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Men's Boots - Online Products

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Frye Men's Explorer Leather Chukka Boots Men's Shoes

Frye Men's Explorer Leather Chukka Boots Men's...

Evocatively named 'Explorer', these Chukka boots from Frye are perfect for wearing on adventurous... more details

$406.39

Macys Canada
Stacy Adams Men's Delaney Chukka Boots Men's Shoes

Stacy Adams Men's Delaney Chukka Boots Men's Shoes

Stride on the finer edge of casual in these leather and suede chukka boots from Stacy Adams. more details

$128.53 (10% off)

Macys Canada
Kenneth Cole Reaction Men's Design 10668 Boots Men's Shoes

Kenneth Cole Reaction Men's Design 10668 Boots...

Designed for sturdy style, these lace-up boots from Kenneth Cole Reaction offer all-day comfort... more details

$238.65

Macys Canada
Rockport Men's Marshall Rugged Cap-Toe Boots, Created for Macy's Men's Shoes

Rockport Men's Marshall Rugged Cap-Toe Boots,...

Ruggedly stylish and incredibly versatile, these cap-toe boots from Rockport are designed with a... more details

$218.79 (11% off)

Macys Canada
Frye Men's Pine Lug Leather Work Boots, Created for Macy's Men's Shoes

Frye Men's Pine Lug Leather Work Boots, Created...

Perfect for work or play, these sturdy lace-up boots from Frye are styled in rich leather and... more details

$236.56 (30% off)

Macys Canada
Rockport Men's Leather Sharp & Ready Chukkas Men's Shoes

Rockport Men's Leather Sharp & Ready Chukkas...

A shoe that compliments any ensemble, these classic chukkas in leather from Rockport offer a... more details

$184.60 (10% off)

Macys Canada
Eastland Men's Lumber Up Boot Men's Shoes

Eastland Men's Lumber Up Boot Men's Shoes

Rugged takes on whole new meaning with these handsome Lumber Up boots-built sturdy and... more details

$170.47

Macys Canada
Frye Men's Ryan Lug Leather Hikers Men's Shoes

Frye Men's Ryan Lug Leather Hikers Men's Shoes

Made from a waterproof pull up and vintage leather upper, the lug bottom hiker boot from Frye... more details

$351.84

Macys Canada
Sperry Men's Avenue Duck Boots Men's Shoes

Sperry Men's Avenue Duck Boots Men's Shoes

Survive the wet weather in a pair of classic duck boots from Sperry Top-Sider. more details

$150.01

Macys Canada
I. n. c. Men's Ivan Lace-Up Boots, Created for Macy's Men's Shoes

I. n. c. Men's Ivan Lace-Up Boots, Created for...

I. n. c. International Concepts introduces an industrial edge to your casual look with the Ivan... more details

$127.16 (15% off)

Macys Canada
Eastland Men's Chester Boots Men's Shoes

Eastland Men's Chester Boots Men's Shoes

Eastland Shoe sends you to the great outdoors with full comfort and protection in these casual... more details

$177.28

Macys Canada
Cole Haan Men's Original Grand Chukkas Men's Shoes

Cole Haan Men's Original Grand Chukkas Men's Shoes

Cole Haan combines modern technology and classic style to create the superior comfort and... more details

$436.39

Macys Canada
Kenneth Cole Reaction Men's Masyn Boots Men's Shoes

Kenneth Cole Reaction Men's Masyn Boots Men's...

Kenneth Cole Reaction uses multi-media styling to create the chic look of these cool-casual boots... more details

$170.47

Macys Canada
Eastland Men's Sherman 1955 Boots Men's Shoes

Eastland Men's Sherman 1955 Boots Men's Shoes

Hand-sewn moccasin construction adds traditional comfort and style to the 1955 Boots by Eastland. more details

$306.84

Macys Canada
Clarks Men's Limited Edition Tweed Bushacres, Created for Macy's Men's Shoes

Clarks Men's Limited Edition Tweed Bushacres,...

Dress up these Clarks men's limited edition tweed Bushcare boots with a classic sport coat and... more details

$135.37 (10% off)

Macys Canada
Johnston & Murphy Men's Sanborn Chukka Boots Men's Shoes

Johnston & Murphy Men's Sanborn Chukka Boots...

