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Men's Footwear > Men's Casual Boots & Shoes > Men's Casual Boots
Men's Casual Boots ON SALE

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Blundstone Casual Series Boot - Men's Blundstone Casual Series Boot - Men's
From the barn to the board room, the Blundstone Men's Casual Series Boot provides comfort, support, and style, wherever your day takes you. The classic leather upper presents a minimalist look while the crepe sole and removable footbed ensure day-long comfort and traction.
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$174.95
Sale Price: $149.95
Blundstone Original 500 Series Boot - Men's Blundstone Original 500 Series Boot - Men's
The one that started it all, the Blundstone Men's Original 500 Series Boot offers lightweight support and comfort whether you're strolling around town or slaving in the kitchen. The premium leather upper is oil-, acid-, and fat-resistant and the durable TPU outsole is heat-resistant up to 290-degrees F, making this boot perfect for kitchen professionals. A polyurethane midsole and steel shank provide a supportive fit that fights foot fatigue when you're on the feet all day, and Poron XRD cushioning in the heel strike area takes the sting out of your step.
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$174.95
Sale Price: $139.96
Blundstone Suede Original Series Boot - Men's Blundstone Suede Original Series Boot - Men's
With style, comfort, and function that make it as at home walking around downtown as it is working in the garden, the Blundstone Men's Suede Original Series Boot is primed to become your go-to shoe selection, no matter what's on the agenda for the day. Its understated style goes with jeans or khakis, and the weather-resistant construction helps it handle the outdoors with ease. Plus, the PU midsole, removable footbed, and XRD Technology ensure all-day comfort during any endeavor.
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$174.95
Sale Price: $139.96
Blundstone Super 550 Series Boot - Men's Blundstone Super 550 Series Boot - Men's
There's no need to complicate your choice in footwear--keep your look simple, classic, and refined with the Blundstone Super 550 Series Men's Boot. Crafted with comfort and reliability in mind, these boots are made with a hard-wearing leather upper, soft leather lining, and convenient gore side panels that make taking the boot on and off as easy as possible. A removable footbed, heel cushioning, and midsole team up to keep you comfy when you're on your feet all day long, and the TPU outsole ensures sure-footed grip and durability on everything from snow-packed sidewalks to slick city streets.
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$174.95
Sale Price: $139.96
Bogs Cruz Chelsea Boot - Men's Bogs Cruz Chelsea Boot - Men's
As you transition from trying to cover yourself in as much mud as possible to trying to end up at your destination looking professional, switch your footwear to the Bogs Men's Cruz Chelsea Boot. This boot is constructed with waterproof, full-grain leather to seal out slime as you trudge through murky puddles. The ground may be slippery, but the BioGrip outsole keeps you on your feet thanks to its slip-resistant design. This boot has a footbed with Rebound cushioning to absorb shock and reduce fatigue, and the lining has been treated with DuraFresh to resist the buildup of odors, so you can slide your shoes off and feel fresh in more ways than one.
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$134.95
Sale Price: $74.22
Bogs Cruz Chukka Boot - Men's Bogs Cruz Chukka Boot - Men's
The Bogs Men's Cruz Chukka is the boot you choose when you need to look professional, while maintaining some serious protection from the elements. This boot seals out rain and slush thanks to its waterproof, full-grain leather construction. Built with a BioGrip outsole, the Cruz Chukka helps you resist slips to avoid embarrassing moments, and keeps your feet energized with Rebound cushioning absorbing impact. The boot has a Max-Wick lining to pull sweat away from your foot, and treated with DuraFresh to resist the buildup of odors so you stay comfortably fresh all day long.
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$139.95
Sale Price: $62.98
Bogs Johnny 5-Eye Boot - Men's Bogs Johnny 5-Eye Boot - Men's
From blustery commutes into the city to lakeside strolls amid falling leaves, the Bogs Men's Johnny 5-Eye Boot gets you to your destination in style. This classic chukka effortlessly pairs with jeans on laid-back weekends and khakis on days in the office. Waterproof full-grain leather exudes a rich aesthetic while preventing light rain and snow from soaking your feet. A BioGrip lugged outsole grips slick sidewalks and uneven terrain on unpaved trails.
