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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 to the curb and embrace the chukkas. 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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Generic Surplus Men’s Dom Leather Boot (Black)$130$68.00 -
Generic Surplus Men’s Dom Sneaker (Chambray)$99$50.00 -
Generic Surplus Men’s Apache Canvas Sneaker (Blue)$75$38.00 -
Generic Surplus Men’s Apache Canvas Sneaker (Grey)$75$38.00 -
Wolverine No. 1883 Men’s Mayall Boot (Dark Grey)$195$98.00 -
Wolverine No. 1883 Men’s Orville Shoe (Blue)$135$69.00 -
Wolverine No. 1883 Men’s Orville Shoe (Milkshake)$135$69.00 -
Vivienne Westwood Men’s Chukka (Cream)$275$110.00 -
Tod’s Men’s Chukka (Tabacco Chiaro)$475$237.00 -
Tod’s Men’s Chukka (Ivory)$465$232.00 -
Tod’s Men’s Oxford Chukka (Tabacco Chiaro)$650$260.00 -
Tod’s Men’s Suede Chukka (Tan)$490$210.00 -
GF Ferré Men’s Chukka (Brown)$495$149.00 -
J SHOES Men’s Mojave Boot (Black)$163$85.00 -
J SHOES Men’s Sonar Leather Shoe with Ties (Chocolate)$150$75.00 -
J. Artola Men’s Brandon Lace-Up (Black)$220$77.00 -
J. Artola Men’s Brandon MX Chukka (Dark Brown)$215$89.00 -
J. Artola Men’s Brandon MX Chukka (Stone)$215$89.00 -
Dr. Martens Men’s Nixon Boot (Grey Fine Canvas)$100$49.00 -
Tretorn Men’s Obo GTX Leather Chukka (Black/gum)$180$79.00 -
Tretorn Men’s Obo GTX Leather Chukka (Brown)$180$79.00 -
Tretorn Men’s Oken Chukka (Gunmetal)$90$39.00 -
Tretorn Men’s Otto Mid Canvas Sneaker (Safari Beige)$75$39.00 -
Tretorn Men’s Kasper 2.0 Suede Chukka (Gunmetal)$110$49.00 -
Cushe Men’s Bespoke Chukka Boot (Black)$100$49.00 -
Cushe Men’s Bespoke Chukka Boot (Brown)$100$49.00 -
Cushe Men’s Bespoke Chukka Boot (Grey)$100$49.00 -
Rogue Men’s Rycroft Chukka Boot (Red)$350$175.00 -
Antonio Maurizi Men’s Tartoni Boot (Brown Visone)$650$259.00 -
Antonio Maurizi Men’s Piero Boot (T.moro)$650$259.00 -
Donald J Pliner Men’s Elio Chukka (Expresso)$325$145.00 -
Tommy Hilfiger Men’s Lark Chukka Boot (Dark Brown)$120$69.00 -
Geox Men’s Juan Chukka (Beige)$140$49.00 -
DVS Men’s Hunt Skate Shoe (Black Suede)$75$35.00 -
H by Hudson Men’s Aura Chukka Sneaker (Mustard)$195$99.00 -
Gola Men’s Quaser (Black/tan)$90$49.00 -
Gola Men’s Quaser (Navy/Process Blue)$90$49.00 -
H by Hudson Men’s Aura Chukka Sneaker (Taupe)$195$99.00 -
Alejandro Ingelmo Men’s Knox Chukka Sneaker (Burgundy)$645$199.00 -
H by Hudson Men’s Aura Chukka Sneaker (Black)$195$99.00 -
Alejandro Ingelmo Men’s Knox Suede Chukka Sneaker (Champagne)$555$169.00 -
Calvin Klein Men’s Ference Chukka (Black)$130$65.00 -
Stacy Adams Men’s Taliesin Chukka (Black Suede)$85$51.00 -
Stacy Adams Men’s Dynamo Chukka (Brick)$80$48.00 -
Kenneth Cole New York Men’s Weekly Meeting Boot (Black)$168$84.00 -
Kenneth Cole Reaction Men’s Drift Racing Chukka (Grey)$108$54.00 -
John Varvatos Star USA Men’s Henley Boot (Espresso)$268$135.00 -
John Varvatos Men’s Stanton Chukka (Black Sand)$598$229.00 -
John Varvatos Star USA Men’s Sid Commuter Chukka (Coal)$178$115.00 -
John Varvatos Men’s Hipster Chukka (Lead)$550$275.00 -
John Varvatos Men’s Hipster Chukka (Espresso)$598$299.00 -
WeSC Men’s Lawrence Chukka (Oatmeal)$165$89.00 -
WeSC Men’s Lawrence Chukka (Beluga)$165$89.00 -
Palladium Men’s Slim Leather Chukka Boot (Black/Safari)$90$45.00 -
Oliberté Men’s Mogado Hi-Top Chukka (Dark Grey)$174$50.00 -
Sebago Men’s Beacon Chukka (Brown)$130$75.00 -
Sebago Men’s Beacon Chukka (Brown Oiled Waxy)$130$75.00 -
Sebago Men’s Marquette Boot (Brown)$145$83.00 -
Ben Sherman Men’s Aberdeen Woven Chukka Boot (Brown)$140$69.00 -
Ben Sherman Men’s Abner Chukka (Dark Brown)$140$63.00 -
Kickers Men’s River Chukka (Dark Brown)$167$99.00
