We may earn money from the companies mentioned in this products affiliate post.
There comes a time in every guy’s life when it’s time to swap those beloved sneakers for something a bit more stylized. Fret not. These chukkas are just as comfortable as your dependable kicks yet they give the jeans and T-shirt formula a much-needed injection of sophistication. Pair any of these styles with cuffed chinos and a flannel button-down for a foolproof look this fall and winter. The Details: Brands include ksubi, Timberland, Ben Sherman and more.
-
JD Fisk Men’s Frederick Chukka (Black)$149$52.00 -
JD Fisk Men’s Frederick Chukka (Brown)$149$52.00 -
Wolverine No. 1883 Men’s Ansley Chukka (Beige)$175$65.00 -
Wolverine No. 1883 Men’s Ansley Chukka (Grey)$175$65.00 -
Wolverine No. 1883 Men’s Ansley Chukka (Black)$175$65.00 -
Tretorn Men’s Krona Mid Leather Chukka Sneaker (Balsam Green)$100$39.00 -
Tretorn Men’s Krona Mid Leather Chukka Sneaker (Sundown Brown)$100$39.00 -
Cushe Men’s Surf Boot (Brown)$90$45.00 -
Rogue Men’s Randy Boat Shoe Chukka (Navy blue)$285$77.00 -
Antonio Maurizi Men’s Seregno Chukka Boot (Nero)$725$289.00 -
Antonio Maurizi Men’s Seregno Chukka Boot (T.moro)$725$289.00 -
Donald J Pliner Men’s Eliot Chukka (Expresso)$325$149.00 -
Donald J Pliner Men’s Eliot Chukka (Lead)$325$149.00 -
Swear Men’s Chaplin 10 Chukka (Tan Waxed Suede)$260$69.00 -
Swear Men’s Davis 5 Chukka (Red Suede)$250$75.00 -
Swear Men’s Davis 5 Chukka (Green Suede)$250$75.00 -
Geox Men’s Claudio A Chukka (Coffee)$170$85.00 -
Geox Men’s Dune A Chukka (Beige)$160$80.00 -
Geox Men’s Juan Chukka, Beige, 42 M EU/9 M US$140$70.00 -
Geox Men’s Juan Chukka, Beige, 42.5 M EU/9.5 M US$140$70.00 -
Calvin Klein Jeans Men’s Quent Chukka (Brown)$109$45.00 -
Calvin Klein Jeans Men’s Quent Chukka (Taupe)$109$45.00 -
ksubi Men’s Manson Crepe 1 Chukka (Black Cusna)$480$146.00 -
ksubi Men’s Manson Crepe 1 Chukka (Brown Durango)$480$146.00 -
Timberland Men’s Mudlark Safari Chukka Boot (Fox Brown)$295$109.00 -
Hush Puppies Men’s Relevance Chukka Boot (Black)$135$49.00 -
Hush Puppies Men’s Relevance Chukka Boot (Dark Taupe)$135$49.00 -
Rockport Men’s Dressport Truwalk Chukka Boot (Black)$200$99.00 -
Rockport Men’s Dressport Truwalk Chukka Boot (Dark Brown)$200$99.00 -
Rockport Men’s Truwalk Zero Chukka Boot (Bitter Chocolate Suede)$145$79.00 -
Rockport Men’s Truwalk Zero Chukka Boot (Black Suede)$145$79.00 -
Pointer Men’s Taylor Chukka (Peacoat/Rust)$121$49.00 -
Palladium Men’s Slim Leather Chukka Boot (Black/Safari)$90$55.00 -
Clae Men’s Strayhorn Chukka (Navy Suede)$120$49.00 -
Clae Men’s Strayhorn Chukka (Light Camel Suede)$120$49.00 -
Keep Unisex The Boyne Chukka (Navy)$75$35.00 -
Sebago Men’s Filson Beacon Chukka (Dark Brown)$165$59.00 -
Ben Sherman Men’s Pril Chukka Espadrille (Ecru)$70$29.00
