neumel Chukka Boot

Men's ugg(r) Neumel Chukka Boot - Brown - Casual boots Naturally breathable UGGpure or UGGplush faux fur lines a classic chukka boot grounded by a lugged sole. Well cushioned, it works well indoors as a slipper, too. UGGpure is a textile made entirely... more

Men's Findley Chukka Boots by Propet in Tan (Size 9 M)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK75M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK75M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Booker Chukka Boot

Men's Thomas & Vine Booker Chukka Boot - Black - Casual boots The Booker chukka boot by Thomas & Vine is an all star that goes well with both casual and formal wardrobe. Set on a lightweight EVA sole, this boot features an 8mm Comfort FoamTM insole and... more

Clarks(r) Wallabee Cup Chukka Boot

Men's Clarks(r) Wallabee Cup Chukka Boot - White - Boots A moc toe adds a rustic touch to a hairy-suede chukka boot set on a cool contrast crepe-rubber sole. more

Lowa Camino Evo GTX Hiking Boots Leather Men's, Brown/Graphite SKU - 223954

The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more

Berkshire Lug Chukka Boot

Men's Cole Haan Berkshire Lug Chukka Boot - Black - Casual boots A smart lug sole grounds a stylish chukka boot fitted with Grand OS Energy Foam for all-day cushioning. more

Chandler Chukka Boot

Men's Allen Edmonds Chandler Chukka Boot - Brown - Casual boots Premium, finely napped suede elevates a classic chukka boot handcrafted with a comfortable cork insole, durable bench welt and rubber grip sole. 360o welt construction for durability and... more

Upton Chukka Boot

Men's Johnston & Murphy Upton Chukka Boot - Brown - Casual boots Minimal detailing brings maximum versatility to a wardrobe-staple chukka boot shaped from rich full-grain leather with luxe memory foam cushioning underfoot. more

Clarks(r) Corston Db Waterproof Chukka Boot

Men's Clarks(r) Corston Db Waterproof Chukka Boot - Brown - Casual boots This sleek Chukka boot is ready for all weather conditions with it's waterproof upper and cozy faux-shearling lining. The textured rubber sole provides excellent traction on... more

Seneca Chukka Boot

Men's Eastland Seneca Chukka Boot - Brown - Casual boots A traditional look of a camp moccasin combined with the styling of the chukka boot makes the Seneca from Eastland one great choice! Lace up this leather chukka boot with jeans or khakis for a... more

Wythe Waterproof Chukka Boot

Men's GREATS Wythe Waterproof Chukka Boot - White - Casual boots A toothy sneaker-inspired sole adds a sporty touch to a lightweight chukka boot crafted with seam-sealed waterproof construction. more

Austin Chukka Boot

Men's Gordon Rush Austin Chukka Boot - Black - Casual boots Elevate your work-to-weekend look in this refined Italian-leather chukka boot featuring Blake stitch construction, breathable lining and an Ortho Lite® insole. more

Manoa Chukka Boot

Men's Steve Madden Manoa Chukka Boot - Brown - Casual boots With a classic design and a leather construction, the Manoa chukka boot from Steve Madden is an easy add to your everyday looks. The versatile option features a simple silhouette, complete... more

Livingston Chukka Boot

Men's Taft Livingston Chukka Boot - Black - Casual boots Keep your look distinguished with the Livingston chukka boot from Taft. A wingtip toe with brogue accentuation creates a tasteful look to the leather and wool boot, made cozy with a cushioned... more

Clarks(r) Clarks® Desert Trek Chukka Boot

Men's Clarks(r) Clarks® Desert Trek Chukka Boot - Black - Desert boots Easy suede construction defines a hand-stitched Sacchetto chukka boot set on a casual crepe-rubber sole. more