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Men's Chelsea Boots

Weather-ready and effortlessly stylish—find men’s boots for every occasion
All Boots

All Boots

Chelsea Boots

Chelsea Boots

Chukka Boots

Chukka Boots

Combat Boots

Combat Boots

Hiking Boots

Hiking Boots

Rain Boots

Rain Boots

Men's Steel Toe Boots

Steel Toe

Wide Fit

Wide Fit

Winter

Winter

Sale

Sale

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38 products

Frye S Men's 40159 Black M

Frye S Men's 40159 Black M

From $360.00 CAD
From $360.00 CAD $448.00 CAD
Frye S Men's 40159 Tyler Chelsea Black M

Frye S Men's 40159 Tyler Chelsea Black M

$360.00 CAD
$360.00 CAD $448.00 CAD
Vagabond Men's Percy in Java

Vagabond Men's Percy in Java

$199.50 CAD
$199.50 CAD $285.00 CAD
Aquatherm Men's Lucas in Black

Aquatherm Men's Lucas in Black

$179.99 CAD
$179.99 CAD
Muck Footwear Men's Chore Farm Leather Chore Brown W

Muck Footwear Men's Chore Farm Leather Chore Brown W

$240.00 CAD
$240.00 CAD
Aquatherm Men's Clark in Cognac

Aquatherm Men's Clark in Cognac

$169.99 CAD
$169.99 CAD
Aquatherm Men's Clark in Black

Aquatherm Men's Clark in Black

$169.99 CAD
$169.99 CAD
Earth Zane Black M

Earth Zane Black M

$180.00 CAD
$180.00 CAD $225.00 CAD
Camper Men's Pix in Black

Camper Men's Pix in Black

$255.00 CAD
$255.00 CAD
Camper Men's Brutus Trek in Dark Green

Camper Men's Brutus Trek in Dark Green

$295.00 CAD
$295.00 CAD
Camper Men's Pix in Black

Camper Men's Pix in Black

$195.00 CAD
$195.00 CAD
Camper Men's Dean in Dark Brown

Camper Men's Dean in Dark Brown

$275.00 CAD
$275.00 CAD
Cole Haan Men's American Classics Chelsea Boot in Black/Black,

Cole Haan Men's American Classics Chelsea Boot in Black/Black,

$280.00 CAD
$280.00 CAD
Astorflex Men's Bitflex Boot in Black

Astorflex Men's Bitflex Boot in Black

$399.00 CAD
$399.00 CAD
Astorflex Men's Bitflex Boot in Dark Khaki

Astorflex Men's Bitflex Boot in Dark Khaki

$399.00 CAD
$399.00 CAD
ECCO Men's Soft 60 Lace Up in Black

ECCO Men's Soft 60 Lace Up in Black

$235.00 CAD
$235.00 CAD
ECCO Men's Soft 60 Lace Up in Virtual

ECCO Men's Soft 60 Lace Up in Virtual

$250.00 CAD
$250.00 CAD
ECCO Men's Street Court M in White/Shadow White

ECCO Men's Street Court M in White/Shadow White

$250.00 CAD
$250.00 CAD
ECCO Men's BIOM 2.2 Breathru in Concrete/Steel

ECCO Men's BIOM 2.2 Breathru in Concrete/Steel

$235.00 CAD
$235.00 CAD
ECCO Men's Cozmo M in Black

ECCO Men's Cozmo M in Black

$150.00 CAD
$150.00 CAD

Men's Chelsea Boots

Chelsea boots never go out of style. Men’s Chelsea boots offer timeless appeal and reliable wear, ready for any plan you tackle.

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