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  • Clarks® Wallaston Men's Leather Chukka Boots
    $79.20 with code YOUGET20 Promo details.
    $99.00 sale $110.00 Reg.

    Clarks® Wallaston Men's Leather Chukka Boots

  • VANCE Franco Men's Plain Toe Chukka Boots
    $50.99 with code YOUGET20 Promo details.
    $63.74 sale $84.99 Reg.

    VANCE Franco Men's Plain Toe Chukka Boots

    (63)
  • Skechers Relaxed Fit® Respected Boswell Men's Boots
    $75.00 sale
    $100.00 Reg.

    Skechers Relaxed Fit® Respected Boswell Men's Boots

    (863)
  • Deer Stags Bangor Men's Chukka Boots
    $64.00 with code YOUGET20 Promo details.
    $80.00 Reg.

    Deer Stags Bangor Men's Chukka Boots

    (49)
    Black Redwood
  • Vance Stratton Men's Casual Chukka Boots
    $65.99 with code YOUGET20 Promo details.
    $82.49 sale $109.99 Reg.

    Vance Stratton Men's Casual Chukka Boots

    (1)
    Walnut Black
  • Lugz Drifter Men's Weatherguard Chukka Boots
    $47.99 with code YOUGET20 Promo details.
    $59.99 Reg.

    Lugz Drifter Men's Weatherguard Chukka Boots

    (2)
    Wheat Black Charcoal Black
  • Deer Stags Men’s Garfield SUPRO Comfort Dress Chukka Boots
    $68.00 - $80.00 with code YOUGET20 Promo details.
    $85.00 - $100.00 Reg.

    Deer Stags Men’s Garfield SUPRO Comfort Dress Chukka Boots

    Brown Black Dark Brown
  • Lugz Fringe Men's Ankle Boots
    $47.99 with code YOUGET20 Promo details.
    $59.99 Reg.

    Lugz Fringe Men's Ankle Boots

    (189)
    Mushroom Gum Cream Black Black White Golden Wheat White
  • Lugz Monterey Steel Toe Wide Men's Walking Boots
    $63.99 with code YOUGET20 Promo details.
    $79.99 Reg.

    Lugz Monterey Steel Toe Wide Men's Walking Boots

    (2)
    Black Cream Gum Oxblood Cream Gum
  • Nunn Bush® Circuit Men's Chukka Boots
    $63.99 - $67.99 with code YOUGET20 Promo details.
    $79.99 - $84.99 sale $85.00 - $90.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

    (76)
    Brown Multi Cognac Black
  • Lugz Forager Men's Chukka Boots
    $39.99 with code YOUGET20 Promo details.
    $49.99 Reg.

    Lugz Forager Men's Chukka Boots

    Wheat Doe Whisper Chestnut Doe Whisper Black Doe Whisper
  • Lugz Drifter Ripstop Men's Chukka Boots
    $47.99 with code YOUGET20 Promo details.
    $59.99 Reg.

    Lugz Drifter Ripstop Men's Chukka Boots

    (146)
    Red Olive White Blue
  • Nunn Bush® Excavate Men's Plain Toe Ankle Boots
    $71.99 with code YOUGET20 Promo details.
    $89.99 sale $95.00 Reg.

    Nunn Bush® Excavate Men's Plain Toe Ankle Boots

    (18)
    Brown Tan Multi Black
  • Clarks® Shepton Men's Suede Lace Up Boots
    $80.00 - $88.00 with code YOUGET20 Promo details.
    $100.00 - $110.00 Reg.

    Clarks® Shepton Men's Suede Lace Up Boots

    (2)
    Beigtaupe Distreskhaki Black Brown Beeswax Black
  • Propet Findley Men's Suede Chukka Boots
    $91.96 with code YOUGET20 Promo details.
    $114.95 Reg.

    Propet Findley Men's Suede Chukka Boots

    (46)
    Brown Desert Camel Gray Black
  • Lugz Drifter Lo LX Men's Water Resistant Ankle Boots
    $55.99 with code YOUGET20 Promo details.
    $69.99 Reg.

    Lugz Drifter Lo LX Men's Water Resistant Ankle Boots

    (98)
    Yellow Black Cream Gum Charcoal Steel Grey Dk Brown Black
  • Xray Byron Men's Chukka Boots
    $44.00 with code YOUGET20 Promo details.
    $55.00 Reg.

    Xray Byron Men's Chukka Boots

    (3)
    Cognac Black
  • Dockers® Weston Men's Lightweight Lace-Up Boots
    $80.00

    Dockers® Weston Men's Lightweight Lace-Up Boots

    Cognac Chestnut Black
  • Men's Caterpillar Threshold Chukka Rugged Casual Boots
    $80.00 with code YOUGET20 Promo details.
    $100.00 Reg.

    Men's Caterpillar Threshold Chukka Rugged Casual Boots

    (2)
    Beaned Black Bungee Cord
  • Lugz Mantle Mid Men's Ankle Boots
    $67.99 with code YOUGET20 Promo details.
    $84.99 Reg.

    Lugz Mantle Mid Men's Ankle Boots

    (106)
    Yellow Dk Brown Falcon Black Black
  • Nunn Bush® Ozark II Men's Plain Toe Chukka Boots
    $83.99 - $87.99 with code YOUGET20 Promo details.
    $104.99 - $109.99 sale $110.00 - $120.00 Reg.

    Nunn Bush® Ozark II Men's Plain Toe Chukka Boots

    (7)
    Brown Crazy Horse Tan Multi Black Tumbled
  • Lugz Convoy Men's Scuff-Proof Ankle Boots
    $51.99 - $59.99 with code YOUGET20 Promo details.
    $64.99 - $74.99 Reg.

