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Comfortable Classics: Oxfords, Boots & More!
We know that by the time 5 o’clock rolls around, all you want to do is relax and have fun. Make sure your shoes can keep up with you, with this selection of casual and comfortable kicks. Pair sneakers and chukka boots with your favorite jeans or slip into a pair of Oxfords with crisp chinos for a stylish-yet-laid-back vibe.

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  • Eastland Men's 7217-17 Downtown


    Eastland Men’s 7217-17 Downtown

    $125.0$75.0

  • Eastland Men's 7156-56 Daily Double


    Eastland Men’s 7156-56 Daily Double

    $110.0$66.0

  • Eastland Men's 7175-60 Daily Double


    Eastland Men’s 7175-60 Daily Double

    $110.0$66.0

  • Ecco Men's Terracruise Sneaker


    Ecco Men’s Terracruise Sneaker

    $160.0$95.0

  • Ecco Men's Sierra Ii Sneaker


    Ecco Men’s Sierra Ii Sneaker

    $150.0$77.0

  • Timberland Men's Casual Oxford


    Timberland Men’s Casual Oxford

    $140.0$65.0

  • Ecco Men's Biom Grip Sneaker


    Ecco Men’s Biom Grip Sneaker

    $160.0$95.0

  • Ecco Men's Turn Chukka


    Ecco Men’s Turn Chukka

    $230.0$128.0

  • Ecco Men's Eldon Sneaker


    Ecco Men’s Eldon Sneaker

    $160.0$87.0

  • Ecco Men's Eldon Sneaker


    Ecco Men’s Eldon Sneaker

    $160.0$87.0

  • Ecco Men's Biom Evo Sneaker


    Ecco Men’s Biom Evo Sneaker

    $175.0$97.0

  • Eastland Men's Alexander Chukka Boot


    Eastland Men’s Alexander Chukka Boot

    $115.0$29.0

  • Ecco Men's Chander Sneaker


    Ecco Men’s Chander Sneaker

    $150.0$79.0

  • Ecco Men's Chander Sneaker


    Ecco Men’s Chander Sneaker

    $150.0$79.0

  • Ecco Men's Terracruise Sneaker


    Ecco Men’s Terracruise Sneaker

    $160.0$95.0

  • Ecco Men's Atlanta Wingtip Oxford


    Ecco Men’s Atlanta Wingtip Oxford

    $180.0$87.0

  • Timberland Men's Oakwell Lace Up Boot


    Timberland Men’s Oakwell Lace Up Boot

    $140.0$70.0

  • Ecco Men's Transporter Sneaker


    Ecco Men’s Transporter Sneaker

    $150.0$71.0

  • Timberland Men's Euro Hiker F/L Hiking Boot


    Timberland Men’s Euro Hiker F/L Hiking Boot

    $110.0$49.0

  • Ecco Men's Atlanta Wingtip Oxford


    Ecco Men’s Atlanta Wingtip Oxford

    $180.0$87.0

  • Ecco Men's Atlanta Wingtip Oxford


    Ecco Men’s Atlanta Wingtip Oxford

    $180.0$87.0

  • Timberland Men's Field Scuff Proof Lace Up Boot


    Timberland Men’s Field Scuff Proof Lace Up Boot

    $150.0$69.0

  • Ecco Men's Biom Ultra Sneaker


    Ecco Men’s Biom Ultra Sneaker

    $180.0$91.0

  • Timberland Men's Chilberg Sport Pull Up Boot


    Timberland Men’s Chilberg Sport Pull Up Boot

    $140.0$69.0

  • Ecco Men's Biom Grip Sneaker


    Ecco Men’s Biom Grip Sneaker

    $160.0$95.0

  • Eastland Men's Alexander Chukka Boot


    Eastland Men’s Alexander Chukka Boot

    $115.0$29.0

  • Timberland Men's Euro Dub Low Boot


    Timberland Men’s Euro Dub Low Boot

    $110.0$55.0

  • Rockport Men's Rocsports Lite ES Casual Lace-Up


    Rockport Men’s Rocsports Lite ES Casual Lace-Up

    $135.0$56.0

  • Timberland Men's Mount Kisco Oxford Casual Lace Up


    Timberland Men’s Mount Kisco Oxford Casual Lace Up

    $110.0$49.0

  • Rockport Men's Break Trail Too Lace-Up Boot


    Rockport Men’s Break Trail Too Lace-Up Boot

    $200.0$81.0

  • Rockport Men's Rocsports Lite ES Casual Lace-Up


    Rockport Men’s Rocsports Lite ES Casual Lace-Up

    $135.0$55.0

  • Timberland Men's Larchmont Casual Oxford


    Timberland Men’s Larchmont Casual Oxford

    $110.0$55.0

  • Rockport Men's Casual Lace-up


    Rockport Men’s Casual Lace-up

    $120.0$62.0

  • Eastland Men's Santa Fe Saddle Oxford


    Eastland Men’s Santa Fe Saddle Oxford

    $135.0$41.0

  • Timberland Men's Chukka Midrise Boot


    Timberland Men’s Chukka Midrise Boot

    $185.0$93.0

  • Rockport Men's Break Trail Too Lace-Up Boot


    Rockport Men’s Break Trail Too Lace-Up Boot

    $200.0$85.0

  • Rockport Men's Ledge Hill Too Chelsea Boot


    Rockport Men’s Ledge Hill Too Chelsea Boot

    $170.0$67.0

  • Rockport Men's Rocsports Lite ES Casual Slip-On


    Rockport Men’s Rocsports Lite ES Casual Slip-On

    $135.0$59.0

  • Eastland Men's Granville Chukka Boot


    Eastland Men’s Granville Chukka Boot

    $135.0$32.0

  • Eastland Men's Gotham Chukka Boot


    Eastland Men’s Gotham Chukka Boot

    $135.0$32.0

  • Ecco Men's Collin Sneaker


    Ecco Men’s Collin Sneaker

    $140.0$75.0

  • Timberland Men's Coblton Oxford


    Timberland Men’s Coblton Oxford

    $110.0$49.0

  • Eastland Men's Haystack Hiker


    Eastland Men’s Haystack Hiker

    $105.0$39.0

  • Timberland Men's Field F/L Hiking Boot


    Timberland Men’s Field F/L Hiking Boot

    $150.0$75.0

  • Timberland Men's Brook Park Chukka Boot


    Timberland Men’s Brook Park Chukka Boot

    $140.0$70.0

  • Timberland Men's Coblton Oxford


    Timberland Men’s Coblton Oxford

    $110.0$55.0

  • Timberland Men's Kick Around Low Moccasin Casual Loafer


    Timberland Men’s Kick Around Low Moccasin Casual Loafer

    $80.0$40.0

  • Rockport Men's Rocsports Lite ES Casual Slip-On


    Rockport Men’s Rocsports Lite ES Casual Slip-On

    $135.0$66.0

  • Rockport Men's Rocsports Lite ES Casual Lace-Up


    Rockport Men’s Rocsports Lite ES Casual Lace-Up

    $125.0$55.0

  • Timberland Men's Bradstreet Plain Toe


    Timberland Men’s Bradstreet Plain Toe

    $125.0$53.0

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