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    Timberland Men's EK City Lite Chukka Boot,Brown Oiled,10 M US

    Timberland Men's EK City Lite Chukka Boot,Brown Oiled,10 M US

    Get the rugged, yet refined look you're aiming for with the Timberland Earthkeepers City Lite Waterproof Chukka boot. more

    $79.99

    FREE shipping

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    Timberland Men's EK City Lite Chukka Boot,Brown Oiled,8 M US

    Timberland Men's EK City Lite Chukka Boot,Brown Oiled,8 M US

    Get the rugged, yet refined look you're aiming for with the Timberland Earthkeepers City Lite Waterproof Chukka boot. more

    $79.99

    FREE shipping

    go to store
    Timberland Men's EK City Lite Chukka Boot,Black Oiled,9.5 M US

    Timberland Men's EK City Lite Chukka Boot,Black Oiled,9.5 M US

    Rock your edgy, urban look in the handsome Timberland Earthkeepers City Lite Chukka boot. Constructed of oiled, full grain leather from a silver-rated tannery, this men's desert boot makes a great addition to any dress-casual wardrobe. Both the cotton... more

    $85.33

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    Timberland Men's EK City Lite Lace-Up Boot

    Timberland Men's EK City Lite Lace-Up Boot

    Get the rugged, yet refined look you're aiming for with the Timberland Earthkeepers City Lite Waterproof Chukka boot. more

    $64.00

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    Timberland Men's EK City Venetian,Dark Brown

    Timberland Men's EK City Venetian,Dark Brown

    Timberland Men's Earthkeepers City Venetian 5004R,Dark Brown. Very durable driving moc in leather is great for wearing everyday .The stitched rubber sole makes comfortable wear with any casual attire. Classic boat shoe with premium leather upper and... more

    $120.00

    FREE shipping

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    Timberland Earthkeepers City Endurance Brown Nubuck Leather Oxfords Shoes Mens 9

    Timberland Earthkeepers City Endurance Brown Nubuck Leather Oxfords Shoes Mens 9

    GREETINGS FROM SHOENANZA TIMBERLAND MENS SHOES FROM THE EARTHKEEPERS COLLECTION STYLE NAME: EARTHKEEPERS (EK) CITY ENDURANCE STYLE NUMBER: 77561 BRAND NEW, WITH A BOX - LID IS MISSING (BOX IN PHOTO IS FOR DISPLAY ONLY) NEVER WORN, EXCELLENT CONDITION... more

    $99.99

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    Men's Rockport City Smart Plain Toe Oxford - Black Leather Lace Up Shoes

    Men's Rockport City Smart Plain Toe Oxford - Black Leather Lace Up Shoes

    Perfect for jet setters and city-dwellers, our City Smart Collection is the quintessential men's dress shoe for the man on the move. Pair yours with a suit, or denim and a blazer. Sleek and lightweight, this collection is built with a shock-absorbing... more

    $101.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Men's Rockport City Trails Stripe Lace Up - Black Full Grain Leather Walking Shoes

    Men's Rockport City Trails Stripe Lace Up - Black Full Grain Leather Walking Shoes

    The 2 Stripe Lace Up from Rockport's City Trails Collection features a padded collar and tongue to help prevent blisters and lace bruising, antimicrobial lining that stops odors, provides long lasting product protection, and is environmentally... more

    $98.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Durango City Chicago Harness Boots - Leather, Square Toe (For Men) – BLACK

    Durango City Chicago Harness Boots - Leather, Square Toe (For Men) – BLACK

    CLOSEOUTS . Durango's City Chicago harness boots look edgy, rugged and timeless all at the same time, thanks to full-grain leather construction with a classic harness detail and stylish square toe. Available Colors: BLACK. Sizes: 8, 9, 10, 10.5, 11, 11.5. more

    $180.00 $72.95

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    (700,000+)
    Men's Rockport City Trails Stripe Lace Up - Dark Brown Full Grain Leather Walking Shoes

    Men's Rockport City Trails Stripe Lace Up - Dark Brown Full Grain Leather Walking Shoes

