We may earn money or products from the companies mentioned in this post.
Life in the city doesn’t just demand fashion sense, it demands a comfy pair of shoes for all the walking you do. You often sacrifice one for the other to suit the day, but sacrifice no longer. We have culled together style staples like smart wingtip boots, classic chukkas and more that have both fashion and comfort in surplus. Find your favorite styles here and walk easy on your morning commute.
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Ted Baker Men’s Archeey Oxford$240.0$115.0 -
Ted Baker Men’s Kidde Boot$190.0$89.0 -
John Varvatos Men’s Fleetwood Wingtip Oxford$598.0$228.0 -
Ted Baker Men’s Jamfro Oxford$170.0$79.0 -
Kenneth Cole New York Men’s Big Brand Hightop Sneaker$158.0$75.0 -
Ted Baker Men’s Teutra Sneaker$155.0$75.0 -
Ted Baker Men’s Teutra Sneaker$155.0$75.0 -
Ted Baker Men’s Kilma Hightop$165.0$79.0 -
Ted Baker Men’s Kilma Hightop$165.0$79.0 -
Tommy Hilfiger Men’s Mitch2 Sneaker$65.0$35.0 -
John Varvatos Men’s Brixtn Pull Over Boot$1298.0$485.0 -
Ted Baker Men’s Keeran Sneaker$140.0$65.0 -
Ted Baker Men’s Jamfro Oxford$150.0$69.0 -
Ted Baker Men’s Jamfro Oxford$150.0$69.0 -
7 for All Mankind Men’s Indigo Lace-Up Boot$235.0$85.0 -
Kenneth Cole New York Men’s Strobe Lights Suede Chelsea Boot$178.0$85.0 -
Kenneth Cole New York Men’s Strobe Lights Suede Chelsea Boot$178.0$489.0 -
John Varvatos Men’s Patrick Penny Boot$998.0$69.0 -
CAT Footwear Men’s Dougald Short Wing Oxford$145.0$90.0 -
Andrew Marc Men’s District Loafer$198.0$115.0 -
Ted Baker Men’s Cassiuss Oxford$240.0$124.0 -
John Varvatos Men’s Star Classic Chukka$248.0$45.0 -
Maians Men’s Sulpicio Casual Slip-On$90.0$68.0 -
Kenneth Cole New York Men’s Legal Jar-Gon Chelsea Boot$198.0$269.0 -
Kenneth Cole New York Men’s Beat Box Lace-Up Boot$450.0$220.0 -
John Varvatos Men’s Bleeker Side Zip Boot$598.0$139.0 -
John Varvatos Men’s Star Dress Double Monkstrap Loafer$278.0$79.0 -
Ted Baker Men’s Hapra Sneaker$165.0$79.0 -
Ted Baker Men’s Hapra Sneaker$165.0$64.0 -
CAT Footwear Men’s Dougald Short Wing Oxford$145.0$139.0 -
John Varvatos Men’s Star Dress Wingtip Oxford$278.0$129.0 -
Blackstone Men’s Hightop Sneaker$294.0$70.0 -
Andrew Marc Men’s Dorchester Casual Saddle Oxford$178.0$529.0 -
John Varvatos Men’s Engineer Four Buckle Boot$1198.0$35.0 -
CAT Footwear Men’s Drysdale Chelsea Boot$97.0$218.0 -
John Varvatos Men’s Double Bal Captoe Oxford$598.0$136.0 -
John Varvatos Men’s Star B Chukka$248.0$70.0 -
Andrew Marc Men’s Dorchester Casual Saddle Oxford$178.0$128.0 -
Andrew Marc Men’s Bayside Lace-Up Boot$328.0$228.0 -
John Varvatos Men’s Fleetwood Derby Oxford$598.0$45.0 -
Maians Men’s Sulpicio Rejilla Casual Slip-On$90.0$45.0 -
Maians Men’s Sulpicio Rejilla Casual Slip-On$90.0$59.0 -
Steve Madden Men’s Garison Boot$115.0$105.0 -
John Varvatos Men’s Star Clipper Zip Venetian Loafer$198.0$199.0 -
John Varvatos Men’s Monaco Crepe Chukka$550.0$325.0 -
John Varvatos Men’s Patrick Venetian Loafer with Tassel$698.0$66.0 -
Andrew Marc Men’s Haven Desert Boot$178.0$49.0 -
Maians Men’s Calisto Casual Oxford$95.0$357.0 -
John Varvatos Men’s Engineer Boot with Buckle$998.0$49.0 -
Maians Men’s Sulpicio Rejilla Casual Slip-On$90.0$69.0 -
Steve Madden Men’s Disick Boot$125.0$228.0 -
John Varvatos Men’s Dylan Classic Chukka$598.0$115.0 -
