Men's Desert Boots

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"Clarks Desert Boot - Men's"

"Clarks Desert Boot - Men's"

"city or outback, the desert boot from clarks is adaptable. the plantation crepe outsole cushions the foot and buffers shock. suede lines the heel to ensure fit and prevent slipping. relaxing in shape, the design travels well." shoes,men's,boots,chukkas

$129.95
"CREVO Carbine - Men's"

"CREVO Carbine - Men's"

"turn your casual look into a polished one in the carbine chukka boots from crevo.brullileather upper in a chukka boot style with a round toebrlitwo eye lace-up frontbrliaztec designed textile liningbrli5.0mm cushioning eva insolebrliruberlon heel wedge...

$84.95
"Clarks Bushacre 2 - Men's"

"Clarks Bushacre 2 - Men's"

"honor your adventurous spirit in the clarks bushacre 2 boot, a take on the iconic clarks desert boot. this men's chukka boot features a suede or beeswax leather upper and a two-eye lace closure with reinforced metal eyelets. a soft synthetic lining and...

$69.99 $99.95
"Andrew Marc Harman - Men's"

"Andrew Marc Harman - Men's"

"a soon-to-be season favorite, the harman chukka boot by andrew marc is a must-have. the memory-foam footbed will bring added comfort and cushioning to feet for all-day wear." shoes,men's,boots,chukkas

$79.99 $127.95
"Rockport Essential Details WP Chukka - Men's"

"Rockport Essential Details WP Chukka - Men's"

"feel comfortable and confident in all sorts of weather in the rockport essential details waterproof chukka boot. dressy enough for work, durable enough for the walk there and back, this men's dress boot has a full grain leather upper and is protected b...

$109.95
"Lugz Strutt - Men's"

"Lugz Strutt - Men's"

"show them who's boss in the strutt boots from lugz.brullinubuck upper in a casual boot style with a round, moc stitched toebrlitwo eye lace-up frontbrlipadded tongue and collarbrlismooth lining, cushioning insolebrlistriped midsolebrlirubber traction o...

$81.95
"Dr. Martens Sussex 3 Eye Chukka - Men's"

"Dr. Martens Sussex 3 Eye Chukka - Men's"

"hit the streets in the handsome dr. martens sussex 3 eye chukka boot, part of the dr. martens service collection. modeled on the classic desert boot and triple-stitched for long life, this casual men's ankle boot boasts a tumbled full grain leather upp...

$94.95
"Hush Puppies Bridgeport - Men's"

"Hush Puppies Bridgeport - Men's"

"hush puppies ankle high casual features worry free suede that resists water, stains and scuffs. genuine moccasin construction insures comfort and remarkable flexibility, with a full latex rubber sole for durability and surefootedness." shoes,men's,boo...

$109.95
"Rockport Harborpoint Chukka - Men's"

"Rockport Harborpoint Chukka - Men's"

"the rockport harborpoint chukka delivers classic style with its simple silhouette, while the rubber outsole provides durable traction." shoes,men's,boots,chukkas

$119.95
"Ahnu Broderick - Men's"

"Ahnu Broderick - Men's"

"mixed textrures and unique ghillie lacing panels distinguish the desert-boot inspired ahnu broderick chukka, which combines waterproof suede and full grain leather for a modern look. a nylon shank transfers energy to prevent fatigue, while the thick, ...

$96.99 $149.95
"Bass Alexander - Men's"

"Bass Alexander - Men's"

"a simple chukka silhouette and classic moc-toe stitching provide a unique, versatile look for the bass alexander boot, while the leather-covered footbed delivers lasting cushion." shoes,men's,boots,chukkas

$76.99 $109.95
"Teva Mason - Men's"

"Teva Mason - Men's"

"rugged meets casual in the teva mason chukka. a full-grain leather upper with a padded leather collar make this chukka durable and comfortable while still stylish enough to go from work to play." shoes,men's,boots,chukkas

$129.95
"Robert Wayne Graham - Men's"

"Robert Wayne Graham - Men's"

"personalize your look while wearing the robert wayne graham chukka. this casual chukka boot boasts a smooth leather or suede upper and leather lining that is soft to the touch. the lace entry provides a custom fit for all-day wear." shoes,men's,boots,...

