Main Content

Mens Leather Chukka Boot

Armani Jeans Suede Chukka Boot (Men)
Quick View
Armani Jeans Suede Chukka Boot (Men) Was: $215.00 Now: $107.49 50% OFF
Armani Jeans Suede Chukka Boot (Men)

Armani Jeans

Armani Jeans Suede Chukka Boot (Men)

$107.49 Item 182447

Details & Care

Soft leather piping frames a versatile chukka boot formed from creamy suede. Color(s): light brown. Brand: Armani Jeans. Style Name: Armani Jeans Suede Chukka Boot (Men). Style Number: 182447.

See More Details
Ermenegildo Zegna Suede Chukka Boot (Men)
Quick View
Ermenegildo Zegna Suede Chukka Boot (Men)

Ermenegildo Zegna

Ermenegildo Zegna Suede Chukka Boot (Men)

$625.00 Item 805040

Details & Care

Rich leather trim dials up a casual chukka in a lower-profile silhouette for more modern appeal. Color(s): brown suede, navy suede. Brand: Ermenegildo Zegna. Style Name: Ermenegildo Zegna Suede Chukka Boot (Men). Style Number: 805040.

See More Details
Modern Fiction Chukka Boot (Men)
Quick View
Modern Fiction Chukka Boot (Men)

Modern Fiction

Modern Fiction Chukka Boot (Men)

$338.00 Item 787380

Details & Care

Supple, vintage-weathered leather forms a handsome chukka boot with a well-loved look. Color(s): brown. Brand: Modern Fiction. Style Name: Modern Fiction Chukka Boot (Men). Style Number: 787380.

See More Details
Born 'Twain' Chukka Boot (Men)
Quick View
Born 'Twain' Chukka Boot (Men)

Born

Born 'Twain' Chukka Boot (Men)

$125.00 Item 697161

Details & Care

Earthy leather shapes a mainline chukka boot with classic rustic style. Color(s): ironstone, mink. Brand: Born. Style Name: Born 'Twain' Chukka Boot (Men). Style Number: 697161.

See More Details
Johnston & Murphy 'Copeland' Suede Chukka Boot (Online Only)
Quick View
Johnston & Murphy 'Copeland' Suede Chukka Boot (Online Only)

Johnston & Murphy

Johnston & Murphy 'Copeland' Suede Chukka Boot (Online Only)

$140.00 Item 697282

Details & Care

Soft leather forms a classic chukka boot with a timeless silhouette and crepe-rubber sole. Color(s): camel, navy, rust, tan. Brand: Johnston & Murphy. Style Name: Johnston & Murphy 'Copeland' Suede Chukka Boot (Online Only). Style Number: 697282.

See More Details
PIKOLINOS 'Chile' Chukka Boot
Quick View
PIKOLINOS 'Chile' Chukka Boot

PIKOLINOS

PIKOLINOS 'Chile' Chukka Boot

$165.00 Item 909496

Details & Care

Earthy leather shapes a deconstructed chukka boot with versatile style. Color(s): dark brown. Brand: Pikolinos. Style Name: PIKOLINOS 'Chile' Chukka Boot. Style Number: 909496.

See More Details
Michael Toschi 'SL800' Chukka Boot
Quick View
Michael Toschi 'SL800' Chukka Boot

Michael Toschi

Michael Toschi 'SL800' Chukka Boot

$395.00 Item 246715

Details & Care

Rich Italian leather is fashioned into a classic chukka boot fitted with a unique midsole that offers enhanced anatomical support and comfort. Color(s): black. Brand: MICHAEL TOSCHI. Style Name: Michael Toschi 'SL800' Chukka Boot. Style Number: 246715_1.

See More Details
Born 'Harrison' Chukka Boot (Online Only) (Men)
Quick View
Born 'Harrison' Chukka Boot (Online Only) (Men)

Born

Born 'Harrison' Chukka Boot (Online Only) (Men)

$120.00 Item 262261

Details & Care

Opanka construction lends signature comfort to a classically styled chukka boot crafted from vintaged leather. Color(s): chestnut. Brand: Born. Style Name: Born 'Harrison' Chukka Boot (Online Only) (Men). Style Number: 262261.