    The 2 Stripe Lace Up from Rockport's City Trails Collection features a padded collar and tongue to help prevent blisters and lace bruising, antimicrobial lining that stops odors, provides long lasting product protection, and is environmentally... more

    $98.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Timberland City Lite Waterproof Chukka - Mens - Black Smooth

    Timberland City Lite Waterproof Chukka - Mens - Black Smooth

    Crafted with a seam-sealed, tumbled nubuck upper, the Timberland City Lite Waterproof Chukka delivers all-day protection from the elements. Housed inside the upper is an EcoSmart liner and OrthoLite footbed for cushioning and support. Below the foot is... more

    $119.99 $89.99

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    Eastbay

    (900,000+)
    FootJoy Men's City Golf Shoes 56427

    FootJoy Men's City Golf Shoes 56427

    FootJoy has brought style back to the golf course. If you are looking for frills, bright colors, and sporty looks, you are in the wrong place. The clean lines and classic wingtip styling of the FJ City line, will bring your look to a whole new level.... more

    $149.99

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    Timberland Men's EK Brook Park Chelsea Boot,Red/Brown Smooth,9.5 M US

    Timberland Men's EK Brook Park Chelsea Boot,Red/Brown Smooth,9.5 M US

    Weekend wardrobes call for a pair of sleek Brook Park Chelsea boots from Timberland's Earthkeepers collection. more

    $64.97

    FREE shipping

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    Timberland Men's Earthkeepers City Chukka Boot,Brown,11.5 M US

    Timberland Men's Earthkeepers City Chukka Boot,Brown,11.5 M US

    Timberland set new industry standards for craftsmanship, durability and protection when it introduced an authentic, waterproof leather boot in 1973. A global leader in design, engineering and marketing of premium footwear, Timberland values consumers... more

    $84.02

    FREE shipping

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    Converse All Star City Hiker - Mens - Admiral

    Converse All Star City Hiker - Mens - Admiral

    Admiral size 8.5

    Navigate slick city streets in warmth and comfort with the Converse All Star City Hiker. Leather upper with boot hooks on upper two eyelets for a premium fit. Vulcanized rubber midsole provides durability. Rubber outsole with a see-saw shape enhances... more

    $74.99

    FREE shipping

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    Foot Locker

    (175,000+)
    Timberland City Lite Waterproof Chukka - Mens - Brown Oiled

    Timberland City Lite Waterproof Chukka - Mens - Brown Oiled

    Crafted with a seam-sealed, tumbled nubuck upper, the Timberland City Lite Waterproof Chukka delivers all-day protection from the elements. Housed inside the upper is an EcoSmart liner and OrthoLite footbed for cushioning and support. Below the foot is... more

    $119.99 $99.99

    go to store

    Eastbay

    (900,000+)
    Timberland Men's EK City Lite Chukka Boot,Black Oiled,8 M US

    Timberland Men's EK City Lite Chukka Boot,Black Oiled,8 M US

    Rock your edgy, urban look in the handsome Timberland Earthkeepers City Lite Chukka boot. Constructed of oiled, full grain leather from a silver-rated tannery, this men's desert boot makes a great addition to any dress-casual wardrobe. Both the cotton... more

    $79.96

    FREE shipping

    go to store
    Montrail Fluidfeel II Trail Running Shoes (For Men) – CITY GREY/RED QUARTZ

    Montrail Fluidfeel II Trail Running Shoes (For Men) – CITY GREY/RED QUARTZ

    CLOSEOUTS . A smooth hybrid for pavement, dirt roads and smooth trails, Montrail's Fluidfeel II trail running shoes feature Achilles padding and are the ultimate all-terrain trainer. Available Colors: GRILL/WHITE, CITY GREY/RED QUARTZ. Sizes: 7.5, 8,... more

    $110.00 $69.95

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    (700,000+)
    adidas Pure Boost - Mens - Black/White/Clear Grey/City Blur

    adidas Pure Boost - Mens - Black/White/Clear Grey/City Blur

    Don't feel the road. Feel comfortable foam. Featuring adidas' innovative BOOST technology, this running shoe helps propel you to a new personal best and keeps your fast feet feeling fresh. Breathable synthetic upper with stretch construction promises a... more

