We may earn money or products from the companies mentioned in this post.
You’ve got a favorite tee, a favorite button-down, favorite pair of jeans. But those boots are a little worn through the soles, sitting in the back of your closet. Time to complete your best casual look with a new favorite pair of boots. In this collection, find styles ranging from classic chukkas and Chelsea boots to moto-inspired buckled designs and edgier looks with unique details.
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Antonio Maurizi Men’s Chelsea Boot$695.0$233.0 -
Antonio Maurizi Men’s Chelsea Boot$695.0$233.0 -
Antonio Maurizi Men’s Chelsea Boot$745.0$261.0 -
Modern Vintage Men’s Kaleb Perforated Boot$375.0$155.0 -
7 for all Mankind Men’s Indigo Lace-Up Boot$235.0$193.0 -
7 for all Mankind Men’s Indigo Lace-Up Boot$235.0$156.0 -
Bruno Magli Men’s Malcolm Chukka$450.0$164.0 -
Andrew Marc Men’s AMVASES-2151 Vassar$328.0$273.0 -
Andrew Marc Men’s AMBAYSL-2103 Bayside$328.0$273.0 -
Antonio Maurizi Men’s Chukka Boot$624.0$221.0 -
Antonio Maurizi Men’s Chukka Boot$720.0$303.0 -
Roberto Cavalli Men’s Gordon Lace-Up Boot$561.0$216.0 -
Antonio Maurizi Men’s Chelsea Boot$591.0$229.0 -
Alessandro Dell’Acqua Men’s Plain Boot$730.0$256.0 -
Alessandro Dell’Acqua Men’s Boot with Zipper$566.0$204.0 -
Antonio Maurizi Men’s Cap Toe Boot$595.0$216.0 -
Alessandro Dell’Acqua Men’s Lace-Up Boot$595.0$216.0 -
Dino Bigioni Men’s Antiqued Leather Wing Toe Boot$653.0$237.0 -
Dino Bigioni Men’s Antiqued Leather Wing Toe Boot$672.0$255.0 -
7 for all Mankind Men’s Cassius Lace-Up Boot$598.0$230.0 -
Roberto Cavalli Men’s Dresda Lace-Up Boot$695.0$251.0 -
Roberto Cavalli Men’s Stoccarda Boot with Metal Accent$628.0$249.0 -
John Varvatos Men’s Bleeker Side Zip Boot$325.0$136.0 -
Dino Bigioni Men’s Wing Toe Laced Boot$285.0$112.0 -
John Varvatos Men’s College Chukka$285.0$112.0 -
Modern Vintage Men’s Jayden Lace-Up Boot$500.0$179.0 -
Rogue Men’s William Wingtip Lace-Up Boot$550.0$221.0 -
Rogue Men’s William Wingtip Lace-Up Boot$248.0$100.0 -
Bruno Magli Men’s Saltro Cap Toe Side Gored Boot$328.0$148.0 -
John Varvatos Men’s Monaco Crepe Chukka$395.0$149.0 -
Andrew Marc Men’s AMWALL-0032 Walker$595.0$347.0 -
Andrew Marc Men’s Bayside Lace-Up Boot$425.0$191.0 -
Modern Vintage Men’s Blaine Lace-Up Boot$425.0$191.0 -
Salvatore Ferragamo Men’s Pioneer Chukka Boot$600.0$240.0 -
Dino Bigioni Men’s Suede Desert Boot$600.0$240.0 -
Dino Bigioni Men’s Suede Desert Boot$250.0$115.0 -
Dino Bigioni Men’s Leather Dress Cap Toe Lace Boot$250.0$115.0 -
Dino Bigioni Men’s Leather Dress Cap Toe Lace Boot$250.0$115.0 -
J Artola Men’s Russell Wallabee Bootie$250.0$121.0 -
J Artola Men’s Russell Wallabee Bootie$250.0$121.0 -
J Artola Men’s Russell Wallabee Bootie$295.0$112.0 -
7 For All Mankind Men’s Cruz Desert Boot$295.0$112.0 -
7 For All Mankind Men’s Cruz Desert Boot$550.0$199.0 -
Rogue Men’s Konty Plain Mid Boot$500.0$167.0 -
Rogue Men’s Konty Plain Mid Boot$550.0$197.0 -
Bruno Magli Men’s Sonny II Cap Toe Boot$1040.0$419.0 -
Dino Bigioni Men’s Moc Croc Desert Boot$1160.0$415.0 -
Bruno Magli Men’s Sonny II Cap Toe Boot$1100.0$419.0 -
Brunello Cucinelli Men’s Wingtip Boot$998.0$489.0 -