$109.95
"Merrell Realm Chukka - Men's"

"Merrell Realm Chukka - Men's"

"urban adventures call for the merrell realm chukka ankle boot. this handsome men's casual boot has a full grain leather upper with three-eye lacing and a mesh lining for next-to-skin comfort; m-select fresh technology eliminates odor-causing bacteria f...

$112.99 $149.95
"Rockport Total Motion Desert Boot - Men's"

"Rockport Total Motion Desert Boot - Men's"

"the rockport total motion desert boot delivers classic, hip style with its chukka silhouette and sleek leather upper, while the adiprene by adidas technology provides exceptional heel cushioning." shoes,men's,boots,chukkas

$149.95
"Timberland Earthkeepers City Lite Chukka - Men's"

"Timberland Earthkeepers City Lite Chukka - Men's"

"get the rugged, yet refined look you're aiming for with the timberland earthkeepers city lite chukka boot. this men's ankle boot boasts a burnished and waterproof smooth or oiled leather upper from a certified environmentally friendly tannery with artf...

$70.99 $119.95
"Lugz Strutt - Men's"

"Lugz Strutt - Men's"

"show them who's boss in the strutt boots from lugz.brullinubuck upper in a casual boot style with a round, moc stitched toebrlitwo eye lace-up frontbrlipadded tongue and collarbrlismooth lining, cushioning insolebrlistriped midsolebrlirubber traction o...

$81.95
Opening Ceremony Black Leather M1 Desert Boots

Opening Ceremony Black Leather M1 Desert Boots

Ankle-high grained leather boots in black. round toe. tonal lace-up closure. tonal textured rubber sole. tonal stitching. black, leather, m1, desert, boots

$110.00 $355.00
"Frank Wright Barnet II - Men's"

"Frank Wright Barnet II - Men's"

"keep your handsomely-rugged good looks on point with the frank wright barnet ii. this leather chukka boot dons a simplistic, worn-in look with a contrasting sole for envy-inducing style." shoes,men's,boots,chukkas

$139.95
"Pikolinos Glasgow Boot 6030F - Men's"

"Pikolinos Glasgow Boot 6030F - Men's"

"bring some upper-level refinement to your look in the pikolinos glasgow boot 6030f. this chukka-inspired men's shoe showcases a beautifully dyed and scotchgard-protected, burnished leather upper, leather trim and a two-eye lace closure. a cushioned foo...

$199.95
"Clarks Wallabee Boot - Men's"

"Clarks Wallabee Boot - Men's"

"cater to your creature comforts in the wallabee bt from clarks. leather footbed lining wicks away moisture for a splendid interior climate. soft suede is bonded with handsewn construction for truly exceptional comfort." shoes,men's,boots,chukkas

$139.95
"Lugz Chukka Ballistic Boot - Men's"

"Lugz Chukka Ballistic Boot - Men's"

"explode into style with the chukka ballistic boot from lugz.brullifabric upper in a chukka boot style with a round toebrlilace up front with metal eyeletsbrliheel pull tabbrlismooth lining, cushioning insolebrlidurable lug rubber outsole, 1 inch heel/u...

$64.95
"Rockport Total Motion Desert Boot - Men's"

"Rockport Total Motion Desert Boot - Men's"

"the rockport total motion desert boot delivers classic, hip style with its chukka silhouette and sleek leather upper, while the adiprene by adidas technology provides exceptional heel cushioning." shoes,men's,boots,chukkas

$149.95
"Roper Gum Sticker - Men's"

"Roper Gum Sticker - Men's"

"be proud of your trend setting abilities with the roper gum sticker. this chukka-inspired boot gains attention with soft suede leather in a moc toe design." shoes,men's,boots,chukkas

$89.95
Ps By Paul Smith Blue Suede Morgan Boots

Ps By Paul Smith Blue Suede Morgan Boots

Ankle-high suede desert boots in blue. round toe. tonal lacing. stacked leather heel and sole in brown. tonal stitching. blue, suede, morgan, boots

$150.00 $455.00
"ECCO Jeremy Hybrid Boot - Men's"

"ECCO Jeremy Hybrid Boot - Men's"

"stay sporty and stylish thanks to the ecco jeremy hybrid boots flexible, grooved polyurethane outsole and no-nonsense chukka design." shoes,men's,boots,chukkas

$156.99 $209.95
"Naot Pilot - Men's"

"Naot Pilot - Men's"

"opt for classic style with a contemporary vibe in the naot pilot boot, part of the naot executive collection. assembled using handsewn strobel construction for durability and a flexible fit and feel, this men's chukka boot has a burnished suede upper w...

