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Cool & Classic: Chukkas!
Sneakers may be an easy option for everyday wear, but there’s an simple way to step up your style: Kick the gym shoes off and embrace the chukka. Paired with your favorite jeans or chinos, these better-than-basic kicks will have you walking tall and looking fresh. Worried about missing the comfort of your sneaks? Fret not: These guys have all the good looks and the great cushion you could need.

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  • Frank Wright Men's Smith Chukka Boot


    Frank Wright Men’s Smith Chukka Boot

    $140.0$70.0

  • John Varvatos Men's Star Classic Chukka


    John Varvatos Men’s Star Classic Chukka

    $248.0$124.0

  • John Varvatos Men's Star B Chukka


    John Varvatos Men’s Star B Chukka

    $248.0$136.0

  • Bruno Magli Men's Malcolm Chukka


    Bruno Magli Men’s Malcolm Chukka

    $450.0$185.0

  • Andrew Marc Men's Dorchester Moc Toe Boot


    Andrew Marc Men’s Dorchester Moc Toe Boot

    $178.0$83.0

  • Andrew Marc Men's Dorchester Moc Toe Boot


    Andrew Marc Men’s Dorchester Moc Toe Boot

    $178.0$83.0

  • Andrew Marc Men's Dorchester Chukka


    Andrew Marc Men’s Dorchester Chukka

    $178.0$78.0

  • Donald J Pliner Men's Brady Chukka Boot


    Donald J Pliner Men’s Brady Chukka Boot

    $375.0$188.0

  • Donald J Pliner Men's Brady Chukka Boot


    Donald J Pliner Men’s Brady Chukka Boot

    $375.0$188.0

  • Robert Wayne Men's Double Gore Chukka


    Robert Wayne Men’s Double Gore Chukka

    $120.0$52.0

  • Andrew Marc Men's Parkchester Chukka


    Andrew Marc Men’s Parkchester Chukka

    $178.0$83.0

  • Donald J Pliner Men's Eyes Chukka


    Donald J Pliner Men’s Eyes Chukka

    $238.0$102.0

  • 1883 by Wolverine Men's Alberto Chukka


    1883 by Wolverine Men’s Alberto Chukka

    $165.0$74.0

  • Rockport Men's Rocsports Lite 2 Chukka Boot


    Rockport Men’s Rocsports Lite 2 Chukka Boot

    $120.0$55.0

  • Frank Wright Men's Totton II Chukka Boot


    Frank Wright Men’s Totton II Chukka Boot

    $130.0$65.0

  • Quiksilver Men's Marquez Low Chukka Boot


    Quiksilver Men’s Marquez Low Chukka Boot

    $110.0$48.0

  • Frank Wright Men's Totton Suede Chukka Boot


    Frank Wright Men’s Totton Suede Chukka Boot

    $120.0$60.0

  • Rockport Men's Ledge Hill Too Chukka Boot


    Rockport Men’s Ledge Hill Too Chukka Boot

    $150.0$69.0

  • Frank Wright Men's Totton Suede Chukka Boot


    Frank Wright Men’s Totton Suede Chukka Boot

    $120.0$60.0

  • Frank Wright Men's Totton Suede Chukka Boot


    Frank Wright Men’s Totton Suede Chukka Boot

    $120.0$60.0

  • Donald J Pliner Men's Eyes Chukka


    Donald J Pliner Men’s Eyes Chukka

    $238.0$102.0

  • Frank Wright Men's Totton II Chukka Boot


    Frank Wright Men’s Totton II Chukka Boot

    $130.0$65.0

  • Bacco Bucci Men's Vialli Suede Chukka Boot


    Bacco Bucci Men’s Vialli Suede Chukka Boot

    $265.0$133.0

  • Andrew Marc Men's Parkchester Chukka Boot


    Andrew Marc Men’s Parkchester Chukka Boot

    $178.0$86.0

  • Robert Wayne Men's Wingtip Lace Up Chukka


    Robert Wayne Men’s Wingtip Lace Up Chukka

    $265.0$60.0

  • Bacco Bucci Men's Vialli Suede Casual Boot


    Bacco Bucci Men’s Vialli Suede Casual Boot

    $328.0$133.0

  • Robert Graham Men's Bedford Casual Cap Toe Chukka


    Robert Graham Men’s Bedford Casual Cap Toe Chukka

