Men's Chukka Boots

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Haydock Chukka Boot Loake

Haydock Chukka Boot Loake

Roper-toe chukka boot * suede * lace-up vamp * leather lined * stacked heel * goodyear welted rubber sole **measurements:** shaft height 4", calf circumference 8" apparel & accessories,shoes

$179.00 $330.00
Suede Chukka Boot Russell Park

Suede Chukka Boot Russell Park

Roper-toe chukka boot * suede upper * lace-up vamp * tab detail at side * stacked heel * rubber outsole apparel & accessories,shoes

$58.99 $159.00
Red Wing Shoes 'Chukka' boots

Red Wing Shoes 'Chukka' boots

Brown leather 'chukka' boots from red wing shoes. this item fits large, please select half a size down.

$271.51
Lace Chukka Boot Modern Fiction

Lace Chukka Boot Modern Fiction

Roper-toe chukka boot * suede * lace-up vamp * stacked heel **measurements:** shaft height 4", calf circumference 10" apparel & accessories,shoes

$169.00 $285.00
Lawrence Camel Patent Leather Chukka

Lawrence Camel Patent Leather Chukka

Lawrence camel patent leather chukka

$231.00
Brice Limited Edition Chukka Boot Eastland

Brice Limited Edition Chukka Boot Eastland

Moc-toe chukka boot * brushed leather * lace-up vamp * stacked heel * man-made outsole **measurements:** shaft height 6", calf circumference 8" apparel & accessories,shoes

$47.99 $240.00
Mancora Lugged Sole Black Wax Suede Chukka

Mancora Lugged Sole Black Wax Suede Chukka

Mancora lugged sole black wax suede chukka

$155.50
Daryl Chukka Boot Ben Sherman

Daryl Chukka Boot Ben Sherman

Roper-toe chukka boot * leather and textile upper * lace-up vamp * wingtip stitching at toe * broguing with scalloped details * back pull tab * logo patch at tongue * man-made outsole **measurements:** shaft height 6.25" apparel & accessories...

$89.00 $185.00
Black Patina Leather Cupsole Chukka

Black Patina Leather Cupsole Chukka

Black patina leather cupsole chukka

$67.00
Essex Lace-Up Chukka Boot Marc New York by Andrew Marc

Essex Lace-Up Chukka Boot Marc New York by Andrew Marc

Chukka boot * leather * waxy lace-up vamp * fabric lining * rubber outsole apparel & accessories,shoes

$85.00 $148.00
Del Toro Shoes 'Alto Chukka' boots

Del Toro Shoes 'Alto Chukka' boots

Blue suede 'alto chukka' boots from del toro shoes.

$390.00
Skowhegan USA Chukka Boot Eastland Made in Maine

Skowhegan USA Chukka Boot Eastland Made in Maine

Moc toe chukka boot * leather * lace-up vamp * embroidered details throughout * unlined * vibram outsole **measurements:** shaft height 4.5", calf circumference 8" apparel & accessories,shoes

$249.00 $375.00
Lace-Up Chukka Boot Millburn Co.

Lace-Up Chukka Boot Millburn Co.

Roper-toe chukka boot * leather * lace-up vamp * stacked heel * rubber outsole **measurements:** heel height 1", shaft height 4", calf circumference 10" apparel & accessories,shoes

$125.00 $159.00
Taupe Suede Chukka

Taupe Suede Chukka

Taupe suede chukka

$143.00
Boucher Chukka Boot Oliver Sweeney

Boucher Chukka Boot Oliver Sweeney

Roper-toe chukka boot * constructed with the goodyear welted method * leather upper * lace-up vamp * back pull tab * man-made rubber outsole * the goodyear welted construction method is highly regarded for its durability, comfort, water resistance, ...

$229.00 $450.00
Dorchester Suede Chukka Boot Andrew Marc

Dorchester Suede Chukka Boot Andrew Marc

Chukka boot * suede upper * lace-up vamp * leather stitchdown midsole * wooden heel inserts * rubber outsole apparel & accessories,shoes

$79.00 $178.00
Camel Cruise Leather Chukka

Camel Cruise Leather Chukka

Camel cruise leather chukka

$111.60
Del Toro Shoes 'Alti Chukka' boots

Del Toro Shoes 'Alti Chukka' boots

Black leather and velvet 'alti chukka' boots from del toro shoes.