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$159.99
Sale Price: $111.99
Bogs Johnny Chukka II Boot - Men's Bogs Johnny Chukka II Boot - Men's
The morning air is crisp and the light is soft and yellow. Steam rises from the coffee in your mug, your arms rest on the wooden railing of the cabin's deck. Standing in your Bogs Johnny Chukka II leather boots, you take in the magnitude of the mountains before you. This moment sticks with you through a winter that takes you far away from these mountains, across many miles of country dotted with cornfields and peppered with forest. Your footsteps fall on gravel roads. You step over springtime puddles in sloped parking lots. On a soft yellow morning somewhere far from the mountains, you lace up your boots and your mind wanders back to that mountain deck and your cup of steaming coffee.
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$154.99
Sale Price: $85.24
Chaco Teton Boot - Men's Chaco Teton Boot - Men's
Whether taking a walk to get tacos down the street or tackling Grand Teton National Park's Paintbrush-Cascade Loop, the Chaco Men's Teton Boot is a rugged offering for firing up your favorite stretches in style and comfort. The waxed canvas and leather upper is water- and splash-resistant, so you can easily stay dry if a summer rainstorm plows through the range, and because the Teton utilizes metal-hook lacing, you can be confident they'll fit well and snug for the entirety of your outing. The padded collar keeps your ankle comfortable over the long miles, and Chaco's podiatrist-approved Lvuseat footbed will keep your feet feeling supported as the miles stretch into the double digits.
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$149.95
Sale Price: $112.46
Chaco Yonder Boot - Men's Chaco Yonder Boot - Men's
When your toes start getting a little too cold in your Chaco sandals, even with your trusty wool socks, slide your feet into the Chaco Yonder Boots to stay warm in classic Chaco comfort. Featuring Chaco's beloved ChacoGrip outsoles, springy EVA midsoles, and soft Luvseat footbeds to cradle the arches of your feet, you'll barely feel a difference from your favorite sandals. The full-grain leather uppers promise to only get better with time, while waxed cotton laces withstand off-road strolling to check out fall's changing leaves. Though they're casual boots, the Yonder was inspired by classic hiking boots, so it won't shy away from the occasional wander along apple orchard rows or crisp walks through the woods.
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$189.95
Sale Price: $104.47
Clarks Broyd Mid Boot - Men's Clarks Broyd Mid Boot - Men's
The Clarks Men's Broyd Mid Boot has a smart and sophisticated look that'll improve the impression you make on important occasions, and the included cushy Ortholite footbed helps your foot feel like you never left your slippers this morning. Clarks also lined the Broyd's leather upper in hairsheep for extra comfort so you can focus on the conversations instead of how painful your toes feel.
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$139.95
Sale Price: $83.97
Clarks Desert Core Boot - Men's Clarks Desert Core Boot - Men's
The Clark's Men Desert Boot was born in the sands of North Africa, worn by the British forces during the Western Desert Campaign of World War II. That means it's a venerable 70 years old, but for some reason it's not showing its age. That's because timeless design and relaxed comfort never go out of style.
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$129.95
Sale Price: $84.47
Clarks Edlund Lo GTX Boot - Men's Clarks Edlund Lo GTX Boot - Men's
When you're climbing up and over boulders, balancing across slippery logs, sloshing through rushing creeks, and jumping down to the dirt floor, you'll be thankful you wore the Clarks Men's Edlund Lo GTX Boots. Gore-Tex technology incorporated into the nubuck leather upper provides the boot's mountainous look with waterproof protection. To help prevent rolled ankles when you're skipping from rock to rock, the Edlund's padded collar can be cinched down to an extra snug fit using the rope laces that are fed through sturdy metal eyelets. The rubber sole features a rugged design to help you keep your footing in sketchy downhill descents.
