We may earn money or products from the companies mentioned in this post.
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 -
John Varvatos Men’s Star Classic Chukka$248.0$124.0 -
John Varvatos Men’s Star B Chukka$248.0$136.0 -
Bruno Magli Men’s Malcolm Chukka$450.0$185.0 -
Andrew Marc Men’s Dorchester Moc Toe Boot$178.0$83.0 -
Andrew Marc Men’s Dorchester Moc Toe Boot$178.0$83.0 -
Andrew Marc Men’s Dorchester Chukka$178.0$78.0 -
Donald J Pliner Men’s Brady Chukka Boot$375.0$188.0 -
Donald J Pliner Men’s Brady Chukka Boot$375.0$188.0 -
Robert Wayne Men’s Double Gore Chukka$120.0$52.0 -
Andrew Marc Men’s Parkchester Chukka$178.0$83.0 -
Donald J Pliner Men’s Eyes Chukka$238.0$102.0 -
1883 by Wolverine Men’s Alberto Chukka$165.0$74.0 -
Rockport Men’s Rocsports Lite 2 Chukka Boot$120.0$55.0 -
Frank Wright Men’s Totton II Chukka Boot$130.0$65.0 -
Quiksilver Men’s Marquez Low Chukka Boot$110.0$48.0 -
Frank Wright Men’s Totton Suede Chukka Boot$120.0$60.0 -
Rockport Men’s Ledge Hill Too Chukka Boot$150.0$69.0 -
Frank Wright Men’s Totton Suede Chukka Boot$120.0$60.0 -
Frank Wright Men’s Totton Suede Chukka Boot$120.0$60.0 -
Donald J Pliner Men’s Eyes Chukka$238.0$102.0 -
Frank Wright Men’s Totton II Chukka Boot$130.0$65.0 -
Bacco Bucci Men’s Vialli Suede Chukka Boot$265.0$133.0 -
Andrew Marc Men’s Parkchester Chukka Boot$178.0$86.0 -
Robert Wayne Men’s Wingtip Lace Up Chukka$265.0$60.0 -
Bacco Bucci Men’s Vialli Suede Casual Boot$328.0$133.0 -
Robert Graham Men’s Bedford Casual Cap Toe Chukka$178.0$164.0 -
SeaVees Men’s 12/67 3 Eye Chukka$155.0$74.0 -
Ben Sherman Men’s Troy Mixed Material Chukka$450.0$63.0 -
Gorilla USA Men’s Chukka Boot$450.0$211.0 -
Gorilla USA Men’s Chukka Boot$450.0$211.0 -
Gorilla USA Men’s Chukka Boot$118.0$211.0 -
Andrew Marc Men’s Hudson Chukka$220.0$75.0 -
Marc NY Men’s Hudson Chukka Boot$148.0$85.0 -
Andrew Marc Men’s Lexington Dress Chukka Boot$175.0$62.0 -
Joe’s Men’s Slick Chukka Boot$225.0$88.0 -
7 for all Mankind Men’s Jett Chukka$225.0$113.0 -
7 for all Mankind Men’s Jett Chukka$225.0$113.0 -
J. Artola Men’s Chuck Chukka$598.0$113.0 -
J. Artola Men’s Chuck Chukka$140.0$240.0 -
J. Artola Men’s Chuck Chukka$140.0$65.0 -
John Varvatos Men’s Dylan Classic Chukka$140.0$65.0 -
Pointer Footwear Men’s Cyril Chukka Boot$150.0$65.0 -
Pointer Footwear Men’s Cyril Chukka Boot$178.0$46.0 -
Pointer Footwear Men’s Surfer Rosa Mid Chukka Boot$125.0$78.0 -
Oliberte Men’s Dubano Short Chukka Boot$125.0$56.0 -
Andrew Marc Men’s Dorchester Chukka$160.0$56.0 -
Robert Wayne Men’s Chukka Boot$695.0$56.0 -
Robert Wayne Men’s Chukka Boot$150.0$54.0 -
Vince Camuto Men’s Armond Chukka$180.0$64.0 -
Vince Camuto Men’s Carmine Double Gore Chukka$200.0$455.0 -
Sebago Men’s Thayer Chukka Boot$628.0$65.0 -
Salvatore Ferragamo Men’s Palestro Hightop Sneaker$450.0$79.0 -
Joseph Abboud Men’s Thomas Chukka Boot$178.0$100.0 -
Geox Men’s Zal Chukka Boot$140.0$125.0 -
Geox Men’s Journey Casual Chukka Boot$180.0$193.0 -
John Varvatos Men’s College Chukka$$35.0 -
John Varvatos Men’s Mercer Chukka$$70.0 -
SeaVees Men’s 12/67 3 Eye Chukka$$85.0 -
Frank Wright Men’s Smith Chukka Boot$$ -
Geox Men’s Manuel Chukka Boot$$