    $119.99 $99.99

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    Eastbay

    (900,000+)
    FootJoy Men's City Golf Shoes 56435

    FootJoy Men's City Golf Shoes 56435

    FootJoy has brought style back to the golf course. If you are looking for frills, bright colors, and sporty looks, you are in the wrong place. The clean lines and classic wingtip styling of the FJ City line, will bring your look to a whole new level.... more

    $149.99

    go to store
    Timberland Mt. Maddsen Waterproof Mid - Mens - Dark Brown

    Timberland Mt. Maddsen Waterproof Mid - Mens - Dark Brown

    Dark Brown size 7.0

    Designed for hiking the steepest mountains, the Timberland EK MT Maddsen Waterproof Boot is built to withstand frigid temperatures and icy conditions. Its leather upper offers style and Timberdry waterproof technology. Includes a cushioned EVA midsole... more

    $99.99

    FREE shipping

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    Foot Locker

    (175,000+)
    Timberland Men's EK Gorham Low Waterproof Oxford

    Timberland Men's EK Gorham Low Waterproof Oxford

    Upgrade your casual look with the help of the striking Timberland Earthkeepers Gorham Low Waterproof. This all-terrain men's lace-up features multiple technologies that help keep you feet comfortable and at ease. Starting with its premium full-grain... more

    $119.80

    FREE shipping

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    Fila Men's City Wide 2 Basketball Shoe

    Fila Men's City Wide 2 Basketball Shoe

    Synthetic upper. Lace up front for secure fit. Flia logo detailing on the tongue and side. Cushion midsoles for comfort. more

    $32.14

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    Columbia Ventrailia Hiking Shoe - Men's

    Columbia Ventrailia Hiking Shoe - Men's

    FREE SHIPPING on qualified orders over $50!

    The Men's Ventrailia Hiking Shoes from Columbia can take on anything from city streets to the rockiest trail, and everything in between. The textile uppers are strengthened by welded synthetic overlays that add support and durability. A Techlite... more

    $89.95

    FREE shipping

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    (125,000+)
    Blackstone CM14 Boots - Leather, Lace-Ups (For Men) – OLD YELLOW

    Blackstone CM14 Boots - Leather, Lace-Ups (For Men) – OLD YELLOW

    CLOSEOUTS . Bring a trail-ready look to the city streets with the Blackstone CM14 boot. The throwback design, with pebbled leather, detail stitching and a rugged traction outsole, is perfect for traversing the urban wilderness in style. Available... more

    $299.00 $109.95

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    (700,000+)
    Timberland Euro Hiker - Mens - Wheat

    Timberland Euro Hiker - Mens - Wheat

    Wheat size 9.5

    Whether you wear 'em in the city or in the wilderness, the Timberland Euro Hiker offers a sophisticated look for casual, everyday wear. The premium, full-grain leather or leather/fabric upper is abrasion resistant for lasting wear. Removable, cushioned... more

    $109.99

    FREE shipping

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    Foot Locker

    (175,000+)
    Pony Men'S City Wing Survival Hi Basketball Shoes

    Pony Men'S City Wing Survival Hi Basketball Shoes

    70713-FTR55 more

    $59.95

    FREE shipping

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    Sperry Authentic Original Barrel Lace Boat Shoe by Jeffrey LeopardPonyHair, Size 7M Men's Shoes

    Sperry Authentic Original Barrel Lace Boat Shoe by Jeffrey LeopardPonyHair, Size 7M Men's Shoes

    Jeffrey-inspired Authentic Original provides a stylish twist for men with suede uppers and colors that pop. Incorporated with the brand's wave-siped, non-marking outsoles, this shoe will take you from deck to city with a fashionable flare. more

    $150.00

    FREE shipping

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    Men's Rockport World Tour Walkers 11 M(D) Brown