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$209.95
Sale Price: $146.96
Clarks Newkirk Top Boot - Men's Clarks Newkirk Top Boot - Men's
From afternoon business meetings to evenings at the theater with your significant other, the Clarks Men's Newkirk Top Boot blends style and substance. Crafted from rich nubuck leather, these boots offer classic style with a rugged edge. A rubber outsole cushions your foot against impact and provides serious traction in a variety of conditions.
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$134.95
Sale Price: $94.46
Clarks Newkirk Up GTX Boot - Men's Clarks Newkirk Up GTX Boot - Men's
Crafted with a rich leather upper and Gore-Tex waterproof membrane, the Clarks Men's Newkirk Up GTX Boot is distinctively refined, yet unafraid of getting dirty. The OrthoLite padded footbed keeps you treading smoothly across urban streets without fatigue, while a smooth synthetic lining keeps irritation at bay. For dependable traction, the grooved rubber sole provides superior grip across wet streets and slippery surfaces.
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$149.95
Sale Price: $104.96
Columbia Endicott Classic Mid Waterproof Boot - Men's Columbia Endicott Classic Mid Waterproof Boot - Men's
Bring classic style to your everyday walkabouts with the Columbia Men's Endicott Classic Mid Waterproof Boot. The leather and textile upper is backed with a waterproof, breathable membrane to keep your feet dry and comfortable whether you're splashing through streams or caught in an afternoon rain shower. An EVA midsole provides cushioning and support for comfort that lasts, while the durable rubber sole provides traction whether you're on the trail or exploring mountain towns.
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$129.99
Sale Price: $71.49
Danner Mountain Light Boot - Men's Danner Mountain Light Boot - Men's
The original Danner Men's Mountain Light Boot, introduced back in 1979, is still considered to be one of the classic hiking boots of all time. The newest iteration of it today is built with nearly identical specs; given that it is still a favorite of so many, why mess with such a good thing' There are, however, a few modern upgrades that you'll no doubt appreciate. The boot starts out with an incredibly durable one-piece leather upper, lined with a Gore-Tex waterproof liner for the ultimate in extreme-weather protection. The speed hook laces ensure you can get a good, snug fit, even with gloves on or cold hands. The full-length nylon shank creates an excellent platform that is plenty stable for you to carry heavy backpack loads, especially if you're planning to be out for multiple days on end. The wide last is perfect for people who like a slightly roomy toebox, either for big feet or just for comfort when carrying a heavier load. The soles are Vibram Kletterlift for excellent traction in any conditions you might feasibly encounter.
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$359.95
Sale Price: $269.96
Danner Portland Select Forest Heights II Boot - Men's Danner Portland Select Forest Heights II Boot - Men's
The Danner Men's Stumptown Forest Heights II Boot is all about relaxed, vintage style--and boy, does it have plenty of it. Finely worked full-grain leather is used on the uppers, combined with a leather lining for a vintage look and feel. The sole is a Vibram 232 mini-lug outsole, so it provides plenty of traction for all your urban needs. The 6-inch shaft height won't feel like you're stomping around all day in combat boots, but it will provide plenty of support for zipping around the city on your mode of choice. With vintage styling all over, the Forest Heights II is as classic as the west hill of Portland from which it gets its name.
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$319.95
Sale Price: $207.97
Danner Portland Select Light Boot - Men's Danner Portland Select Light Boot - Men's
The Danner Men's Stumptown Light Boot combines a whole lot of classic style with some modern goodies. The top is made from full-grain leather, with 1000D nylon side panels that offer superior abrasion resistance, as well as plenty of breathability. A Gore-Tex waterproof membrane is added to ensure protection from the elements. An Airthotic molded PU insole helps to cup the heel and provide stability, in addition to the full-length nylon shank that provides excellent support when backpacking with a heavy load, especially over uneven terrain. The 650 EE is a wide last that is perfect for hikers with wide feet, or anyone who likes a bit of extra room in the toebox during their outdoor journeys. A Vibram Kletterlift sole handles traction in all conditions.
