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Steve Madden Men's Hestonn Chukka Boot,Tan,11.5 M US

Steve Madden Men's Hestonn Chukka Boot,Tan,11.5 M US

Rich, smooth leather dresses up or down in this chukka offering from Steve Madden. more

$69.99

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Steve Madden Men's Harken Chukka Boot, Black, 7 M US

Steve Madden Men's Harken Chukka Boot, Black, 7 M US

Widely spaced stitches around the outsole pop in this classic chukka from Steve Madden. more

$79.99

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Best Seller
Steve Madden Men's Harken Chukka Boot, Black, 15 M US

Steve Madden Men's Harken Chukka Boot, Black, 15 M US

Widely spaced stitches around the outsole pop in this classic chukka from Steve Madden. more

$79.99

FREE shipping

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Steve Madden Men's Harken Chukka Boot, Black, 11.5 M US

Steve Madden Men's Harken Chukka Boot, Black, 11.5 M US

Widely spaced stitches around the outsole pop in this classic chukka from Steve Madden. more

$79.99

FREE shipping

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Steve Madden Men's Jabber Boot, Dark Tan, 12 M US

Steve Madden Men's Jabber Boot, Dark Tan, 12 M US

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$67.95

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Steve Madden Men's Jabber Boot, Dark Brown, 8.5 M US

Steve Madden Men's Jabber Boot, Dark Brown, 8.5 M US

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$62.96

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Steve Madden Men's Hotshot Chukka Boot, Taupe, 8.5 M US

Steve Madden Men's Hotshot Chukka Boot, Taupe, 8.5 M US

Casual chukka boot more

$65.25

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Steve Madden Men's Highline Chelsea Boot, Taupe Suede, 11 US/US Size Conversion M US

Steve Madden Men's Highline Chelsea Boot, Taupe Suede, 11 US/US Size Conversion M US

Crossing the gusseted silhouette of a chelsea boot with the suede upper and crepe sole of desert footwear, highline is a fresh pull-on style that offers comfort and endless versatility more

$85.75

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Steve Madden Men's Landon Chukka Boot, Dark Grey, 11 US/US Size Conversion M US

Steve Madden Men's Landon Chukka Boot, Dark Grey, 11 US/US Size Conversion M US

The landon are the perfect touch to your casual going out outfit. these chukka boots offer great style and even more versatility more

$81.08

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Steve Madden Men's Hardin Combat Boot, Brown Leather, 13 UK/US Size Conversion M US

Steve Madden Men's Hardin Combat Boot, Brown Leather, 13 UK/US Size Conversion M US

Combat boots aren't just for combat but the hardin is still perfect for those that are adventurous. the leather upper countered by a suede heel also make this boot extremely fashionable. more

$98.16

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Steve Madden Men's Lotus Ankle Boot, Chocolate, 8.5 M US

Steve Madden Men's Lotus Ankle Boot, Chocolate, 8.5 M US

Rustic, double gore ankle boot with cap toe and subtle perforated detailing on upper. more

$76.50

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Steve Madden Men's Janis Ankle Boot, Black Leather, 9 M US

Steve Madden Men's Janis Ankle Boot, Black Leather, 9 M US

With a chunky lug sole, cushioned leather upper and lots of reinforcement details, the janis boot is the epitome of rugged. Contrasting the styles durable exterior is a cozy flannel lining, which ensures a soft feel that your feet will thank you for. more

$139.62

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Steve Madden Men's Harken Chukka Boot, Cognac, 14 M US

Steve Madden Men's Harken Chukka Boot, Cognac, 14 M US

Widely spaced stitches around the outsole pop in this classic chukka from Steve Madden. more

$79.99

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Steve Madden Men's LOCKTIN Chukka Boot, Navy Suede, 10 M US

Steve Madden Men's LOCKTIN Chukka Boot, Navy Suede, 10 M US

With a tonal stitched trim and a distinctive chukka design, this suave pair merges classic and contemporary perfectly. more

$49.54

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Steve Madden Men's SAINE Chelsea Boot, Taupe Suede, 13 M US