$375.00
Lace Chukka Boot Modern Fiction

Lace Chukka Boot Modern Fiction

Roper-toe chukka boot * suede * lace-up vamp * stacked heel **measurements:** shaft height 4", calf circumference 10" apparel & accessories,shoes

$169.00 $285.00
Boucher Chukka Boot Oliver Sweeney

Boucher Chukka Boot Oliver Sweeney

Roper-toe chukka boot * constructed with the goodyear welted method * leather upper * lace-up vamp * back pull tab * man-made rubber outsole * the goodyear welted construction method is highly regarded for its durability, comfort, water resistance, ...

$229.00 $450.00
Lace-Up Chukka Boot Wall + Water

Lace-Up Chukka Boot Wall + Water

Roper-toe chukka boot * leather or suede * lace-up vamp * stacked heel * rubber outsole **measurements:** heel height 1.25", platform sole 0.75", shaft height 4", calf circumference 12" apparel & accessories,shoes

$139.00 $279.00
Cupsole Brown Leather Chukka

Cupsole Brown Leather Chukka

Cupsole brown leather chukka

$67.00
Dorchester Chukka Boot Andrew Marc

Dorchester Chukka Boot Andrew Marc

Roper-toe chukka boot * suede upper * lace-up vamp * leather stitchdown midsole * wooden heel inserts * rubber outsole apparel & accessories,shoes

$79.00 $178.00
Haven Chukka Boot Andrew Marc

Haven Chukka Boot Andrew Marc

Roper-toe chukka boot * suede upper * lace-up vamp with rawhide laces * waxy leather lining * rear pull tab * rubber outsole apparel & accessories,shoes

$89.00 $178.00
Leather Chukka Boot Mc Carren & Sons

Leather Chukka Boot Mc Carren & Sons

Round-toe chukka boot * leather * lace-up vamp * stacked heel * leather lining and sole **measurements:** shaft height 4" apparel & accessories,shoes

$179.00 $239.00
Lace-Up Chukka Boot Wall + Water

Lace-Up Chukka Boot Wall + Water

Roper-toe chukka boot * leather or suede * lace-up vamp * stacked heel * rubber outsole **measurements:** heel height 1.25", platform sole 0.75", shaft height 4", calf circumference 12" apparel & accessories,shoes

$119.00 $279.00
Turner Pr Navy Suede Chukka

Turner Pr Navy Suede Chukka

Turner pr navy suede chukka

$80.50
Avanzi Chukka Boot Vintage Shoe Company

Avanzi Chukka Boot Vintage Shoe Company

Round-toe chukka boot * grained leather * stacked heel * man-made outsole apparel & accessories,shoes

$109.00 $285.00
Dorchester Chukka Boot Andrew Marc

Dorchester Chukka Boot Andrew Marc

Round-toe chukka boot * suede * lace-up vamp * logo detail at tongue and side * back pull tab * burnished heel and toe * leather midsole * rubber outsole with wooden inserts apparel & accessories,shoes

$79.00 $178.00
Morgan Blue Suede/Leather Chukka

Morgan Blue Suede/Leather Chukka

Morgan blue suede/leather chukka

$169.50
Dorchester Suede Chukka Boot Andrew Marc

Dorchester Suede Chukka Boot Andrew Marc

Chukka boot * suede upper * lace-up vamp * leather stitchdown midsole * wooden heel inserts * rubber outsole apparel & accessories,shoes

$79.00 $178.00
Lace-Up Chukka Boot Wall + Water

Lace-Up Chukka Boot Wall + Water

Roper-toe chukka boot * leather or suede * lace-up vamp * stacked heel * rubber outsole **measurements:** heel height 1.25", platform sole 0.75", shaft height 4", calf circumference 12" apparel & accessories,shoes

$139.00 $279.00
Lace-Up Chukka Boot Rush by Gordon Rush

Lace-Up Chukka Boot Rush by Gordon Rush

Round-toe chukka boot * suede or leather and textile upper * lace-up vamp * stacked heel * man-made outsole **measurements:** heel height 1", shaft height 4", calf circumference 12" apparel & accessories,shoes

$129.00 $195.00
Brice Limited Edition Leather Chukka Boot Eastland

Brice Limited Edition Leather Chukka Boot Eastland

Moc-toe chukka boot * brushed leather * lace-up vamp * stacked heel * man-made outsole **measurements:** shaft height 6", calf circumference 8" apparel & accessories,shoes

$47.99 $240.00
Alexander Chukka Boot Eastland

Alexander Chukka Boot Eastland

Moc toe chukka boot * canvas upper * suede detail at collar * lace-up vamp * fabric lined insole * man-made and flexible tpr rubber outsole * this product is exclusive to gilt **measurements:** shaft height 5", calf circumference 8" apparel & ac...