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$379.95
Sale Price: $227.97
Haglofs Grevbo GT Boot - Men's Haglofs Grevbo GT Boot - Men's
The Haglofs Men's Grevbo GT Boot is as burly as the most rugged snow boots, except its casual style separates itself from all other protective footwear. Underneath its soft suede upper, the Grevbo touts a Gore-Tex membrane for reliable waterproof, breathable protection. Haglofs insulated the boot with pile fleece and a wool-lined footbed for winter-worthy warmth. Underfoot, the Grevbo features a cushy EVA midsole, a stable wedge, and Vibram Eco's recycled rubber at the sole for traction.
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$239.95
Sale Price: $179.96
Kamik Yukon3 Boot - Men's Kamik Yukon3 Boot - Men's
You've never been a fan of scraping your icy car windows or shoveling eight inches of snow before heading to work, especially in your sneakers that leave your feet shivering and soaking wet. Here to make your wintertime chores and snowy commute a comfortable affair, the Kamik Men's Yukon3 Boot offers weatherproof protection and tenacious grip over snow, ice, and slush this winter season. This low-cut boot features a waterproof synthetic rubber shell that repels winter's onslaught of heavy snowstorms, drizzly rain, and sloppy slush from soaking through and compromising your comfort. Inside the boot, the molded EVA footbed cushions your every step, with the ability to pull it out for faster drying after submersion in deeper snowbanks and puddle splashes. And to ensure sturdy grip over snowy sidewalks and iced-over surfaces, the lugged synthetic rubber sole digs into a variety of wintry conditions.
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$94.95
Sale Price: $66.46
KEEN The 59 Boot - Men's KEEN The 59 Boot - Men's
The 59 Boot by Keen comes in a classic style for the metro-mountain man in all of us. Its upper styles a leather shined to perfection, and the lining boasts smooth suede and breathable mesh for comfort. Underfoot cush includes a removable foamy footbed and a lightweight EVA midsole to keep you on your feet all day. The non-marking rubber ensures grip without scuffing up hardwood floors.
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$149.95
Sale Price: $104.96
Merrell Sugarbush Waterproof Boot - Men's Merrell Sugarbush Waterproof Boot - Men's
The window of seeing the changing fall leaves in their full splendor can be short, so don the Merrell Men's Waitsfield Sugarbush Waterproof Boot and get out into the mountains before the leaves are gone. Made with a sturdy full-grain leather upper, waterproof membrane, and stout Vibram sole, the Waitsfield transitions effortlessly between leisurely fall hikes through deciduous forests and mellow afternoons in town spent sipping coffee and poring over your favorite fall read. Merrell named the Waitsfield after the valley in Vermont where the company began back in 1981, so, as a result, the boot features a classic look and feel that's reminiscent of hiking boots from the era.
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$229.95
Sale Price: $137.97
Merrell Wilderness AC+ Boot - Men's Merrell Wilderness AC+ Boot - Men's
Bring back the 80's in total comfort with Merrell's Men's Wilderness AC+ Boot. This bodacious boot breaks in beautifully without compromising style, giving you the perfect shoe for transitioning from mountain terrain to urban jungle. But don't worry, this shoe isn't all show and feature free. You're going to get some wicked support from an EVA footbed and EVA midsole, just in case you fancy some parkour in the forest, but you'll do all this with radical comfort thanks to the lightweight Air Cushion+ incorporated into the soles. Tubular, dude.
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$139.95
Sale Price: $83.97
Native Shoes AP Apex Boot - Men's Native Shoes AP Apex Boot - Men's
AP Apex Boot - Men's
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$124.95
Sale Price: $74.97
Native Shoes Fitzsimmons TrekLite Boot - Men's Native Shoes Fitzsimmons TrekLite Boot - Men's
The Native Shoes Men's Fitzsimmons TrekLite Boot is a great shoe for light wear in urban environments where they're unlikely to take tons of abuse or stand up to an all-day mountain thrashing. The ripstop nylon upper is treated with Defender Repellent Scotchguard that wards your feet against moisture and is capable of repelling light amounts of moisture or the random city-street splash. Soft microfleece lining hugs your feet with warm comfort, and the ultra-lite rubber outsole provides traction for navigating all corners of your local concrete jungle.