See More Details
Frye 'Phillip' Chukka Boot
Quick View
Frye 'Phillip' Chukka Boot

Frye

Frye 'Phillip' Chukka Boot

$278.00 Item 795763

Details & Care

Fine burnished leather forms a classic chukka boot that boasts versatile style. Color(s): cognac. Brand: FRYE. Style Name: Frye 'Phillip' Chukka Boot. Style Number: 795763.

See More Details
Dunham 'REVdash' Chukka Boot (Men)
Quick View
Dunham 'REVdash' Chukka Boot (Men)

Dunham

Dunham 'REVdash' Chukka Boot (Men)

$150.00 Item 467699

Details & Care

Touches of leather mark a classic chukka that boasts versatile style and a comfy REVlite midsole. Color(s): taupe. Brand: DUNHAM. Style Name: Dunham 'REVdash' Chukka Boot (Men). Style Number: 467699.

See More Details
TOMS 'Classic' Chukka Boot (Men)
Quick View
TOMS 'Classic' Chukka Boot (Men)

TOMS

TOMS 'Classic' Chukka Boot (Men)

$129.00 Item 728266

Details & Care

Beefy leather forms a rustic-style chukka boot with versatile appeal. Color(s): black leather, brown leather, dark brown. Brand: TOMS. Style Name: TOMS 'Classic' Chukka Boot (Men). Style Number: 728266.

See More Details
Frank Wright 'Smith' Chukka Boot
Quick View
Frank Wright 'Smith' Chukka Boot

Frank Wright

Frank Wright 'Smith' Chukka Boot

$140.00 Item 913582

Details & Care

A distinctive flat sole grounds a casual chukka boot shaped from finely grained leather. Color(s): rust leather. Brand: Frank Wright. Style Name: Frank Wright 'Smith' Chukka Boot. Style Number: 913582.

See More Details
Lloyd 'Spider' Chukka Boot
Quick View
Lloyd 'Spider' Chukka Boot

LLOYD

Lloyd 'Spider' Chukka Boot

$269.00 Item 24996

Details & Care

Richly grained leather shapes a handsome chukka boot cast in a classic silhouette. Color(s): brown. Brand: LLOYD. Style Name: Lloyd 'Spider' Chukka Boot. Style Number: 24996.

See More Details
Eastland 'Oneida 1955' Chukka Boot
Quick View
Eastland 'Oneida 1955' Chukka Boot

Eastland

Eastland 'Oneida 1955' Chukka Boot

$155.00 Item 799401

Details & Care

Rough-cut construction and an earthy crepe sole define a hearty chukka boot shaped from durable leather. Color(s): brown, peanut. Brand: Eastland. Style Name: Eastland 'Oneida 1955' Chukka Boot. Style Number: 799401.

See More Details
Clarks 'Senner Drive' Chukka Boot (Men)
Quick View
Clarks 'Senner Drive' Chukka Boot (Men)

Clarks

Clarks 'Senner Drive' Chukka Boot (Men)

$99.95 Item 831460

Details & Care

Smart stitching details mark a handsome chukka boot shaped from durable leather. Color(s): chocolate nubuck. Brand: Clarks. Style Name: Clarks 'Senner Drive' Chukka Boot (Men). Style Number: 831460_1.

See More Details
Original Penguin 'Birdie' Chukka Boot (Men)
Quick View
Original Penguin 'Birdie' Chukka Boot (Men)

Original Penguin

Original Penguin 'Birdie' Chukka Boot (Men)

$180.00 Item 5515

Details & Care

Bold, shiny leather forms an eye-catching chukka boot cast in a classic silhouette. Color(s): dark brown/ burgundy, estate blue. Brand: Original Penguin. Style Name: Original Penguin 'Birdie' Chukka Boot (Men). Style Number: 5515.

