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Under $100: Chukkas!
When it comes to shopping, there are few things more satisfying than finding exactly what you want at a price you can’t pass up. Here, find a collection of chukkas from brands we know you like (at prices you’ll like even more).

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  • Eastland Men's Gotham Chukka Boot


    Eastland Men’s Gotham Chukka Boot

    $135.0$49.0

  • Eastland Men's Granville Chukka Boot


    Eastland Men’s Granville Chukka Boot

    $135.0$49.0

  • Robert Wayne Men's Roma Chukka


    Robert Wayne Men’s Roma Chukka

    $120.0$60.0

  • Robert Wayne Men's Double Gore Chukka


    Robert Wayne Men’s Double Gore Chukka

    $120.0$49.0

  • Von Dutch Men's Toolbox Chukka Boot


    Von Dutch Men’s Toolbox Chukka Boot

    $155.0$75.0

  • Von Dutch Men's Toolbox Chukka Boot


    Von Dutch Men’s Toolbox Chukka Boot

    $155.0$75.0

  • Andrew Marc Men's Hudson Chukka


    Andrew Marc Men’s Hudson Chukka

    $118.0$71.0

  • Andrew Marc Men's Howard Chukka Boot


    Andrew Marc Men’s Howard Chukka Boot

    $148.0$75.0

  • Andrew Marc Men's Dorchester Chukka


    Andrew Marc Men’s Dorchester Chukka

    $178.0$55.0

  • Andrew Marc Men's Dorchester Chukka


    Andrew Marc Men’s Dorchester Chukka

    $178.0$55.0

  • Von Dutch Men's Toolbox2 Chukka Boot


    Von Dutch Men’s Toolbox2 Chukka Boot

    $144.0$69.0

  • Original Penguin Men's Birdie Lite Chukka


    Original Penguin Men’s Birdie Lite Chukka

    $140.0$69.0

  • Timberland Men's Brasstown Chukka


    Timberland Men’s Brasstown Chukka

    $110.0$55.0

  • Timberland Men's Chukka Midrise Boot


    Timberland Men’s Chukka Midrise Boot

    $185.0$93.0

  • Steve Madden Men's Garisonn Chukka Boot


    Steve Madden Men’s Garisonn Chukka Boot

    $115.0$63.0

  • Steve Madden Men's Garisonn Chukka Boot


    Steve Madden Men’s Garisonn Chukka Boot

    $115.0$63.0

  • Steve Madden Men's Halloway Canvas & Leather Chukka


    Steve Madden Men’s Halloway Canvas & Leather Chukka

    $90.0$45.0

  • Steve Madden Men's Harsen Leather Chukka


    Steve Madden Men’s Harsen Leather Chukka

    $90.0$45.0

  • Woolrich Men's Lane Casual Chukka Boot


    Woolrich Men’s Lane Casual Chukka Boot

    $160.0$69.0

  • Woolrich Men's Lane Casual Chukka Boot


    Woolrich Men’s Lane Casual Chukka Boot

    $160.0$69.0

  • Woolrich Men's Lane Casual Chukka Boot


    Woolrich Men’s Lane Casual Chukka Boot

    $160.0$69.0

  • Lugz Men's Grant Chukka Boot


    Lugz Men’s Grant Chukka Boot

    $80.0$40.0

  • Lugz Men's Grant Chukka Boot


    Lugz Men’s Grant Chukka Boot

    $80.0$40.0

  • Pointer Footwear Men's Cyril Chukka Boot


    Pointer Footwear Men’s Cyril Chukka Boot

    $140.0$59.0

  • Pointer Footwear Men's Cyril Chukka Boot


    Pointer Footwear Men’s Cyril Chukka Boot

    $140.0$59.0

  • Pointer Footwear Men's Surfer Rosa Mid Chukka Boot


    Pointer Footwear Men’s Surfer Rosa Mid Chukka Boot

    $140.0$59.0

