Up to 80% Off: Boots, Sneakers & More

We may earn money or products from the companies mentioned in this post.

You like to play it cool—and it shows in your footwear. Sporty designs that reveal your relaxed attitude. Lace-up sneakers for casual weekends. Oxfords paired with chinos and bright socks for an on-trend look. It’s a snap to keep it laidback and casual with this collection of kicks.

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  Patagonia Men’s Hog Tie Multi-Sport Shoe (Espresso)

  $130.0$26.0

• 

      
  
  
  J SHOES Men’s Mason Brogue Oxford (Cork)

  $219.0$44.0

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  PUMA Men’s Disc Blaze Lite Tech Fashion Sneaker (Black Cherry/Sparkling Grape/Black)

  $130.0$39.0

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  Swear London Men’s Oxford (Brown)

  $230.0$39.0

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  Swear London Men’s Chukka (Black)

  $210.0$39.0

• 

      
  
  
  Swear London Men’s Chukka (Black)

  $260.0$39.0

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  JD Fisk Men’s Cael Fashion Sneaker (Black)

  $129.0$39.0

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  JD Fisk Men’s Cael Fashion Sneaker (Dark Brown)

  $129.0$39.0

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  JD Fisk Men’s Cael Fashion Sneaker (Grey Camo)

  $129.0$39.0

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  Generic Surplus Men’s Borstal Hooper Low-Top Sneaker (Black)

  $78.0$19.0

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  Generic Surplus Men’s Borstal Hooper Low-Top Sneaker (Red)

  $78.0$19.0

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  Generic Surplus Men’s McNairy Chukka Sneaker (Dark Navy)

  $79.0$19.0

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  Generic Surplus Men’s McNairy Chukka Sneaker (Military)

  $79.0$35.0

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  Generic Surplus Men’s McNairy Chukka Sneaker (Natural)

  $79.0$85.0

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  Generic Surplus Men’s McNairy Chukka Sneaker (Sand)

  $79.0$69.0

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  SeaVees Men’s Baja Pantone Slip-On (Lava Boardshort Twill)

  $82.0$69.0

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  7 For All Mankind Men’s Derek Fashion Sneaker (Black Leather)

  $145.0$69.0

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  Bruno Magli Men’s Malachi Balmoral Wingtip (Red)

  $425.0$75.0

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  Swear Men’s Gene 21 Leather Fashion Sneaker (Blue/Navy)

  $235.0$75.0

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  Swear Men’s Gene 21 Leather Fashion Sneaker (Orange/Blue)

  $235.0$65.0

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  Swear Men’s Gene 21 Leather Fashion Sneaker (White/navy)

  $235.0$35.0

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  Swear Men’s James 2 Hi-Top (Blue/Orange)

  $255.0$35.0

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  Swear Men’s James 2 Hi-Top (Navy/Green)

  $255.0$55.0

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  Swear Men’s James 1 Metallic Sneaker (Navy Metalic)

  $250.0$35.0

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  Andrew Marc Men’s Dorchester Saddle Oxford (Black/Amethyst/Black)

  $178.0$39.0

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  Andrew Marc Men’s Dorchester Saddle Oxford (Grey/Ruby/Black)

  $178.0$49.0

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  Original Penguin Men’s Jerry Jeff Lace-Up Boot (Black Distressed)

  $168.0$59.0

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  Dr. Martens Gibson Vegan Oxford (Cherry Red)

  $120.0$35.0

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  Bed|Stü Men’s Tuscan Oxford (Brown)

  $190.0$25.0

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  Rockport Men’s Dialed In Zipper Boot (British Tan)

  $150.0$35.0

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  Dr. Martens Men’s Alfred Brogue Shoe (Black)

  $180.0$95.0

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  Dr. Martens Men’s Alfred Brogue Shoe (Oxblood)

  $180.0$95.0

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  Dr. Martens Men’s Keith Oxford (Dark Brown Greenland)

  $120.0$79.0

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  Rockport Men’s Eastern Parkway Plain Toe Low Oxford (Caramel)

  $135.0$79.0

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  SeaVees Men’s Hermosa Pantone Plimsoll Fashion Sneaker (Lava Boardshort Twill)

  $98.0$79.0

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  Swear London Men’s Low Stud Sneaker (Black)

  $250.0$59.0

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  The Generic Man Men’s Sportsman Low Sneaker (Brown/Plum)

  $325.0$45.0

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  The Generic Man Men’s Sportsman Low Sneaker (Grey/Lime)

  $325.0$45.0

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  The Generic Man Men’s Chuckman Chukka Sneaker (Baby Blue)

  $305.0$45.0

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  The Generic Man Men’s Chuckman Chukka Sneaker (Olive Green)

  $305.0$35.0

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  The Generic Man Men’s Chuckman Chukka Sneaker (Orange)

  $305.0$69.0

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  Dr. Martens Men’s Gloverall Oxford (Sand/Burgundy)

  $290.0$29.0

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  Dr. Martens Men’s Hambleton II Chukka (Charcoal)

  $225.0$29.0

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  Dr. Martens Men’s Hambleton II Chukka (Dark Navy)

  $225.0$29.0

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  Dr. Martens Men’s Hambleton II Chukka (Tan)

  $225.0$25.0

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  Dr. Martens Men’s Dillan Camo Oxford (Beige Washed)

  $160.0$59.0

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  Dr. Martens Men’s Percy Oxford (Black/Red)

  $320.0$99.0

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  Seavees Men’s 04/60 Two Eye Floater Chukka (Flax Suede)

  $128.0$55.0

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  Gorilla USA Men’s Messenger Casual Boot (Black/Charcoal)

  $125.0$59.0

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  Gorilla USA Men’s Messenger Casual Boot (Brown/Black)

  $125.0$39.0

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  Original Penguin Men’s Espy Linen Slip-On (Black)

  $90.0$

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  Modern Fiction Men’s Relaxed Chukka Boot (Brown)

  $288.0$

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  Bed|Stü Men’s Giovanni Loafer (Blue)

  $375.0$

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  Sebago Men’s Pinehust Hiker Boot (Brown)

  $215.0$

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  The Generic Man Men’s Sportsman Metallic Leather Sneaker (Silver/Gold)

  $380.0$

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  Bacco Bucci Men’s Palmiro Faux Lace Slip-On Sport Shoe (Brown Multi)

  $255.0$