See More Details
Steve Madden 'Grafton' Chukka Boot (Men)
Quick View
Steve Madden 'Grafton' Chukka Boot (Men)

Steve Madden

Steve Madden 'Grafton' Chukka Boot (Men)

$115.00 Item 771080

Details & Care

Supple leather is shaped into a bold chukka boot steeped in classic, rugged style. Color(s): brown. Brand: Steve Madden. Style Name: Steve Madden 'Grafton' Chukka Boot (Men). Style Number: 771080.

See More Details
Born 'Charger' Chukka Boot (Men)
Quick View
Born 'Charger' Chukka Boot (Men)

Born

Born 'Charger' Chukka Boot (Men)

$125.00 Item 849063

Details & Care

A stone-tread sole grounds a natural chukka boot crafted from rustic leather. Color(s): ironstone brown. Brand: Born. Style Name: Born 'Charger' Chukka Boot (Men). Style Number: 849063.

See More Details
Merrell 'Realm' Chukka Boot (Men)
Quick View
Merrell 'Realm' Chukka Boot (Men)

Merrell

Merrell 'Realm' Chukka Boot (Men)

$150.00 Item 831424

Details & Care

Durable leather forms a modern chukka boot featuring M Select MOVE design for flexible comfort. Color(s): black, cinnamon. Brand: Merrell. Style Name: Merrell 'Realm' Chukka Boot (Men). Style Number: 831424.

See More Details
Ermenegildo Zegna Buffalo Leather Chukka Boot (Men)
Quick View
Ermenegildo Zegna Buffalo Leather Chukka Boot (Men)

Ermenegildo Zegna

Ermenegildo Zegna Buffalo Leather Chukka Boot (Men)

$595.00 Item 807606

Details & Care

Beefy buffalo leather adds a rustic touch to a wallaby-style chukka boot with classic appeal. Color(s): black. Brand: Ermenegildo Zegna. Style Name: Ermenegildo Zegna Buffalo Leather Chukka Boot (Men). Style Number: 807606.

See More Details
Mezlan 'Grassi' Chukka Boot (Men)
Quick View
Mezlan 'Grassi' Chukka Boot (Men)

Mezlan

Mezlan 'Grassi' Chukka Boot (Men)

$355.00 Item 825956

Details & Care

Custom-comfort tech defines a sleek Mezlan chukka boot fashioned from finely grained leather. Color(s): black, brown. Brand: MEZLAN. Style Name: Mezlan 'Grassi' Chukka Boot (Men). Style Number: 825956.

See More Details
Santoni 'Urban' Chukka Boot
Quick View
Santoni 'Urban' Chukka Boot

Santoni

Santoni 'Urban' Chukka Boot

$635.00 Item 693538

Details & Care

A sharp silhouette adds a touch of elegance to a clean-cut chukka boot shaped from richly burnished leather. Color(s): brown. Brand: Santoni. Style Name: Santoni 'Urban' Chukka Boot. Style Number: 693538.

See More Details
Wolverine 'Wesley' Chukka Boot
Quick View
Wolverine 'Wesley' Chukka Boot

Wolverine

Wolverine 'Wesley' Chukka Boot

$280.00 Item 540535

Details & Care

Wingtip trim finishes a vintage chukka boot crafted in rugged Horween leather. Color(s): brown. Brand: Wolverine. Style Name: Wolverine 'Wesley' Chukka Boot. Style Number: 540535.

See More Details
Magnanni 'Cid' Chukka Boot
Quick View
Magnanni 'Cid' Chukka Boot

Magnanni

Magnanni 'Cid' Chukka Boot

$395.00 Item 693010

Details & Care

Richly burnished leather shapes a handsome chukka boot with a sleek silhouette. Color(s): mid brown. Brand: MAGNANNI. Style Name: Magnanni 'Cid' Chukka Boot. Style Number: 693010.