    Men's Rockport World Tour Walkers 11 M(D) Brown

    Rockport's popular, all-purpose walking shoes great for everything from dirt paths to city streets. Built using an advanced Walking Platform construction, which provides surefooted stability. A supportive plastic shank, flexible midsole and... more

    $100.00

    FREE shipping

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    (2,500+)
    Men's Rockport World Tour Walkers 13 M(D) Brown

    Men's Rockport World Tour Walkers 13 M(D) Brown

    Rockport's popular, all-purpose walking shoes great for everything from dirt paths to city streets. Built using an advanced Walking Platform construction, which provides surefooted stability. A supportive plastic shank, flexible midsole and... more

    $100.00

    FREE shipping

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    (2,500+)
    Sperry Authentic Original Barrel Lace Boat Shoe by Jeffrey CobaltBluePonyHair, Size 11M Men's Shoes

    Sperry Authentic Original Barrel Lace Boat Shoe by Jeffrey CobaltBluePonyHair, Size 11M Men's Shoes

    Jeffrey-inspired Authentic Original provides a stylish twist for men with suede uppers and colors that pop. Incorporated with the brand's wave-siped, non-marking outsoles, this shoe will take you from deck to city with a fashionable flare. more

    $150.00

    FREE shipping

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    Montrail Men's Mountain Masochist III Outdry Trail-Running Shoes City Grey/Bonfire 10

    Montrail Men's Mountain Masochist III Outdry Trail-Running Shoes City Grey/Bonfire 10

    Free Shipping Over $50

    These classic trail runners offer a perfect blend of traction, support and flexibility to maximize fun and minimize discomfort when your running takes you off-road. more

    $125.00

    FREE shipping

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    REI

    (150,000+)
    Montrail Men's Mountain Masochist III Outdry Trail-Running Shoes City Grey/Bonfire 11.5

    Montrail Men's Mountain Masochist III Outdry Trail-Running Shoes City Grey/Bonfire 11.5

    Free Shipping Over $50

    These classic trail runners offer a perfect blend of traction, support and flexibility to maximize fun and minimize discomfort when your running takes you off-road. more

    $125.00

    FREE shipping

    go to store

    REI

    (150,000+)
    Montrail Men's Mountain Masochist III Outdry Trail-Running Shoes City Grey/Bonfire 11

    Montrail Men's Mountain Masochist III Outdry Trail-Running Shoes City Grey/Bonfire 11

    Free Shipping Over $50

    These classic trail runners offer a perfect blend of traction, support and flexibility to maximize fun and minimize discomfort when your running takes you off-road. more

    $125.00

    FREE shipping

    go to store

    REI

    (150,000+)
    OluKai Honolulu City Boot - Mens Boots Black/Black - 13

    OluKai Honolulu City Boot - Mens Boots Black/Black - 13

    Fast, Free Shipping and Return Shipping on OluKai. The Honolulu City Boot is a sophisticated and stylish boot, the classic pullon is perfect for citystreets. Mens more

    $133.00

    FREE shipping

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    (500+)
    OluKai Honolulu City Boot - Mens Boots Black/Black - 10

    OluKai Honolulu City Boot - Mens Boots Black/Black - 10

    Fast, Free Shipping and Return Shipping on OluKai. The Honolulu City Boot is a sophisticated and stylish boot, the classic pullon is perfect for citystreets. Mens more

    $133.00

    FREE shipping

    go to store
    (500+)
    OluKai Honolulu City Boot - Mens Boots Black/Black - 10.5

    OluKai Honolulu City Boot - Mens Boots Black/Black - 10.5

    Fast, Free Shipping and Return Shipping on OluKai. The Honolulu City Boot is a sophisticated and stylish boot, the classic pullon is perfect for citystreets. Mens more

    $133.00

    FREE shipping

    go to store
    (500+)
    Salomon City Dash Runner

    Salomon City Dash Runner

    Finally, the makers of our favorite trail shoe have designed a shoe for the varied terrain of urban running. Built to navigate gravel park paths and scruffy sidewalks. Supportive enough for group boot camp, enough grip for sprints through grass.... more

    $130.00 $109.00

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    More information about Men's Shoes

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