We may earn money or products from the companies mentioned in this post.
Casual kicks are year-round staples. So, keep it cool and simple in this wide assortment of laid-back footwear with an edge. A classic canvas or suede lace-up is the perfect shoe to kick around in, while chukkas are easily packable for a weekend getaway. Pair with your favorite jeans and a tee, and you have yourself a go-to outfit.
-
Andrew Marc Men’s AMBAYSL-2103 Bayside$328.0$164.0 -
Andrew Marc Men’s AMVASES-2151 Vassar$328.0$156.0 -
Andrew Marc Men’s AMWALL-0032 Walker$248.0$100.0 -
Andrew Marc Men’s Dorchester Chukka$178.0$84.0 -
Andrew Marc Men’s Dorchester Chukka$178.0$84.0 -
Andrew Marc Men’s AMDORKSES-0034 Dorchester$178.0$84.0 -
Quiksilver Men’s Sheffield Lace-Up Boot with Camo Sole$150.0$70.0 -
Blackstone Men’s Desert Boot$192.0$96.0 -
Eastland Men’s Norwich 1955 Chukka Boot$215.0$71.0 -
Generic Surplus Men’s McNairy Chukka$135.0$55.0 -
Kenneth Cole New York Men’s Legal Jar-Gon Chelsea Boot$198.0$75.0 -
Kenneth Cole New York Men’s Legal Jar-Gon Chelsea Boot$198.0$75.0 -
Blackstone Men’s Chukka Sneaker$187.0$88.0 -
Blackstone Men’s Desert Boot$192.0$90.0 -
Andrew Marc Men’s Parkchester Chukka$178.0$89.0 -
Quiksilver Men’s Transom Lace-Up Boot$160.0$75.0 -
Robert Wayne Men’s Chukka Boot$120.0$60.0 -
Robert Wayne Men’s Chukka Boot$97.0$60.0 -
Robert Wayne Men’s Double Gore Chukka$238.0$56.0 -
CAT Footwear Men’s Drysdale Chelsea Boot$328.0$46.0 -
Donald J Pliner Men’s Eyes Chukka$375.0$109.0 -
Andrew Marc Men’s Bayside Lace-Up Boot$375.0$142.0 -
Donald J Pliner Men’s Brady Chukka Boot$248.0$188.0 -
Donald J Pliner Men’s Brady Chukka Boot$220.0$188.0 -
Andrew Marc Men’s Hillcrest Lace-up Boot$165.0$75.0 -
Marc NY Men’s Hudson Chukka Boot$178.0$89.0 -
1883 by Wolverine Men’s Alberto Chukka$135.0$79.0 -
Kenneth Cole New York Men’s Com-Pad-Res Chukka Sneaker$178.0$74.0 -
CAT Footwear Men’s Alloy ST Work Boot$195.0$63.0 -
Andrew Marc Men’s Parkchester Chukka Boot$195.0$92.0 -
7 for all Mankind Men’s Jett Chukka$148.0$65.0 -
7 for all Mankind Men’s Jett Chukka$245.0$115.0 -
Andrew Marc Men’s Lexington Dress Chukka Boot$120.0$56.0 -
Gordon Rush Men’s Thornton Chelsea Boot$90.0$50.0 -
Clae Men’s Chambers Chukka Sneaker$90.0$50.0 -
Maians Men’s Sulpicio Casual Slip-On$90.0$50.0 -
Maians Men’s Sulpicio Casual Slip-On$110.0$52.0 -
Maians Men’s Sulpicio Casual Slip-On$90.0$42.0 -
Quiksilver Men’s Marquez Low Chukka Boot$178.0$76.0 -
CAT Footwear Men’s Poe Casual Chukka Sneaker$118.0$79.0 -
Andrew Marc Men’s Haven Desert Boot$178.0$76.0 -
Andrew Marc Men’s Hudson Chukka$238.0$109.0 -
Andrew Marc Men’s Haven Desert Boot$200.0$90.0 -
Donald J Pliner Men’s Eyes Chukka$150.0$80.0 -
Geox Men’s Flexi A Casual Sneaker$150.0$80.0 -
Maians Men’s Marcial Ante Chukka Sneaker$150.0$80.0 -
Maians Men’s Marcial Ante Chukka Sneaker$150.0$80.0 -
Maians Men’s Marcial Ante Chukka Sneaker$150.0$80.0 -
Maians Men’s Marcial Ante Chukka Sneaker$90.0$50.0 -
Maians Men’s Marcial Ante Chukka Sneaker$90.0$50.0 -
Maians Men’s Sulpicio Rejilla Casual Slip-On$178.0$76.0 -
Maians Men’s Sulpicio Rejilla Casual Slip-On$128.0$59.0 -
Andrew Marc Men’s Haven Desert Boot$90.0$42.0 -
Marc NY Men’s Hudson Chukka Boot$125.0$59.0 -
CAT Footwear Men’s Poe Casual Chukka Sneaker$110.0$55.0 -
Clae Men’s Strayhorn Chukka Sneaker$90.0$42.0 -