Steve Madden Men's SAINE Chelsea Boot, Taupe Suede, 13 M US

Bring a sleek update to your boot collection in the sabine chelsea boot. Designed from soft suede in versatile hues these boots allow for wear-anywhere style. Pair with jeans and a button down for a classic look. more

$79.00

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Steve Madden Men's SAINE Chelsea Boot, Black Suede, 13 M US

Steve Madden Men's SAINE Chelsea Boot, Black Suede, 13 M US

Bring a sleek update to your boot collection in the sabine chelsea boot. Designed from soft suede in versatile hues these boots allow for wear-anywhere style. Pair with jeans and a button down for a classic look. more

$79.24

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Steve Madden Men's Vasco Ankle Boot, Cognac Suede, 11.5 M US

Steve Madden Men's Vasco Ankle Boot, Cognac Suede, 11.5 M US

A sporty sole and sleek suede upper make the vasco boot the perfect choice for all your adventures this season. more

$88.79

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Steve Madden Men's Native Chelsea Boot, Black, 8.5 M US

Steve Madden Men's Native Chelsea Boot, Black, 8.5 M US

Rich surafces shape this boldly styled chelsea boot; fitted with side gores for a custom slip-on fit. more

$84.41

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Steve Madden Men's Native Chelsea Boot, Black, 11 M US

Steve Madden Men's Native Chelsea Boot, Black, 11 M US

Rich surafces shape this boldly styled chelsea boot; fitted with side gores for a custom slip-on fit. more

$99.47

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Steve Madden Men's Instinct Ankle Boot, Black Suede, 9.5 M US

Steve Madden Men's Instinct Ankle Boot, Black Suede, 9.5 M US

Trust your instincts and slip into this casual ankle bootie by Steve Madden. With smooth suede upppers, side zipper entry and rear pull tab, this shoe easy to slip on and go while remaining stylish. more

$95.29

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Steve Madden Men's Instinct Ankle Boot, Black Suede, 13 M US

Steve Madden Men's Instinct Ankle Boot, Black Suede, 13 M US

Trust your instincts and slip into this casual ankle bootie by Steve Madden. With smooth suede upppers, side zipper entry and rear pull tab, this shoe easy to slip on and go while remaining stylish. more

$94.82

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Steve Madden Men's HIGHLYTE Chelsea Boot, tan Suede, 13 M US

Steve Madden Men's HIGHLYTE Chelsea Boot, tan Suede, 13 M US

Crossing the gusseted silhouette of a chelsea boot with the suede upper and crepe sole of desert footwear, highlyte is a fresh pull-on style that offers comfort and endless versatility more

$86.74

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Steve Madden Men's HIGHLYTE Chelsea Boot, tan Suede, 8 M US

Steve Madden Men's HIGHLYTE Chelsea Boot, tan Suede, 8 M US

Crossing the gusseted silhouette of a chelsea boot with the suede upper and crepe sole of desert footwear, highlyte is a fresh pull-on style that offers comfort and endless versatility more

$85.35

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Steve Madden Men's Nurture Chelsea Boot, tan, 13 M US

Steve Madden Men's Nurture Chelsea Boot, tan, 13 M US

Dress with casual sophistication in the nurture by Steve Madden. These lace-ups are sure to elevate any business casual. more

$41.06

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Steve Madden Men's JEFRIES Combat Boot, Dark tan, 8.5 M US

Steve Madden Men's JEFRIES Combat Boot, Dark tan, 8.5 M US

The rich uppers on this combat boot add a refreshing take to this traditional silhouette. Finished with hand burnishing and cap toe these boots are on a must-have. more

$90.00

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Steve Madden Men's HUEGO Chelsea Boot, Black Leather, 12 M US

Steve Madden Men's HUEGO Chelsea Boot, Black Leather, 12 M US

Bring handsome style to the next level with the huego boot. These leather chelsea boots dress up any casual outfit. more

$75.61

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Steve Madden Men's Harken Chukka Boot, tan, 11.5 M US

Steve Madden Men's Harken Chukka Boot, tan, 11.5 M US

The HARKEN chukka is the kind of lace-up style that will become your go-to. the rich leather upper has just the right amount of rustic charm that makes these beauties perfect with anything from jeans to khakis. more