$49.00 $180.00
Houghton Navy Suede Chukka

Houghton Navy Suede Chukka

Houghton navy suede chukka

$72.00
Torre Chukka Boot J Shoes

Torre Chukka Boot J Shoes

Roper-toe chukka boot * leather * lace-up vamp * back pull tab * leather insole * stacked leather and rubber heel * leather outsole apparel & accessories,shoes

$89.00 $207.00
Leather Chukka Boot Monza

Leather Chukka Boot Monza

Chukka boot * calf leather upper * lace-up vamp * leather insole and rubber sole **measurements:** shaft height 4" apparel & accessories,shoes

$109.00 $219.00
Tobacco Eastlook Cupsole Leather Chukka

Tobacco Eastlook Cupsole Leather Chukka

Tobacco eastlook cupsole leather chukka

$77.50
Houghton Grey Suede Chukka

Houghton Grey Suede Chukka

Houghton grey suede chukka

$72.00
Aberdeen Gore Chukka Boot Ben Sherman

Aberdeen Gore Chukka Boot Ben Sherman

Round-toe chukka boot * leather * lace-up vamp * elastic panel at sides * rear pull tab * man-made outsole **measurements:** shaft height 4" apparel & accessories,shoes

$89.00 $160.00
Leather Chukka Boot Gordon Rush

Leather Chukka Boot Gordon Rush

Narrow-toe chukka boot * leather or suede upper * lace-up vamp * stacked heel apparel & accessories,shoes

$149.00 $285.00
Leather Chukka Boot Mc Carren & Sons

Leather Chukka Boot Mc Carren & Sons

Roper-toe chukka boot * leather upper * lace-up vamp * cap toe stitching * stacked heel **measurements:** shaft height 4.5" apparel & accessories,shoes

$99.00 $199.00
Boat 7-Eye Camel Leather Chukka

Boat 7-Eye Camel Leather Chukka

Boat 7-eye camel leather chukka

$103.50
George Water Resistant Chukka Boot Swims

George Water Resistant Chukka Boot Swims

Roper-toe chukka boot * textile * lace-up vamp * apron stitching at toe * padded collar and tongue * appliqué detail at side * logo patch at tongue * embossed logo at back * back pull tab * man-made outsole **measurements:** shaft h...

$119.00 $199.00
Lace-Up Chukka Boot Antonio Maurizi

Lace-Up Chukka Boot Antonio Maurizi

Roper-toe chukka boot * leather * lace-up vamp * stacked heel **measurements:** shaft height 4" apparel & accessories,shoes

$299.00 $500.00
Black Wharf District Chukka

Black Wharf District Chukka

Black wharf district chukka

$166.00
New Sahara Chukka Boot Russell Park

New Sahara Chukka Boot Russell Park

Roper-toe chukka boot * waxed leather * lace-up vamp * rubber outsole apparel & accessories,shoes

$58.99 $159.00
Taupe Suede Chukka

Taupe Suede Chukka

Taupe suede chukka

$135.00
Leather Chukka Boot A.Testoni

Leather Chukka Boot A.Testoni

Narrow-toe chukka boot * calf leather * lace-up vamp * rubber outsole **measurements:** shaft height 4.25", calf circumference 10" apparel & accessories,shoes

$219.00 $510.00
Pendleton Brown Leather Cupsole Chukka

Pendleton Brown Leather Cupsole Chukka

Pendleton brown leather cupsole chukka

$67.00
Marcus Beige Suede Leather-Sole Chukka

Marcus Beige Suede Leather-Sole Chukka

Marcus beige suede leather-sole chukka

$174.60
Lace Chukka Boot Gordon Rush Italy

Lace Chukka Boot Gordon Rush Italy

Narrow-toe chukka boot * suede or leather and suede upper * lace-up vamp * man-made outsole **measurements:** heel height 1.25", platform sole 0.5", shaft height 4.25", calf circumference 11.5" apparel & accessories,shoes

$109.00 $330.00
Cruise Black Patent Leather Chukka

Cruise Black Patent Leather Chukka

Cruise black patent leather chukka

$182.00
Pegaso Chukka Boot Camper

Pegaso Chukka Boot Camper

Round-toe chukka boot * leather * lace-up vamp * leather, polyester and textile lining/sock/insole * eva outsole apparel & accessories,shoes