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$94.95
Sale Price: $66.46
Scarpa Prime X Lite Boot - Men's Scarpa Prime X Lite Boot - Men's
The Scarpa Men's Prime X Lite Boot is a lighter, slimmer version of the traditional leather boot, redesigned for modern, urban adventurers. The nubuck leather upper has a nice sheen that only ripens with age, and the smooth leather lining allows your foot to slide in comfortably.
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$198.95
Sale Price: $109.42
Scarpa Primitive Boot - Men's Scarpa Primitive Boot - Men's
The Scarpa Men's Primitive Boot is the splitting image of the first leather boots used to mountaineer in the old days, except its far more suitable for modern cities than icy summits. The leather upper has a sophisticated sheen to it, and the smooth leather lining helps your foot slide in nicely. Vibram's Piuma sole certainly keeps the traction worthy of dirty trails if you ever come across one during your urban adventures.
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$228.95
Sale Price: $137.37
SeaVees Maslon Desert Boot - Men's SeaVees Maslon Desert Boot - Men's
Desert Modernism was an architectural design movement in the mid-1900s that played on simple elegance, allowing the natural, geographic surroundings to bolster the look of the structure. One of the most notable examples was the Maslon House in California, after which the SeaVees Men's Maslon Desert Boot was aptly named. Doing Desert Modernism justice, this boot's clean-cut upper is made of sueded leather with vegetable-tanned leather accents to provide a style that complements your environment. The canvas-lined comfort footbed cushions each step while preventing odors from building up, while the non-slip herringbone tread outsole keeps you firmly planted on terra firma.
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$97.95
Sale Price: $53.87
Sorel Ankeny Moc Toe Boot - Men's Sorel Ankeny Moc Toe Boot - Men's
Whether you're exploring new cities or taking an afternoon nature stroll, the Sorel Men's Ankeny Moc Toe Boot offers the perfect blend of performance and comfort. Made from waterproof full-grain leather and suede, and featuring a waterproof, seam-sealed construction, these boots will keep your feet comfortable and dry even if the day turns blustery. The molded EVA footbed provides arch support for all-day comfort, and a rubber outsole with herringbone design offers traction on wet or dry surfaces.
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$134.95
Sale Price: $80.97
Sorel Madson Chelsea Waterproof Boot - Men's Sorel Madson Chelsea Waterproof Boot - Men's
Merging workboot-inspired style with the convenience of a slip-on, the Sorel Men's Madson Chelsea Waterproof Boot makes navigating to and from work more comfortable. The full-grain leather upper provides timeless, versatile appeal so you don't have to restrict the Madson's use to commuting, while the fully waterproof construction offers dependable protection from puddles and precipitation alike. An Ortholite footbed is removable for those who require additional support, and the EVA midsole maintains day-long support and comfort underfoot. And, not to mention, the rubber outsole ensures subtle traction without overwhelming your sense of style.
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$159.95
Sale Price: $111.96
Sorel Madson Hiker Waterproof Boot - Men's Sorel Madson Hiker Waterproof Boot - Men's
While you're not exactly climbing mountains when navigating city streets, you are piloting some pretty uncharted terrain in its own right and the Sorel Men's Madson Hiker Waterproof Boot is here to help you stay the course. The full-grain leather is reinforced with a waterproof design and fully sealed construction for added defense against precipitation and puddles. Additionally, the Ortholite footbed is entirely removable for those who might require orthotics for additional support, and the EVA midsole maintains day-long shock absorption and comfort. And for enhanced traction, the molded rubber features subtle lugs for added stability underfoot.
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$189.95
Sale Price: $132.96
Sorel Madson Moc Toe Waterproof Boot - Men's Sorel Madson Moc Toe Waterproof Boot - Men's
Regardless of what Mother Nature might throw your way, the Sorel Men's Madson Moc Toe Waterproof Boot is there to assist you. The waterproof nubuck leather wraps your foot in rustic style and ensures protection in the face of puddles and snow, so you don't have to forgo one in favor of the other. The perforated Ortholite footbed is removable if you require additional support, while the EVA midsole provides day-long comfort to keep you mobile, upright, and light-footed.