    Lugz Convoy Men's Scuff-Proof Ankle Boots

    (118)
  • Stacy Adams Maxwell Men's Leather Chukka Boots
    $88.00 with code YOUGET20 Promo details.
    $110.00 Reg.

    Stacy Adams Maxwell Men's Leather Chukka Boots

    (5)
  • Lugz Yard LX Men's Composite Toe Chukka Boots
    $63.99 with code YOUGET20 Promo details.
    $79.99 Reg.

    Lugz Yard LX Men's Composite Toe Chukka Boots

    (1)
  • Lugz Convoy Men's Hiking Boots
    $59.99 with code YOUGET20 Promo details.
    $74.99 Reg.

    Lugz Convoy Men's Hiking Boots

    (191)
    Otter Chocolate Gum Charcoal Gum
  • Dockers® Esmond Men's Ankle Boots
    $80.00 - $95.00

    Dockers® Esmond Men's Ankle Boots

    (6)
    Taupe Cognac Navy Cognac Dark Brown
  • Nunn Bush® Chase Men's Chukka Boots
    $67.99 - $71.99 with code YOUGET20 Promo details.
    $84.99 - $89.99 sale $90.00 - $95.00 Reg.

    Nunn Bush® Chase Men's Chukka Boots

    (7)
    Brown Multi Black Cognac Multi
  • Lugz Drifter Peacoat Men's Chukka Boots
    $47.99 with code YOUGET20 Promo details.
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Chukka Boots

    (155)
    Black Black Black Black Gum
  • Lugz Rapid Men's Slip-Resistant Ankle Boots
    $55.99 with code YOUGET20 Promo details.
    $69.99 Reg.

    Lugz Rapid Men's Slip-Resistant Ankle Boots

    (6)
  • Sonoma Goods For Life® Ledger Men's Chukka Boots
    $23.99 with code YOUGET20 Promo details.
    $29.99 clearance $59.99 Reg.

    Sonoma Goods For Life® Ledger Men's Chukka Boots

    (2)
  • Lugz Wilderness Men's Chukka Boots
    $71.99 with code YOUGET20 Promo details.
    $89.99 Reg.

    Lugz Wilderness Men's Chukka Boots

    Dk Brown Olive Black
  • Stacy Adams Finnegan Men's Wingtip Lace-Up Ankle Boots
    $128.00 with code YOUGET20 Promo details.
    $160.00 Reg.

    Stacy Adams Finnegan Men's Wingtip Lace-Up Ankle Boots

  • Nunn Bush® Otto Men's Leather Plain Toe Chukka Boots
    $87.99 with code YOUGET20 Promo details.
    $109.99 sale $120.00 Reg.

    Nunn Bush® Otto Men's Leather Plain Toe Chukka Boots

    (15)
    Brown Ch Black Tumbled
  • Reserved Footwear Positron Men's Leather Chukka Boots
    $103.20 with code YOUGET20 Promo details.
    $129.00 Reg.

    Reserved Footwear Positron Men's Leather Chukka Boots

    (2)
    Tan Black
  • Dockers® Calgary Men's Ankle Boots
    $95.00

    Dockers® Calgary Men's Ankle Boots

    (1)
  • Dockers Men's Nigel Boot
    $95.00

    Dockers Men's Nigel Boot

    (2)
    Taupe Brown Dark Brown
  • Lugz Ridgeline Men's Chukka Boots
    $71.99 with code YOUGET20 Promo details.
    $89.99 Reg.

    Lugz Ridgeline Men's Chukka Boots

  • Xray Kimball Men's Ankle Boots
    $103.99 with code YOUGET20 Promo details.
    $129.99 Reg.

    Xray Kimball Men's Ankle Boots

    (3)
  • Lugz Rapid Men's Sneakers
    $47.99 with code YOUGET20 Promo details.
    $59.99 Reg.

    Lugz Rapid Men's Sneakers

    (66)
  • Lugz Drifter LX Men's Water Resistant Ankle Boots
    $63.99 with code YOUGET20 Promo details.
    $79.99 Reg.

    Lugz Drifter LX Men's Water Resistant Ankle Boots

    (39)
  • Eastland Seneca Men's Chukka Boots
    $120.00

    Eastland Seneca Men's Chukka Boots

    (12)
    Bomber Brown Oak
  • Nunn Bush® Denali Men's Waterproof Chukka Boots
    $87.99 with code YOUGET20 Promo details.
    $109.99 sale $120.00 Reg.

    Nunn Bush® Denali Men's Waterproof Chukka Boots

    (51)
  • Eastland Seneca Men's Shoes
    $110.00

    Eastland Seneca Men's Shoes

    (4)
  • Nunn Bush® Odell II Men's Wingtip Lace-Up Boots
    $87.99 with code YOUGET20 Promo details.
    $109.99 sale $120.00 Reg.

    Nunn Bush® Odell II Men's Wingtip Lace-Up Boots

    (7)
    Brown Crazy Horse Tan Multi Black Tumbled
  • Eastland High Fidelity Men's Ankle Boots
    $135.00

    Eastland High Fidelity Men's Ankle Boots

    (7)
  • Dockers® Dee Men's Ankle Boots
    $85.00

    Dockers® Dee Men's Ankle Boots

  • New York & Company Men's Darren Chukka Boots
    $65.00

    New York & Company Men's Darren Chukka Boots

  • VANCE Vaughn Men's Chukka Boots
    $71.99 with code YOUGET20 Promo details.
    $89.99 sale $119.99 Reg.

    VANCE Vaughn Men's Chukka Boots

    (4)