Maians Men’s Calisto Casual Oxford$100.0$75.0 -
Maians Men’s Calisto Casual Oxford$100.0$75.0 -
CAT Footwear Men’s Poe Casual Chukka Sneaker$90.0$75.0 -
Gordon Rush Men’s Lemond Cap Toe Boot$245.0$75.0 -
Andrew Marc Men’s Rockwood Casual Wingtip Oxford$178.0$75.0 -
Maians Men’s Marcial Ante Chukka Sneaker$150.0$75.0 -
Maians Men’s Marcial Ante Chukka Sneaker$150.0$49.0 -
Maians Men’s Marcial Ante Chukka Sneaker$150.0$108.0 -
Maians Men’s Marcial Ante Chukka Sneaker$150.0$389.0 -
Maians Men’s Marcial Ante Chukka Sneaker$150.0$63.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$215.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$169.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$52.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$315.0 -
Maians Men’s Sisto Ante Nuevo Casual Sneaker$140.0$58.0 -
CAT Footwear Men’s Alloy ST Work Boot$135.0$365.0 -
Gordon Rush Men’s Thornton Chelsea Boot$245.0$69.0 -
John Varvatos Men’s Patrick Dress Derby$798.0$69.0 -
Steve Madden Men’s Garison Boot$115.0$69.0 -
John Varvatos Men’s Monaco Double Monkstrap$498.0$269.0 -
John Varvatos Men’s Townshend Casual Wingtip Boot$398.0$269.0 -
Andrew Marc Men’s Cooper Gore Chukka$148.0$318.0 -
John Varvatos Men’s Fleetwood Casual Wingtip Oxford$650.0$318.0 -
Andrew Marc Men’s Frederick Dress Loafer$128.0$94.0 -
John Varvatos Men’s Fleetwood Casual Chukka$798.0$94.0 -
Maians Men’s Sisto Combi 2 Casual Oxford$135.0$228.0 -
Maians Men’s Sisto Combi 2 Casual Oxford$135.0$37.0 -
Maians Men’s Sisto Combi 2 Casual Oxford$135.0$220.0 -
John Varvatos Men’s Monaco Casual Chukka$550.0$59.0 -
John Varvatos Men’s Monaco Casual Chukka$550.0$337.0 -
John Varvatos Men’s Richards Sharpei Boot$798.0$55.0 -
John Varvatos Men’s Richards Sharpei Boot$798.0$164.0 -
John Varvatos Men’s Crepe Monaco Casual Wingtip Oxford$498.0$412.0 -
John Varvatos Men’s Crepe Monaco Casual Wingtip Oxford$498.0$70.0 -
John Varvatos Men’s Richards Wingtip Oxford$598.0$89.0 -
CAT Footwear Men’s Poe Casual Chukka Sneaker$90.0$99.0 -
John Varvatos Men’s Richards Dress Oxford$550.0$152.0 -
Maians Men’s Sisto Noche Casual Oxford$120.0$90.0 -
John Varvatos Men’s Parisian Lace-Up Riding Boot$950.0$43.0 -
Generic Surplus Men’s Florentine Boot$115.0$80.0 -
Andrew Marc Men’s AMBAYSL-2103 Bayside$328.0$81.0 -
John Varvatos Men’s Fleetwood Ghost Stitch Wingtip Oxford$898.0$38.0 -
Rogue Men’s Maliko Suede Lace-Up Boot$295.0$37.0 -
John Varvatos Men’s Schooner Slip-On Boat Shoe$198.0$230.0 -
CAT Footwear Men’s Poe Casual Chukka Sneaker$90.0$193.0 -
John Varvatos Men’s Hipster Laceless Casual Chukka$228.0$59.0 -
John Varvatos Men’s Moto Engineer Boot$398.0$45.0 -
John Varvatos Men’s Townshend Wingtip Boot$328.0$39.0 -
CAT Footwear Men’s Poe Casual Chukka Sneaker$90.0$ -
John Varvatos Men’s Hipster Work Chukka$198.0$ -
Kenneth Cole New York Men’s Cross My Mind Lace-Up Boot$218.0$ -
Ben Sherman Men’s Nick Brogue Toe Sneaker$85.0$ -
Generic Surplus Men’s Mojave Lace-up Boot$145.0$ -
John Varvatos Men’s Richards Venetian Slip-On$598.0$ -
John Varvatos Men’s Casual Oxford$398.0$ -
John Varvatos Men’s Casual Oxford$398.0$ -
John Varvatos Men’s Mercer Chukka$450.0$ -
Kenneth Cole New York Men’s Down N Up Low Casual Sneaker$118.0$ -
7 for all Mankind Men’s Cassius Lace-Up Boot$225.0$ -
Pointer Footwear Men’s Seeker Casual Sneaker$90.0$