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$179.95
Sale Price: $125.96
Sorel Madson Wingtip Waterproof Boot - Men's Sorel Madson Wingtip Waterproof Boot - Men's
Winter weather in the city often demands a level of practicality that your standard leather boots simply aren't capable of offering. However, slip into the Sorel Men's Madison Wingtip Boot and you've got yourself a foul-weather friend that's equally as stylish as it is functional. The Madison's full-grain leather is waterproof to protect you against unexpected flurries and puddles, while the classically-styled wingtip detail offers a dapper look that's otherwise lost on a traditional rain or snow boot. However, the buck doesn't stop there: the molded footbed is removable in the event that you need a little extra, custom support, and the EVA midsole attenuates shock like a boss. Not to mention, the molded rubber outsole assures traction when you need it most so you don't slip around like a fish out of water, even if you might feel like it.
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$219.95
Sale Price: $131.97
Sperry Top-Sider Cutwater Chukka Rubber Boot - Men's Sperry Top-Sider Cutwater Chukka Rubber Boot - Men's
Whether you're taking the pup for a drizzly stroll or a frosty walk, the Sperry Top-Sider Men's Cutwater Chukka Rubber Boot has you covered. The modern, sneaker look has technical features underneath, including a rubber upper to deflect the elements and an EVA foam footbed to absorb shock. The boot is fully lined with fleece to resist cold, so your toes stay toasty no matter how long Fluffy wants to walk.
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$109.95
Sale Price: $76.96
Sperry Top-Sider Cutwater Deck Boot - Men's Sperry Top-Sider Cutwater Deck Boot - Men's
When you want the flexibility and comfort of a sneaker with the protection of a boot, pull on the Sperry Top-Sider Men's Cutwater Deck Boot. Full-grain leather interfaces with a rubber shell to keep your socks dry, and a sneaker outsole minimizes slipping on wet surfaces. Thinsulate insulation traps heat and maintains this ability if it gets damp. The included molded foam footbed absorbs shock and is removable to help the boot dry quickly or to fit your orthotics.
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$119.95
Sale Price: $77.97
Sperry Top-Sider Dockyard Boot - Men's Sperry Top-Sider Dockyard Boot - Men's
From the wharf to casual Fridays at work, the Sperry Top-Sider Men's Dockyard Boot offers unwavering style. The leather and suede upper maintains a clean, finished look, while the rawhide lace and contrast stitching offer a slightly rustic feel, promoting that classic New England look. Additionally, the EVA footbed provides day-long cushion underfoot, and the non-marking rubber sole enhances traction when you need it most.
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$169.95
Sale Price: $67.98
Sperry Top-Sider Gold Crepe Chukka Boot - Men's Sperry Top-Sider Gold Crepe Chukka Boot - Men's
You finally mustered up the courage to ask out that cutie in your chemistry class, but now you're fretting even more because you can't remember the last time you wore anything but sandals on your feet. The Sperry Top-Sider Men's Gold Crepe Chukka Boots are as comfortable as your worn-out flip-flops and are a better choice for a first date. Throw on a button-up and jeans, and you'll be turning heads right and left.
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$219.95
Sale Price: $142.97
Sperry Top-Sider Paul Sperry Sojourn Duck Chukka Boot - Men's Sperry Top-Sider Paul Sperry Sojourn Duck Chukka Boot - Men's
Give snowy days the boot--the Sperry Top-Sider Men's Paul Sperry Sojourn Duck Chukka Boot, to be exact. Made with a rubber duck toe construction, this boot shields you from snowy sidewalks and slushy parking lots, while the nubuck leather upper offers versatile style. An internal neoprene bootie offers a touch of warmth and provides a secure fit. And, you'll stay comfortable as you dash from work to the hardware store thanks to the compression molded EVA footbed and midsole. The molded rubber outsole provides flexibility and ample traction underfoot as you shovel the driveway.