Full-grain leather and top-stitch detailing create the finely styled uppers of the Sanborn chukka... more details

$203.20

Macys Canada
Clarks - Wallabee Boot (Men's) - Brown Suede

Clarks - Wallabee Boot (Men's) - Brown Suede

This footwear classic originated in 1965 when Lance Clark sketched out a moccasin built on our... more details

$166.12

Shoebuy.com
Kenneth Cole Reaction Men's Pure Leather Boots Men's Shoes

Kenneth Cole Reaction Men's Pure Leather Boots...

Side gore makes for easy on and off with these smooth leather boots with an ankle-high profile... more details

$190.92

Macys Canada
Clarks - Desert Boot (Men's) - Black Suede

Clarks - Desert Boot (Men's) - Black Suede

An international cult classic, the Desert Boot was inspired by the crepe-soled boots worn by... more details

$124.58

Shoebuy.com
Clarks - Desert Trek (Men's) - Beeswax Leather

Clarks - Desert Trek (Men's) - Beeswax Leather

Recognizable for its signature center stitched seam, the Desert Trek has been a footwear classic... more details

$124.58

Shoebuy.com
Cole Haan Men's Kennedy Grand Waterproof Chelsea Boots Men's Shoes

Cole Haan Men's Kennedy Grand Waterproof...

Cole Haan's classic Chelsea in waterproof leather uppers feature an innovative rubber unit... more details

$436.39

Macys Canada
Frye Men's Ashland Leather Chukkas Men's Shoes

Frye Men's Ashland Leather Chukkas Men's Shoes

Frye's Ashland chukkas are made from smooth full-grain leather and have a hardy stitch-out... more details

$379.12

Macys Canada
AlfaTech by Alfani Men's Callan Double Monk Boots, Created for Macy's Men's Shoes

AlfaTech by Alfani Men's Callan Double Monk...

The Callan boots from Alfani complement your modern look with the futuristic flair of their... more details

$147.68 (10% off)

Macys Canada
Cole Haan Men's Pinch Rugged Chukkas Men's Shoes

Cole Haan Men's Pinch Rugged Chukkas Men's Shoes

The Pinch Rugged chukkas from Cole Haan are designed with a Grand. Os footbed for increased... more details

$245.47

Macys Canada
Steve Madden Men's Jonnie Boots, Created for Macy's Men's Shoes

Steve Madden Men's Jonnie Boots, Created for...

Sophisticated and stylish, these lace-up boots from Steve Madden feature a cap toe and pieced... more details

$135.37 (10% off)

Macys Canada
Alfani Men's Kooper Utility Boots, Created for Macy's Men's Shoes

Alfani Men's Kooper Utility Boots, Created for...

The Kooper boots from Alfani feature top-stitch detailing and a side-zip closure at the upper for... more details

$123.06 (10% off)

Macys Canada
I. n. c. Men's Darius Patch Chukkas, Created for Macy's Men's Shoes

I. n. c. Men's Darius Patch Chukkas, Created...

A classic chukka silhouette gets energized by I. n. c. International Concepts and the addition of... more details

$127.16 (15% off)

Macys Canada
Donald Pliner Men's Ericio Vintage Suede Chukka Boots Men's Shoes

Donald Pliner Men's Ericio Vintage Suede Chukka...

Take your look in a retro direction with the vintage styling of these casual Chukka boots from... more details

$334.11

Macys Canada
Clarks Men's Limited Edition Camo Bushacre, Created for Macy's Men's Shoes

Clarks Men's Limited Edition Camo Bushacre,...

A standout style, these ultra-cool Clarks men's camo Bushacre boots are a limited edition. more details

$135.37 (10% off)

Macys Canada
Alfani Men's Dustin Suede Chelsea Boots, Created for Macy's Men's Shoes

Alfani Men's Dustin Suede Chelsea Boots,...

Plush suede covers the upper of the Dustin boots from Alfani, reimagining the classic Chelsea... more details

$123.06 (10% off)

Macys Canada
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