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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

Vince. Men's Dave in Birchwood

Vince. Men's Dave in Birchwood

$540.00 CAD
$540.00 CAD
Vince. Men's Dave in Black

Vince. Men's Dave in Black

$540.00 CAD
$540.00 CAD
black leather chelsea boot on a white background

Blondo Men's Silvio in Black Leather

$225.00 CAD
$225.00 CAD
brown leather chelsea boot on a white background

Blondo Men's Silvio in Brown Leather

$225.00 CAD
$225.00 CAD

Camper Men's Dean in Dark Brown

$275.00 CAD
$275.00 CAD
Camper Men's Dean K300492-001 in Black

Camper Men's Dean K300492-001 in Black

$275.00 CAD
$275.00 CAD
grey suede waterproof chelsea boot on a white background

Sorel Men's Lark-47 Chelsea WP in Grill/Black

$220.00 CAD
$220.00 CAD
tan suede waterproof chelsea boot on a white background

Sorel Men's Lark-47 Chelsea WP in Velvet Tan/Tobacco

$220.00 CAD
$220.00 CAD
UGG Men's Birch Chelsea in Dusted Cocoa

UGG Men's Birch Chelsea in Dusted Cocoa

$219.99 CAD
$219.99 CAD
UGG Men's Birch Chelsea in Black

UGG Men's Birch Chelsea in Black

$219.99 CAD
$219.99 CAD

UGG Men's Neumel Chelsea in Black

$174.99 CAD
$174.99 CAD
Vagabond Men's Brian 6094-101-31 in Java

Vagabond Men's Brian 6094-101-31 in Java

$285.00 CAD
$285.00 CAD
Camper Men's Pelotas Ariel K300564-001 in Black

Camper Men's Pelotas Ariel K300564-001 in Black

$345.00 CAD
$345.00 CAD
Camper Men's Pix Berlin in Black
FINAL SALE

Camper Men's Pix Berlin in Black

$295.00 CAD
$295.00 CAD
Florsheim Men's Lookout Zip Bt Wide in Black Tumble

Florsheim Men's Lookout Zip Bt Wide in Black Tumble

$200.00 CAD
$200.00 CAD
Xtratuf Men's Adb Leather Ankle Deck Boot Leather Men In Pirate M

Xtratuf Men's Adb Leather Ankle Deck Boot Leather Men In Pirate M

$215.00 CAD
$215.00 CAD
Xtratuf Men's Adb Leather Ankle Deck Boot Leather Men In Earth M

Xtratuf Men's Adb Leather Ankle Deck Boot Leather Men In Earth M

$215.00 CAD
$215.00 CAD
Pajar Men's Fino in Black

Pajar Men's Fino in Black

$240.00 CAD
$240.00 CAD
Pajar Men's Fino in Ground Coffee

Pajar Men's Fino in Ground Coffee

$240.00 CAD
$240.00 CAD
brown chelsea boot on a white background

Cole Haan Men's Windham Grand Chelsea Boots Waterproof in Woodbury/Java

$300.00 CAD
$300.00 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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