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$109.95
Sale Price: $76.96
Sperry Top-Sider Wahoo Chelsea Suede Boot - Men's Sperry Top-Sider Wahoo Chelsea Suede Boot - Men's
You're running late, your shirt's untucked, and you just spilled coffee on your light-wash jeans--thankfully you've got your Sperry Top-Sider Men's Wahoo Chelsea Suede Boots on your feet to distract everyone from the walking mess of destruction you feel like this morning. The durable suede upper and comfortable polyurethane midsole will make these your go-to kicks for just about everything.
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$74.95
Sale Price: $41.22
The North Face Back-To-Berkeley California Roots Boot - Men's The North Face Back-To-Berkeley California Roots Boot - Men's
As a combination of old-school style and modern technology, The North Face Men's Back-To-Berkeley California Roots Boot provides versatile performance on both the local trains and the city streets. These boots are built with waterproof HydroSeal that fends off snow, slush, and water whether you're on an afternoon stroll on Main Street or hiking through a light flurry. PrimaLoft insulation keeps your feet warm on your adventures while durable Winter Grip rubber prevents you from slipping regardless of the temperature. Added IcePick lugs make walking on un-shoveled paths less treacherous as the rubber adapts to the frigid temps to still provide the traction you need with every step of your adventure.
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$139.95
Sale Price: $97.96
The North Face Ballard Evo Chukka Boot - Men's The North Face Ballard Evo Chukka Boot - Men's
Offering the luxurious comfort normally reserved for bathroom slippers, The North Face Men's Ballard Evo Chukka Boot cradles your feet in supreme softness with its suede upper and cotton-canvas lining. The OrthoLite footbed cushions your every step, lending shock-absorbing support for running errands, cruising to your favorite cafe, and commuting to work on casual days. Although it's styled casually, the aggressively lugged sole offers the sure-footed grip you'd normally expect from dedicated hiking shoes. This gives you the traction needed to walk through inclement conditions and rough urban environments.
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$109.95
Sale Price: $65.97
The North Face Bridgeton Chukka Boot - Men's The North Face Bridgeton Chukka Boot - Men's
From crosstown commutes in heavy rain to snowy strolls along lakeside trails, The North Face Men's Bridgeton Chukka Boot keeps your feet pleasantly comfortable through inclement weather. This classic chukka effortlessly pairs with jeans on laid-back weekends and khakis on business days, and it also works great for casual hiking. Waterproof full-grain leather exudes a richly detailed aesthetic while sealing out rain, snow, and slush from soaking your feet. PrimaLoft insulation retains fiery warmth as you battle raging blizzards and mid-winter cold spells. The soft suede collar and breathable cotton-canvas lining maintain a hospitable environment by eliminating the sweaty, damp feel common with active feet. And much like snow tires, the IcePick rubber sole grips aggressively on slippery ice and snowy sidewalks. This temperature-sensitive rubber gets stickier as the temperature plummets, ensuring maximum traction when others are struggling to walk.
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$159.95
Sale Price: $119.96
The North Face Cryos Hiker Boot - Men's The North Face Cryos Hiker Boot - Men's
The North Face Men's Cryos Hiker Boots are made to hike through rugged Italian peaks, but from the looks of them, you'll probably end up wearing them around town, too. The handmade leather upper provides dual-functioning durability and polished style. And with a felted wool sockliner to keep you warm and molded-rubber guards to help keep you dry, the Cryos boots are perfect for fall hikes or putting up holiday decorations in your yard. A lightweight, flexible midsole and molded heel put the cherry on top of the cake to make them your most comfortable, versatile hiking boots yet.
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$399.95
Sale Price: $279.96
Timberland Killington Leather & Fabric Chukka Boot - Men's Timberland Killington Leather & Fabric Chukka Boot - Men's
Hit the pavement dripping with style in the Timberland Killington Chukka Boots. With full-grain leather and mesh uppers you'll find these durable, breathable, and offering you lightweight protection through your day. Also ready to be taken off of the beaten path, the Killington Chukka boots feature athletic outsoles that are ready to take on the trail. OrthoLite insoles wick away moisture to keep your feet dry, and SensorFlex midsoles adapt to uneven terrain to provide you a smooth step with every stride.
