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Men

Men's Chukka Boots

NWOT Cole Haan Original Grand Chukka Leather Boot British Tan Size 9.
Porsche Design Driving Shoes
Porsche Design Driving Shoes
C$250 C$500
Size: US 8 Porsche Design
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Clarks Wallabees White Leather High Top
Clarks Wallabees White Leather High Top
C$37 C$200
Size: US 9 Clarks
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Louis Vuitton Damier High Top Ankle Boot 6.5(7US)
Louis Vuitton Damier High Top Ankle Boot 6.5(7US)
C$845
Size: US 7.5 Louis Vuitton
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Steve Madden Brown Dress Shoes
Steve Madden Brown Dress Shoes
C$28 C$120
Size: US 9.5 Steve Madden
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Tod's | men’s suede desert chukka boots navy blue lace up sz 10
Rhodes Footwear Roper Boot
Rhodes Footwear Roper Boot
C$129 C$348
Size: US 8.5 Rhodes Boots
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Men's All saints Brown Suede Shoes
Men's All saints Brown Suede Shoes
C$60 C$400
Size: US 8 All Saints
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Anatomic Gel Black Leather Chukka Boots Men's Size 39
Anatomic Gel Black Leather Chukka Boots Men's Size 39
C$56
Size: EU 39 Anatomic Gel
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Roots Men's Brown Leather Ankle Boots
Roots Men's Brown Leather Ankle Boots
C$79 C$289
Size: US 9 Roots
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Without Prejudice London burgundy suede wingtip lace up boots - 42 (US 8.5 - 9)
Without Prejudice London burgundy suede wingtip lace up boots - 42 (US 8.5 - 9)
C$95 C$300
Size: US 9 Without Prejudice
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Nordstrom Men's Shop Alton Chukka Boot, Black Leather, Mens Size 10.5 M
Tod's Men's Dark Brown Chukka Boots
Tod's Men's Dark Brown Chukka Boots
C$49 C$850
Size: US 8 Tod's
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Doc Martens Men’s 8 Women’s size 9 air walk unisex
Doc Martens Men’s 8 Women’s size 9 air walk unisex
C$52
Size: US 8 Dr. Martens
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Vintage‎ 1980s-1990s Ice Hockey Skates Made in Canada Leather Decoration Cottage
Vince Young Washed Nubuck Chukka Boots Black & White Mens size 8
NWOB Rockport Men's Tan Chukka Boots. Sz 8
NWOB Rockport Men's Tan Chukka Boots. Sz 8
C$45 C$145
Size: US 8 Rockport
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Brown Suede Shoes with Lace-Up Design
Brown Suede Shoes with Lace-Up Design
C$80
Size: 39 oliberte
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Clarks Dark Brown Bushacre 2 Chukka Boots
Clarks Dark Brown Bushacre 2 Chukka Boots
C$50 C$220
Size: US 7.5 Clarks
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UGG Men's Gray Chukka Boots
UGG Men's Gray Chukka Boots
C$33 C$200
Size: US 10 UGG
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Men's Suede Chelsea Boots - Gray. Size 13
Men's Suede Chelsea Boots - Gray. Size 13
C$85
Size: US 13
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Clark's Originals Black Suede Desert Chukka Lace Up Boots
Clark's Originals Black Suede Desert Chukka Lace Up Boots
C$96 C$250
Size: US 11.5 Clarks
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Prada Men's Black Suede Shoes. Size‎ 5
Prada Men's Black Suede Shoes. Size‎ 5
C$225 C$1,234
Size: US 5 Prada
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Clarks Women's Camzin Mix Boot Chelsea Shootie Taupe Suede Metallic Sz 7.5
Clark's Woolrich Desert Chukka Ankle Boots Wool Leather Lace Up
Clarks Stratton Limit Brown Leather Lace Up Chukka Boots
Rockport Men's Leather Chukka Boots Brown Sz 12W A13715 Storm Surge Waterproof
gravitypope Men's Brown Suede Lace-Up Shoes Chukka Boots Desert Size 41 US 8M
London Fog Mens Ankle Boots Faux Leather Memory Foam Size 9
London Fog Mens Ankle Boots Faux Leather Memory Foam Size 9
NWT
C$75 C$100
Size: US 9 London Fog
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Clarks Stinson Hi Wallabee Chukka Boot Black Leather Men’s 8.5M Style 63362
Ted Baker Chock Cream Suede Chukka Boots Mens Size 9 Preppy Fall
Steve Madden Men's Brown Leather Chukka Boots
Steve Madden Men's Brown Leather Chukka Boots
C$22 C$100
Size: US 11 Steve Madden
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Blackstone Leather High Top Boot Men’s US Size 10 Chukka Brown EU43 Lace Up
Tom Ford Clarence Brown Suede Chukka Boots Size 11
Tom Ford Clarence Brown Suede Chukka Boots Size 11
C$780 C$1,880
Size: US 11 Tom Ford
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Florsheim Men’s Navy Suede Boots Eclectic Classy Preppy Casual Lodge Chukka
Vans x Javier Calleja OG Chukka Boot LX Off-White Limited High Sneakers US 9.5
Baldinini Designer Black Leather Metal Tip Ankle Boots
Baldinini Designer Black Leather Metal Tip Ankle Boots
C$250 C$1,031
Size: US 11 Baldinini
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Steve Madden Men's Upshaww Brown Leather‎ Ankle Zip Boots - Size 45 EU US 12
Clarks Originals x BEAMS Desert Rock GORE-TEX Boots Sand Beige Luxury Men US 7.5
Red Wing Black Chukka Boots with Timeless Design
Red Wing Black Chukka Boots with Timeless Design
C$154 C$450
Size: 12D Red Wing Shoes
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Dr. Martens Bonny Poly Lace up Chukka Casual Boots | US 11
Dr. Martens Bonny Poly Lace up Chukka Casual Boots | US 11
C$71 C$185
Size: US 10 Dr. Martens
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DIDOPERY Brownish/Green Handmade Ankle Boot - 43/10
DIDOPERY Brownish/Green Handmade Ankle Boot - 43/10
C$15 C$65
Size: US 10 Didopery
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Size 7.5 Banana Republic Men’s Brown Suede Buckle Lace Up Boots
Size 7.5 Banana Republic Men’s Brown Suede Buckle Lace Up Boots
C$40 C$99
Size: US 7.5 Banana Republic
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Rockport Brown Chukka Boots
Rockport Brown Chukka Boots
C$18
Size: US 7 Rockport
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Dries van Noten desert chukka boots brown suede
Dries van Noten desert chukka boots brown suede
C$90
Size: US 9 Dries Van Noten
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TIMBERLAND Men's Groveton PT Chukka Boots Black 7
TIMBERLAND Men's Groveton PT Chukka Boots Black 7
C$78 C$130
Size: US 7 Timberland
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POLO Ralph Lauren Parkstone Mid Brown Leather Canvas Boots 10D Shoes Preppy
Timberland Davis Square Chukka Boots Mens 9.5 Black Leather Canvas Sneaker A1O15