  • Donald J Pliner Men's Eyes Chukka


    Donald J Pliner Men’s Eyes Chukka

    $238.0$69.0

  • Quiksilver Men's Marquez Low Chukka Boot


    Quiksilver Men’s Marquez Low Chukka Boot

    $110.0$52.0

  • Rockport Men's Ledge Hill Too Chukka Boot


    Rockport Men’s Ledge Hill Too Chukka Boot

    $150.0$59.0

  • Frank Wright Men's Smith Chukka Boot


    Frank Wright Men’s Smith Chukka Boot

    $140.0$63.0

  • Frank Wright Men's Totton Suede Chukka Boot


    Frank Wright Men’s Totton Suede Chukka Boot

    $120.0$55.0

  • Frank Wright Men's Totton Suede Chukka Boot


    Frank Wright Men’s Totton Suede Chukka Boot

    $120.0$55.0

  • Frank Wright Men's Totton Suede Chukka Boot


    Frank Wright Men’s Totton Suede Chukka Boot

    $120.0$55.0

  • Frank Wright Men's Totton II Chukka Boot


    Frank Wright Men’s Totton II Chukka Boot

    $130.0$59.0

  • Andrew Marc Men's Dorchester Chukka Boot


    Andrew Marc Men’s Dorchester Chukka Boot

    $178.0$89.0

  • Andrew Marc Men's Dorchester Chukka Boot


    Andrew Marc Men’s Dorchester Chukka Boot

    $178.0$89.0

  • Andrew Marc Men's Parkchester Chukka Boot


    Andrew Marc Men’s Parkchester Chukka Boot

    $178.0$55.0

  • Andrew Marc Men's Parkchester Chukka


    Andrew Marc Men’s Parkchester Chukka

    $178.0$55.0

  • Andrew Marc Men's Dorchester Crepe Chukka Boot


    Andrew Marc Men’s Dorchester Crepe Chukka Boot

    $198.0$99.0

  • Andrew Marc Men's Dorchester Crepe Chukka Boot


    Andrew Marc Men’s Dorchester Crepe Chukka Boot

    $198.0$99.0

  • Andrew Marc Men's Dorchester Crepe Chukka Boot


    Andrew Marc Men’s Dorchester Crepe Chukka Boot

    $198.0$99.0

  • Andrew Marc Men's Kane Chukka Boot


    Andrew Marc Men’s Kane Chukka Boot

    $148.0$75.0

  • Andrew Marc Men's Kane Chukka Boot


    Andrew Marc Men’s Kane Chukka Boot

    $148.0$75.0

  • Andrew Marc Men's Stanton Chukka Boot


    Andrew Marc Men’s Stanton Chukka Boot

    $128.0$65.0

  • Andrew Marc Men's Stanton Chukka Boot


    Andrew Marc Men’s Stanton Chukka Boot

    $128.0$65.0

  • Andrew Marc Men's Stanton Chukka Boot


    Andrew Marc Men’s Stanton Chukka Boot

    $128.0$65.0

  • Joe's Men's Slick Chukka Boot


    Joe’s Men’s Slick Chukka Boot

    $175.0$79.0

  • Joe's Men's Slick Chukka Boot


    Joe’s Men’s Slick Chukka Boot

    $175.0$79.0

  • French Connection Men's Corian Chukka Boot


    French Connection Men’s Corian Chukka Boot

    $158.0$69.0

  • French Connection Men's Corian Chukka Boot


    French Connection Men’s Corian Chukka Boot

    $158.0$99.0

  • French Connection Men's Falon Chukka Sneaker


    French Connection Men’s Falon Chukka Sneaker

    $138.0$45.0

  • John Varvatos Men's Hipster Chukka Boot


    John Varvatos Men’s Hipster Chukka Boot

    $198.0$45.0

  • Eastland Men's Alexander Chukka Boot


    Eastland Men’s Alexander Chukka Boot

    $115.0$

  • Eastland Men's Alexander Chukka Boot


    Eastland Men’s Alexander Chukka Boot

    $115.0$

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