Brunello Cucinelli Men’s Casual Boot$998.0$400.0 -
Brunello Cucinelli Men’s Casual Boot$798.0$339.0 -
John Varvatos Men’s Patrick Penny Boot$798.0$339.0 -
John Varvatos Men’s Engineer Boot with Buckle$570.0$210.0 -
John Varvatos Men’s Richards Sharpei Boot$718.0$248.0 -
John Varvatos Men’s Richards Sharpei Boot$350.0$131.0 -
Alessandro Dell’Acqua Men’s Boot with Buckle$825.0$272.0 -
Roberto Cavalli Men’s Andy Cap Toe Boot$890.0$359.0 -
Modern Vintage Men’s Adriel Chukka Boot$890.0$359.0 -
Antonio Maurizi Men’s Cap Toe Lug Sole Boot$550.0$269.0 -
Brunello Cucinelli Men’s Casual Boot$550.0$269.0 -
Brunello Cucinelli Men’s Casual Boot$950.0$379.0 -
John Varvatos Men’s Monaco Casual Chukka$798.0$389.0 -
John Varvatos Men’s Monaco Casual Chukka$950.0$359.0 -
Brunello Cucinelli Men’s Casual Boot$595.0$446.0 -
John Varvatos Men’s Fleetwood Casual Chukka$598.0$240.0 -
Brunello Cucinelli Men’s Casual Boot$450.0$193.0 -
Tod’s Men’s Dress Chukka Boot$1175.0$419.0 -
John Varvatos Men’s Dylan Classic Chukka$950.0$359.0 -
John Varvatos Men’s Mercer Chukka$880.0$475.0 -
Brunello Cucinelli Men’s Wingtip Boot$228.0$103.0 -
John Varvatos Men’s Parisian Lace-Up Riding Boot$295.0$112.0 -
Salvatore Ferragamo Men’s Patriot Ankle Boot$500.0$140.0 -
Andrew Marc Men’s Wilson Ankle Boot$290.0$145.0 -
Rogue Men’s Burge Lace-Up Boot$500.0$136.0 -
Dino Bigioni Men’s Suede Desert Boot$279.0$125.0 -
Wolverine Men’s Montgomery Lace-up Boot$1025.0$399.0 -
Dino Bigioni Men’s Suede Desert Boot$1100.0$399.0 -
Moods of Norway Men’s Oppdal Boot$1150.0$400.0 -
Brunello Cucinelli Men’s Casual Boot$550.0$187.0 -
Brunello Cucinelli Men’s Casual Boot$265.0$133.0 -
Brunello Cucinelli Men’s Wingtip Boot$218.0$98.0 -
Dino Bigioni Men’s Suede Lace Boot$393.0$159.0 -
Bacco Bucci Men’s Vialli Suede Chukka Boot$393.0$159.0 -
Andrew Marc Men’s Standard Ankle Boot$650.0$259.0 -
Campanile Italy Men’s Desert Boot$295.0$112.0 -
Campanile Italy Men’s Desert Boot$328.0$125.0 -
John Varvatos Men’s Fleetwood Chelsea Boot$328.0$125.0 -
Rogue Men’s Maliko Suede Lace-Up Boot$348.0$146.0 -
John Varvatos Men’s Townshend Wingtip Boot$1170.0$328.0 -
John Varvatos Men’s Townshend Wingtip Boot$1120.0$328.0 -
John Varvatos Men’s Moto Combat Boot$398.0$159.0 -
Brunello Cucinelli Men’s Casual Boot$610.0$234.0 -
Brunello Cucinelli Men’s Casual Boot$1546.0$465.0 -
John Varvatos Men’s Moto Engineer Boot$1194.0$383.0 -
Roberto Cavalli Men’s Gordon Lace-Up Mixed Material Boot$1379.0$375.0 -
Alexandre Plokhov Men’s Work Boot$520.0$179.0 -
Alexandre Plokhov Men’s Work Boot with Platform$1256.0$325.0 -
Alexandre Plokhov Men’s Double Zip Ankle Boot$1150.0$328.0 -
Bruno Magli Men’s Secolo II Slip-on Boot$275.0$134.0 -
Alexandre Plokhov Men’s Work Boot with Heel$265.0$133.0 -
Brunello Cucinelli Men’s Casual Boot$325.0$130.0 -
Bacco Bucci Men’s Balboni Wingtip Boot$395.0$109.0 -
Bacco Bucci Men’s Vialli Suede Casual Boot$1125.0$328.0 -
Wolverine Men’s Winchester Brogue Boot$1175.0$328.0 -
J Artola Men’s David USA Boot$$ -
7 for all Mankind Men’s Jett Chukka$$ -
7 for all Mankind Men’s Jett Chukka$$ -
7 for all Mankind Men’s Jett Chukka$$ -
Brunello Cucinelli Men’s Casual Boot$$ -
Brunello Cucinelli Men’s Casual Boot$$