$88.73

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Steve Madden Men's Osmar Ankle Boot, Brown Leather, 9 M US

Steve Madden Men's Osmar Ankle Boot, Brown Leather, 9 M US

With a timeless leather upper combined with a rubber sole, the osmar is sure to be your favorite ankle boot for seasons to come. more

$83.64

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Steve Madden Men's ILLEN Chelsea Boot, Grey Leather, 7 M US

Steve Madden Men's ILLEN Chelsea Boot, Grey Leather, 7 M US

Don't go another day without the illen chelsea boot in your closet- it a classic leather ankle boot that will fill all your shoe desires more

$55.58

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Steve Madden Men's DEADBOLT Chelsea Boot, Cognac Leather, 7 M US

Steve Madden Men's DEADBOLT Chelsea Boot, Cognac Leather, 7 M US

A trendy update to the classic chelsea boot the deadbolt features smooth leather surfaces and gusseted silhouette followed by a burnished cap toe with broque design. more

$119.95

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Steve Madden Men's DEADBOLT Chelsea Boot, Cognac Leather, 8 M US

Steve Madden Men's DEADBOLT Chelsea Boot, Cognac Leather, 8 M US

A trendy update to the classic chelsea boot the deadbolt features smooth leather surfaces and gusseted silhouette followed by a burnished cap toe with broque design. more

$49.99

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Steve Madden Men's NEVADDA Combat Boot Taupe Suede 11.5 M US

Steve Madden Men's NEVADDA Combat Boot Taupe Suede 11.5 M US

Bring a update to your Chelsea boot collection with the suede Nevada boot. more

$44.99

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Steve Madden Men's NEVADDA Combat Boot Black Suede 11 M US

Steve Madden Men's NEVADDA Combat Boot Black Suede 11 M US

Bring a update to your Chelsea boot collection with the suede Nevada boot. more

$75.13

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Steve Madden Men's Trevor Ankle Boot, Black Leather, 11 M US

Steve Madden Men's Trevor Ankle Boot, Black Leather, 11 M US

At once current and classic, Trevor is a new go-to leather ankle boot that balances timeless styling with trends. This lace-up is sure to be a favorite style for many seasons to come. more

$39.99

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Steve Madden Men's SELF Made Rockey Ankle Boot, Black Leather, 12 M US

Steve Madden Men's SELF Made Rockey Ankle Boot, Black Leather, 12 M US

The rockey is the classic leather lace-up boot! lace them up all the way for a clean-cut look for a work-friendly vibe or tie the laces around the ankle and you'll look downtown-ready in no time more

$147.54

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Steve Madden Men's Hinton Chukka Boot, Black Leather, 7.5 M US

Steve Madden Men's Hinton Chukka Boot, Black Leather, 7.5 M US

The Hinton classic chukka is style that will become your go-to. The leather upper in black or wood has just the right amount of charm that makes these boots perfect with anything from jeans to khakis. more

$75.38

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Steve Madden Men's Temper Ankle Boot, Brown Leather, 13 M US

Steve Madden Men's Temper Ankle Boot, Brown Leather, 13 M US

Clean and timeless- the temper will keep you confident at work, on a date or walking home in the rain! with stitching detail, texture contrast and a durable sole it’s much needed. more

$59.42

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Steve Madden Men's Manner Ankle Boot, Black Leather, 8 M US

Steve Madden Men's Manner Ankle Boot, Black Leather, 8 M US

The shoe that matters the most- a canvas contrast collar transforms the manner leather lace-up is a cool new hybrid style with versatility and a fresh look. more

$57.69

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Steve Madden Men's North Chelsea Boot, Brown Leather, 11 M US

Steve Madden Men's North Chelsea Boot, Brown Leather, 11 M US

The ideal brown leather ankle boot is here- the north chelsea boot is a lifetime classic and definitely a must-have more

$57.62

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Steve Madden Men's Catapult Combat Boot, Black Leather, 10.5 M US

Steve Madden Men's Catapult Combat Boot, Black Leather, 10.5 M US

This high quality lace up ankle boot is the greatest work boot! wear everyday through any condition more

$123.32

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