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$124.95
Sale Price: $93.71
Toms Ashland Boot - Men's Toms Ashland Boot - Men's
The Toms Men's Ashland Boot is reminiscent of snowy cabins with smoke coming out of the chimney. Its proofed leather prevents snowflakes from dampening the sturdy nubuck overtime, and the warm lining keeps you cozy in search for dry wood outside. Toms added a mesh lining treated to reduce odor for as much comfort inside the cabin as outside.
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$168.95
Sale Price: $126.71
Toms Porter Boot - Men's Toms Porter Boot - Men's
In one corner, you have a classic leather boot. In the other, you have a traditional brogue. When they collide, you get the Toms Men's Porter Boot. The suede topper offers a sleek look, especially under a pair of jeans, while the slender toe and decorative stitching give the impression that you pay attention to detail. Plus, the Porter's water resistant technology protects your look when you're caught in the rain.
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$148.95
Sale Price: $89.37
UGG Munroe TL Boot - Men's UGG Munroe TL Boot - Men's
Walk around your cabin's recent snowfall with the Ugg Men's Munroe TL Boot protecting your foot. Waterproof leather and fully taped seams prevent snow from seeping through the upper, and fully-lined UGGpure wool warms your foot in winter's low temperatures. There's also a lugged rubber sole for grip on slippery surfaces, and a medial side zipper for easy on-and-off.
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$189.95
Sale Price: $113.97
Vans Sk8-HI Del Pato MTE Boot Vans Sk8-HI Del Pato MTE Boot
Vans' Sk8-HI Del Pato MTE Boot is a surf-inspired redesign of your favorite pair of duck boots from way back when. As part of the company's MTE division, the Del Pato's leather upper is treated with a DWR Tec Tuff finish, so it'll shed the puddle splash and sloppy rainstorm leftovers with ease. Plus, the folks at Vans incorporated over 20 years of snowboard-boot-making know-how into designing the Pato's waffle outsole, so you can be sure there's some burly research and development behind the rubber underfoot.
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$94.95
Sale Price: $61.72
Vans SK8-HI MTE Boot - Men's Vans SK8-HI MTE Boot - Men's
Even if it's dumping snow at prolific rates, you're usually rocking your favorite skate kicks as you hop over snow drifts and walk around puddles on the streets. Upgrade your winter protection without sacrificing clean, laid-back style with the Vans Men's SK8-HI MTE Boot. Designed for the casual wearer not content with traditional winter boots, the SK8-HI MTE Boot delivers water-resistant protection without sacrificing your style during inclement conditions. The water-resistant leather uppers and cozy lining materials deliver comfort in spades when it's dumping snow or drizzling outside in winter. Vans uses a heat-retention layer that's sandwiched between the footbed and sole, preventing your feet from freezing in shivery-cold temperatures. Plus, you'll find the vulcanized rubber sole retains the flexibility you've come to expect from the classic SK8-HI Shoe, but it's upgraded with traction lugs for grip across snowy streets and icy sidewalks.
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$84.95
Sale Price: $50.97
Vans Ultrarange Hi Dx Boot - Men's Vans Ultrarange Hi Dx Boot - Men's
Combining classic Vans skate shoe styling with athletic sneaker performance, the Vans Men's YC Knit Ultrarange Hi DX Boot is the ideal option for guys looking for a shoe that handles outdoor adventures and long hauls while still maintaining an urban aesthetic. LuxLiner construction provides a seamless fit for maximum support and comfort when hiking trails and wandering city streets, and the UltraCush outsole is lightweight and cushy for all-day comfort during long journeys.
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$104.95
Sale Price: $68.22
Zamberlan Florence GW Boot - Men's Zamberlan Florence GW Boot - Men's
The Zamerlan Men's Florence GW Boot might not be great for long backpacking trips, but it's always nice to look down at the Zamberlan Men's Florence GW Boot when you're stuck in class or at work to gain inspiration for some future outdoors adventures. The water-resistant leather upper works with the Vibram Genepy sole to achieve outdoors-worthy performance, should you decide to escape the rigors of everyday life for a few hours on easy trails.
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$349.95
Sale Price: $192.47


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