Spring Styles: Chukka & Desert Boots

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

These mid-top marvels deliver sneaker-caliber comfort, but with a more polished vibe. They manage to fit in to happy hour, date night and weekend looks, while standing out in a sea of tired kicks. Choose from polished, sueded, moc-toe and more—and enjoy the upgrade.

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  The Generic Man Men’s Bouncer Leather Lace-Up (Black)

  $360$146.00

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  The Generic Man Men’s Bouncer Leather Lace-Up (Grey)

  $360$146.00

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  J SHOES Men’s Mason Brogue Oxford (Cork)

  $219$109.00

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  J SHOES Men’s Mason Brogue Oxford (Dark Tan)

  $219$109.00

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  Swear London Men’s Monkstrap Chukka (Black)

  $270$109.00

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  Swear London Men’s Monkstrap Chukka (Brown)

  $270$109.00

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  The Generic Man Men’s Chuckman Leather Chukka (Black)

  $310$101.00

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  J SHOES Men’s Monarch Lace-Up Boot (Cobble Stone)

  $196$99.00

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  J SHOES Men’s Monarch Lace-Up Boot (Fox/Mid Brown)

  $196$99.00

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  The Generic Man Men’s Chuckman Suede Chukka (Green/Brown)

  $310$95.00

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  The Generic Man Men’s Chuckman Suede Chukka (Indigo/Brown)

  $310$95.00

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  The Generic Man Men’s Chuckman Suede Chukka (Red City/Brown)

  $310$95.00

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  Oliberte Men’s Zimbo Chukka Boot (Antique Brown)

  $170$89.00

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  Oliberte Men’s Zimbo Chukka Boot (Black/Grey)

  $170$89.00

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  Oliberte Men’s Zimbo Chukka Boot (Camel)

  $170$89.00

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  Oliberte Men’s Zimbo Chukka Boot (Dark Grey)

  $170$89.00

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  Swear London Men’s Chukka (Black)

  $210$89.00

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  Swear London Men’s Chukka (Sand)

  $210$89.00

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  Swear London Men’s Chukka (Black)

  $260$89.00

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  Swear London Men’s Chukka (Grey)

  $260$89.00

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  Andrew Marc Men’s Dorchester Chukka (Med Blue)

  $178$89.00

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  Andrew Marc Men’s Dorchester Chukka (Oxblood)

  $178$71.00

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  Andrew Marc Men’s Dorchester Chukka (Veridian)

  $178$71.00

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  J SHOES Men’s Escape Chukka (Cork)

  $184$71.00

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  JD Fisk Men’s Henri Ankle Boot (Sand Canvas)

  $149$69.00

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  JD Fisk Men’s Krakow Boot (Grey)

  $159$69.00

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  JD Fisk Men’s Krakow Boot (Tobacco)

  $159$63.00

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  Ben Sherman Men’s Aberdeen Leather Chukka (Black)

  $130$63.00

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  Ben Sherman Men’s Aberdeen Leather Chukka (Grey)

  $130$62.00

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  Rogue Men’s Huntington Chukka (Black)

  $175$62.00

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  Rogue Men’s Huntington Chukka (Taupe)

  $175$59.00

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  Florsheim Men’s Tienomite Mid Boat Shoe (Brown)

  $145$59.00

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  Florsheim Men’s Tienomite Mid Boat Shoe (Dark Cherry)

  $145$59.00

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  Sebago Men’s Campsides Mid Oxford (Chocolate)

  $125$59.00

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  Sebago Men’s Campsides Mid Oxford (Cognac)

  $125$53.00

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

  $128$47.00

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

  $128$44.00

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  Royal Elastic Men’s Roland 12 Crepe Chukka (Black)

  $145$

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  Bed|Stü Men’s Uncle Dowell Chukka Boot (Black)

  $85$

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  Dr. Martens Men’s Colt Chukka (Beige Burnished Bronx Suede)

  $70$