Quiksilver Men’s Marquez Low Chukka Boot$178.0$74.0 -
CAT Footwear Men’s Poe Casual Chukka Sneaker$180.0$85.0 -
SeaVees Men’s 12/67 3 Eye Chukka$175.0$69.0 -
Geox Men’s Zal Chukka Boot$187.0$88.0 -
Joseph Abboud Men’s Liam Wingtip Chelsea Boot$135.0$75.0 -
Blackstone Men’s Chukka Sneaker$135.0$75.0 -
Maians Men’s Sisto Combi 2 Casual Oxford$135.0$75.0 -
Maians Men’s Sisto Combi 2 Casual Oxford$135.0$75.0 -
Maians Men’s Sisto Combi 2 Casual Oxford$160.0$69.0 -
Maians Men’s Sisto Combi 2 Casual Oxford$228.0$103.0 -
Sebago Men’s Thayer Chukka Boot$198.0$85.0 -
Andrew Marc Men’s Wilson Ankle Boot$148.0$61.0 -
Andrew Marc Men’s Eugene Ankle Boot$148.0$56.0 -
Andrew Marc Men’s Cooper Gore Chukka$148.0$58.0 -
Andrew Marc Men’s Howard Desert Boot$155.0$66.0 -
Andrew Marc Men’s Howard Desert Boot$128.0$57.0 -
Ben Sherman Men’s Troy Mixed Material Chukka$200.0$100.0 -
Andrew Marc Men’s Marcus Lace-Up Boot$218.0$94.0 -
Geox Men’s Journey Casual Chukka Boot$100.0$55.0 -
Andrew Marc Men’s Standard Ankle Boot$100.0$55.0 -
Maians Men’s Calisto Bota Casual Oxford$100.0$55.0 -
Maians Men’s Calisto Bota Casual Oxford$150.0$65.0 -
Maians Men’s Calisto Bota Casual Oxford$109.0$45.0 -
Joseph Abboud Men’s Thomas Chukka Boot$95.0$50.0 -
Burnetie Men’s Trax Chukka Sneaker$95.0$50.0 -
Maians Men’s Calisto Casual Oxford$95.0$50.0 -
Maians Men’s Calisto Casual Oxford$92.0$43.0 -
Maians Men’s Calisto Casual Oxford$95.0$45.0 -
Generic Surplus Men’s Chukka Canvas Fashion Sneaker$125.0$47.0 -
CAT Footwear Men’s Lear Moc Toe Boot$148.0$61.0 -
Generic Surplus Men’s Dom Mixed Material Chukka Boot$140.0$75.0 -
Andrew Marc Men’s Cooper Gore Chukka$140.0$75.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$75.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$75.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$75.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$178.0$74.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$120.0$65.0 -
SeaVees Men’s 12/67 3 Eye Chukka$198.0$62.0 -
Maians Men’s Sisto Noche Casual Oxford$125.0$56.0 -
Andrew Marc Men’s Greenwich Lace-up Mid Boot$125.0$56.0 -
Vince Camuto Men’s Armond Chukka$180.0$85.0 -
Vince Camuto Men’s Armond Chukka$198.0$84.0 -
Geox Men’s Manuel Chukka Boot$228.0$105.0 -
Andrew Marc Men’s Eugene Ankle Boot$148.0$56.0 -
John Varvatos Men’s Hipster Laceless Casual Chukka$90.0$43.0 -
Andrew Marc Men’s Howard Desert Boot$450.0$193.0 -
CAT Footwear Men’s Poe Casual Chukka Sneaker$125.0$54.0 -
John Varvatos Men’s Mercer Chukka$176.0$88.0 -
Vince Camuto Men’s Carmine Double Gore Chukka$218.0$83.0 -
Blackstone Men’s Chukka Sneaker$180.0$85.0 -
Andrew Marc Men’s Gotham Lace-up Boot$140.0$52.0 -
Geox Men’s Zal Chukka Boot$140.0$52.0 -
Tommy Hilfiger Men’s Concord Chukka$90.0$50.0 -
Tommy Hilfiger Men’s Concord Chukka$198.0$61.0 -
Maians Men’s Sulpicio Rejilla Casual Slip-On$198.0$84.0 -
Andrew Marc Men’s Greenwich Lace-up Mid Boot$100.0$55.0 -
John Varvatos Men’s Hipster Work Chukka$100.0$55.0 -
Maians Men’s Calisto Casual Oxford$75.0$30.0 -
Maians Men’s Calisto Casual Oxford$180.0$85.0 -
Burnetie Men’s Harvard Chukka Sneaker$100.0$55.0 -
Geox Men’s Manuel Chukka Boot$110.0$46.0 -
Maians Men’s Sisto Basico Casual Oxford$90.0$45.0 -
Calvin Klein Men’s Flynn Chukka Boot$$ -
Tommy Hilfiger Men’s Keene Chukka Sneaker$$
