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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$140.0$70.0 -
Gorilla USA Men’s Chukka Boot$450.0$211.0 -
Donald J Pliner Men’s Zafar-D9 Short Lace-Up Boot$295.0$199.0 -
Gorilla USA Men’s Chukka Boot$450.0$124.0 -
John Varvatos Men’s Star Classic Chukka$248.0$211.0 -
Gorilla USA Men’s Chukka Boot$450.0$211.0 -
Gorilla USA Men’s Chukka Boot$450.0$136.0 -
John Varvatos Men’s Star B Chukka$248.0$199.0 -
John Varvatos Men’s Monaco Crepe Chukka$550.0$83.0 -
Andrew Marc Men’s Dorchester Moc Toe Boot$178.0$83.0 -
Andrew Marc Men’s Dorchester Moc Toe Boot$178.0$79.0 -
Blackstone Men’s Chukka Sneaker$187.0$176.0 -
Bruno Magli Men’s Malcolm Chukka$450.0$105.0 -
Rogue Men’s Drave Casual Chukka$225.0$83.0 -
Joe’s Men’s Slick Chukka Boot$175.0$53.0 -
Joe’s Men’s Slick Chukka Boot$175.0$53.0 -
Andrew Marc Men’s Parkchester Chukka$178.0$102.0 -
Robert Wayne Men’s Chukka Boot$238.0$70.0 -
Robert Wayne Men’s Chukka Boot$375.0$365.0 -
Donald J Pliner Men’s Eyes Chukka$375.0$46.0 -
Donald J Pliner Men’s Brady-80 Chukka Boot$165.0$269.0 -
Donald J Pliner Men’s Brady-80 Chukka Boot$798.0$269.0 -
1883 by Wolverine Men’s Alberto Chukka$110.0$52.0 -
John Varvatos Men’s Fleetwood Casual Chukka$550.0$65.0 -
Quiksilver Men’s Marquez Low Chukka Boot$550.0$60.0 -
John Varvatos Men’s Monaco Casual Chukka$110.0$60.0 -
John Varvatos Men’s Monaco Casual Chukka$130.0$60.0 -
Quiksilver Men’s Marquez Low Chukka Boot$120.0$102.0 -
Frank Wright Men’s Totton II Chukka Boot$120.0$78.0 -
Frank Wright Men’s Totton Suede Chukka Boot$120.0$65.0 -
Frank Wright Men’s Totton Suede Chukka Boot$238.0$69.0 -
Frank Wright Men’s Totton Suede Chukka Boot$178.0$60.0 -
Donald J Pliner Men’s Eyes Chukka$265.0$62.0 -
Andrew Marc Men’s Dorchester Chukka$130.0$65.0 -
Bacco Bucci Men’s Vialli Suede Chukka Boot$150.0$99.0 -
Frank Wright Men’s Totton II Chukka Boot$155.0$53.0 -
Rockport Men’s Ledge Hill Too Chukka Boot$150.0$65.0 -
Ben Sherman Men’s Troy Mixed Material Chukka$140.0$65.0 -
Joseph Abboud Men’s Thomas Chukka Boot$228.0$82.0 -
Pointer Footwear Men’s Surfer Rosa Mid Chukka Boot$125.0$55.0 -
John Varvatos Men’s Hipster Laceless Casual Chukka$140.0$164.0 -
Vince Camuto Men’s Armond Chukka$140.0$126.0 -
Pointer Footwear Men’s Cyril Chukka Boot$178.0$51.0 -
Pointer Footwear Men’s Cyril Chukka Boot$120.0$95.0 -
Andrew Marc Men’s Parkchester Chukka Boot$328.0$75.0 -
Rockport Men’s Rocsports Lite 2 Chukka Boot$265.0$61.0 -
Robert Graham Men’s Bedford Casual Cap Toe Chukka$125.0$ -
Bacco Bucci Men’s Vialli Suede Casual Boot$200.0$ -
Vince Camuto Men’s Carmine Double Gore Chukka$180.0$ -
Geox Men’s Journey Casual Chukka Boot$160.0$ -
Geox Men’s Zal Chukka Boot$$ -
Sebago Men’s Thayer Chukka Boot$$