See More Details
Carlos Santos 'Morisa' Chukka Boot (Men)
Quick View
Carlos Santos 'Morisa' Chukka Boot (Men)

Carlos Santos

Carlos Santos 'Morisa' Chukka Boot (Men)

$495.00 Item 804076

Details & Care

Burnished leather and a masculine silhouette define a glossy chukka boot expertly crafted by smoothly fusing the upper and sole for comfort and style. Color(s): light brown. Brand: Carlos Santos. Style Name: Carlos Santos 'Morisa' Chukka Boot (Men). Style Number: 804076.

See More Details
J SHOES 'Spinner' Chukka Boot
Quick View
J SHOES 'Spinner' Chukka Boot

J SHOES

J SHOES 'Spinner' Chukka Boot

$184.00 Item 846345

Details & Care

A contrast wedge sole lifts a casual chukka boot marked with sharp leather trim for a clean visual break. Color(s): brown. Brand: J SHOES. Style Name: J SHOES 'Spinner' Chukka Boot. Style Number: 846345.

See More Details
Kenneth Cole New York 'Aww Chucks' Chukka Boot
Quick View
Kenneth Cole New York 'Aww Chucks' Chukka Boot

Kenneth Cole New York

Kenneth Cole New York 'Aww Chucks' Chukka Boot

$198.00 Item 914727

Details & Care

Dip-dyed leather creates a one-of-a-kind hue on an adaptable chukka boot finished with contrast stitching on the welt. Color(s): brown. Brand: Kenneth Cole New York. Style Name: Kenneth Cole New York 'Aww Chucks' Chukka Boot. Style Number: 914727.

See More Details
J.D. Fisk 'Valto' Chukka Boot
Quick View
J.D. Fisk 'Valto' Chukka Boot

J.D. Fisk

J.D. Fisk 'Valto' Chukka Boot

$149.00 Item 744731

Details & Care

Rich leather piping traces the classic lines of an essential chukka boot cut from rugged canvas. Color(s): camel canvas, chocolate canvas, olive canvas. Brand: JD FISK. Style Name: J.D. Fisk 'Valto' Chukka Boot. Style Number: 744731.

See More Details
Red Wing 'Beckman' Chukka Boot (Online Only)
Quick View
Red Wing 'Beckman' Chukka Boot (Online Only)

Red Wing

Red Wing 'Beckman' Chukka Boot (Online Only)

$350.00 Item 632721

Details & Care

Custom Featherstone leather shapes a sleek chukka boot sculpted with a smart silhouette and set on a composite sole. Color(s): antique cigar featherstone, black cherry, black featherstone- 9024. Brand: RED WING. Style Name: Red Wing 'Beckman' Chukka Boot (Online Only). Style Number: 632721.

See More Details
Clarks 'Senner Ave' Chukka Boot (Men)
Quick View
Clarks 'Senner Ave' Chukka Boot (Men)

Clarks

Clarks 'Senner Ave' Chukka Boot (Men)

$99.95 Item 186788

Details & Care

Modern, casual styling defines an easygoing chukka boot shaped from softly grained leather. Color(s): black tumbled leather, brown tumbled leather. Brand: Clarks. Style Name: Clarks 'Senner Ave' Chukka Boot (Men). Style Number: 186788.

See More Details
OluKai 'Pahono Mid' Chukka Boot (Men)
Quick View
OluKai 'Pahono Mid' Chukka Boot (Men)

OluKai

OluKai 'Pahono Mid' Chukka Boot (Men)

$140.00 Item 812105

Details & Care

Panels of suede and leather form a wallaby-style chukka boot full of laid-back appeal. Color(s): pounder/ pounder, seal brown/ seal brown. Brand: Olukai. Style Name: OluKai 'Pahono Mid' Chukka Boot (Men). Style Number: 812105.

See More Details
J SHOES 'Mason' Chukka Boot
Quick View
J SHOES 'Mason' Chukka Boot

J SHOES

J SHOES 'Mason' Chukka Boot

$219.00 Item 695866

Details & Care

Subtle brogue details touch up a rich chukka boot shaped from earthy leather. Color(s): dark tan. Brand: J SHOES. Style Name: J SHOES 'Mason' Chukka Boot. Style Number: 695866.

See More Details