    $178.0$164.0

  • SeaVees Men's 12/67 3 Eye Chukka


    SeaVees Men’s 12/67 3 Eye Chukka

    $155.0$74.0

  • Ben Sherman Men's Troy Mixed Material Chukka


    Ben Sherman Men’s Troy Mixed Material Chukka

    $450.0$63.0

  • Gorilla USA Men's Chukka Boot


    Gorilla USA Men’s Chukka Boot

    $450.0$211.0

  • Gorilla USA Men's Chukka Boot


    Gorilla USA Men’s Chukka Boot

    $450.0$211.0

  • Gorilla USA Men's Chukka Boot


    Gorilla USA Men’s Chukka Boot

    $118.0$211.0

  • Andrew Marc Men's Hudson Chukka


    Andrew Marc Men’s Hudson Chukka

    $220.0$75.0

  • Marc NY Men's Hudson Chukka Boot


    Marc NY Men’s Hudson Chukka Boot

    $148.0$85.0

  • Andrew Marc Men's Lexington Dress Chukka Boot


    Andrew Marc Men’s Lexington Dress Chukka Boot

    $175.0$62.0

  • Joe's Men's Slick Chukka Boot


    Joe’s Men’s Slick Chukka Boot

    $225.0$88.0

  • 7 for all Mankind Men's Jett Chukka


    7 for all Mankind Men’s Jett Chukka

    $225.0$113.0

  • 7 for all Mankind Men's Jett Chukka


    7 for all Mankind Men’s Jett Chukka

    $225.0$113.0

  • J. Artola Men's Chuck Chukka


    J. Artola Men’s Chuck Chukka

    $598.0$113.0

  • J. Artola Men's Chuck Chukka


    J. Artola Men’s Chuck Chukka

    $140.0$240.0

  • J. Artola Men's Chuck Chukka


    J. Artola Men’s Chuck Chukka

    $140.0$65.0

  • John Varvatos Men's Dylan Classic Chukka


    John Varvatos Men’s Dylan Classic Chukka

    $140.0$65.0

  • Pointer Footwear Men's Cyril Chukka Boot


    Pointer Footwear Men’s Cyril Chukka Boot

    $150.0$65.0

  • Pointer Footwear Men's Cyril Chukka Boot


    Pointer Footwear Men’s Cyril Chukka Boot

    $178.0$46.0

  • Pointer Footwear Men's Surfer Rosa Mid Chukka Boot


    Pointer Footwear Men’s Surfer Rosa Mid Chukka Boot

    $125.0$78.0

  • Oliberte Men's Dubano Short Chukka Boot


    Oliberte Men’s Dubano Short Chukka Boot

    $125.0$56.0

  • Andrew Marc Men's Dorchester Chukka


    Andrew Marc Men’s Dorchester Chukka

    $160.0$56.0

  • Robert Wayne Men's Chukka Boot


    Robert Wayne Men’s Chukka Boot

    $695.0$56.0

  • Robert Wayne Men's Chukka Boot


    Robert Wayne Men’s Chukka Boot

    $150.0$54.0

  • Vince Camuto Men's Armond Chukka


    Vince Camuto Men’s Armond Chukka

    $180.0$64.0

  • Vince Camuto Men's Carmine Double Gore Chukka


    Vince Camuto Men’s Carmine Double Gore Chukka

    $200.0$455.0

  • Sebago Men's Thayer Chukka Boot


    Sebago Men’s Thayer Chukka Boot

    $628.0$65.0

  • Salvatore Ferragamo Men's Palestro Hightop Sneaker


    Salvatore Ferragamo Men’s Palestro Hightop Sneaker

    $450.0$79.0

  • Joseph Abboud Men's Thomas Chukka Boot


    Joseph Abboud Men’s Thomas Chukka Boot

    $178.0$100.0

  • Geox Men's Zal Chukka Boot


    Geox Men’s Zal Chukka Boot

    $140.0$125.0

  • Geox Men's Journey Casual Chukka Boot


    Geox Men’s Journey Casual Chukka Boot

    $180.0$193.0

  • John Varvatos Men's College Chukka


    John Varvatos Men’s College Chukka

    $$35.0

  • John Varvatos Men's Mercer Chukka


    John Varvatos Men’s Mercer Chukka

    $$70.0

  • SeaVees Men's 12/67 3 Eye Chukka


    SeaVees Men’s 12/67 3 Eye Chukka

    $$85.0

  • Frank Wright Men's Smith Chukka Boot


    Frank Wright Men’s Smith Chukka Boot

    $$

  • Geox Men's Manuel Chukka Boot


    Geox Men’s Manuel Chukka Boot

    $$

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