$109.00 $195.00
Harman Suede Chukka Boot Marc New York by Andrew Marc

Harman Suede Chukka Boot Marc New York by Andrew Marc

Roper-toe chukka boot * suede * lace-up vamp * logo patch at tongue * leather and cotton drill lining * memory foam insole * rubber outsole apparel & accessories,shoes

$89.00 $148.00
Ports 1961 raw jacquard chukka boots

Ports 1961 raw jacquard chukka boots

Brown and multicolour chamois leather and cotton raw jacquard chukka boots from ports 1961.

$337.50 $675.00
Blake Sand Suede Leather Chukka

Blake Sand Suede Leather Chukka

Blake sand suede leather chukka

$49.50
Brown Eastlook Cupsole Leather Chukka

Brown Eastlook Cupsole Leather Chukka

Brown eastlook cupsole leather chukka

$77.50
Leather Chukka Boot Gordon Rush

Leather Chukka Boot Gordon Rush

Narrow-toe chukka boot * leather or suede upper * lace-up vamp * stacked heel apparel & accessories,shoes

$149.00 $285.00
Lace-Up Chukka Boot Campobello

Lace-Up Chukka Boot Campobello

Round-toe chukka boot * suede or leather upper * lace-up vamp * debossed logo at side * stacked heel * man-made outsole **measurements:** shaft height 4" apparel & accessories,shoes

$115.00 $225.00
Opening Ceremony 'M6' chukka boots

Opening Ceremony 'M6' chukka boots

Blue suede 'm6' chukka boots from opening ceremony.

$228.24
Dorchester Suede Chukka Boot Andrew Marc

Dorchester Suede Chukka Boot Andrew Marc

Chukka boot * suede upper * lace-up vamp * leather stitchdown midsole * wooden heel inserts * rubber outsole apparel & accessories,shoes

$79.00 $178.00
Leather Chukka Boot Mc Carren & Sons

Leather Chukka Boot Mc Carren & Sons

Roper-toe chukka boot * leather upper * lace-up vamp * cap toe stitching * broguing * stacked heel **measurements:** shaft height 4.25" apparel & accessories,shoes

$99.00 $199.00
Red Cupsole Mono Nubuck Chukka

Red Cupsole Mono Nubuck Chukka

Red cupsole mono nubuck chukka

$101.50
Harman Suede Chukka Boot Marc New York by Andrew Marc

Harman Suede Chukka Boot Marc New York by Andrew Marc

Roper-toe chukka boot * suede * lace-up vamp * logo patch at tongue * leather and cotton drill lining * memory foam insole * rubber outsole apparel & accessories,shoes

$89.00 $148.00
Howard Chukka Boot Marc by Andrew Marc

Howard Chukka Boot Marc by Andrew Marc

Moc toe chukka boot * suede * lace-up vamp * debossed logo at tongue * leather trim at collar * back pull tab * burnished heel and toe * cushioned insole * rubber outsole apparel & accessories,shoes

$29.99 $148.00
Bowie Chukka Boot Camper

Bowie Chukka Boot Camper

Round-toe chukka boot * leather * lace-up vamp * leather and textile lining/sock/insole * stacked heel * rubber outsole apparel & accessories,shoes

$119.00 $210.00
Haven Chukka Boot Andrew Marc

Haven Chukka Boot Andrew Marc

Roper-toe chukka boot * suede upper * lace-up vamp with rawhide laces * waxy leather lining * rear pull tab * rubber outsole apparel & accessories,shoes

$35.99 $178.00
Blue Cupsole Mono Nubuck Chukka

Blue Cupsole Mono Nubuck Chukka

Blue cupsole mono nubuck chukka

$87.00
Tamberi Chukka Boot Oliver Sweeney

Tamberi Chukka Boot Oliver Sweeney

Roper-toe chukka boot * leather * lace-up vamp * broguing sides * stacked heel * leather and man-made outsole apparel & accessories,shoes

$375.00 $560.00
Lexington Leather Chukka Boot Marc New York by Andrew Marc

Lexington Leather Chukka Boot Marc New York by Andrew Marc

Square-toe chukka boot * leather * waxy lace-up vamp * stacked heel * built-in comfort insole * rubber outsole apparel & accessories,shoes

$85.00 $148.00