$199.95
"Dr. Martens Mayport 2-Eye Desert Boot - Men's"

"Dr. Martens Mayport 2-Eye Desert Boot - Men's"

"lighten up your ankle boot collection with the versatile dr. martens mayport 2-eye desert boot. part of the streamlined, nautically inspired cruise collection, this men's chukka boot has a sidewall-stitched canvas upper with a textile lining and cushio...

$54.99 $69.95
"Rockport RocSports Lite 2 Chukka - Men's"

"Rockport RocSports Lite 2 Chukka - Men's"

"redefine the term weekend warrior in the rockport rocsports lite 2 chukka boot. modeled after the classic desert boot, this men's casual ankle boot has a premium nubuck or leather upper with a stretchy, padded collar and tongue for soft flex. the spong...

$119.95
"Robert Wayne Dex - Men's"

"Robert Wayne Dex - Men's"

"classic style is only a step away in the robert wayne dex chukka. a distressed leather upper outlined with contrast stitching creates a relaxed, but refined look." shoes,men's,boots,chukkas

$79.95
"Clarks Desert Trek - Men's"

"Clarks Desert Trek - Men's"

"maintain an original way of style in the desert trek low-cut boot from clarks. extra room in the toebox allows for foot spread. the plantation crepe sole is flexible while reduing foot fatigue for easy outback to city exploration." shoes,men's,boots,c...

$108.99 $139.95
"ECCO Jared Boot - Men's"

"ECCO Jared Boot - Men's"

"a simple, handsome design doles out sleek, understated style, while the ecco jared boots breathable, absorbent leather and textile lining maximizes comfort." shoes,men's,boots,chukkas

$148.99 $199.95
"Dr. Martens Emil 3-Eye Chukka - Men's"

"Dr. Martens Emil 3-Eye Chukka - Men's"

"for understated style, look no further than the sturdy, smooth emil 3-eye chukka from dr. martens. the classic desert boot design delivers the understated aesthetic, while a cushioned footbed and thick, synthetic outsole ensure an easy, comfortable wea...

$89.95
"ECCO Ian Chukka Boot - Men's"

"ECCO Ian Chukka Boot - Men's"

"a streamlined, yet modern and robust take on the desert boot, the ecco ian chukka boot puts a confidently stylish foot forward with casual ease. the smooth leather upper is lined in leather for soft interior comfort, which is enhanced by the breathable...

$163.99 $219.95
"Born Harrison - Men's"

"Born Harrison - Men's"

"structured and refined yet unfussy, the born harrison dress boot complements dress-casual and weekend wear with equal aplomb. the full-grain leather upper features a breathable leather lining, while a steel shank and rubber outsole provide steady suppo...

$76.99 $109.95
"Dockers Dekalb - Men's"

"Dockers Dekalb - Men's"

"a soft leather upper and classic, simple desert boot silhouette gives the dockers dekalb chukka trendy, versatile style, while a memory foam footbed ensures thick, lasting cushion." shoes,men's,boots,chukkas

$74.95
"Dr. Martens Mayport 2-Eye Desert Boot - Men's"

"Dr. Martens Mayport 2-Eye Desert Boot - Men's"

"lighten up your ankle boot collection with the versatile dr. martens mayport 2-eye desert boot. part of the streamlined, nautically inspired cruise collection, this men's chukka boot has a sidewall-stitched canvas upper with a textile lining and cushio...

$54.99 $69.95
"Lacoste Sherbrooke Hi 14 - Men's"

"Lacoste Sherbrooke Hi 14 - Men's"

"whether lunching at the boat club or enjoying an afternoon in the city, the lacoste sherbrooke hi 14 chukka conveys easygoing yet crisp stylishness. the suede upper is lined in smooth breathable leather for exceptional interior comfort." shoes,men's,b...

$70.97 $159.95
"Dr. Martens Mayport 2-Eye Desert Boot - Men's"

"Dr. Martens Mayport 2-Eye Desert Boot - Men's"

"lighten up your ankle boot collection with the versatile dr. martens mayport 2-eye desert boot. part of the streamlined, nautically inspired cruise collection, this men's chukka boot has a sidewall-stitched canvas upper with a textile lining and cushio...

$69.95
"Clarks Desert Boot - Men's"

"Clarks Desert Boot - Men's"

"city or outback, the desert boot from clarks is adaptable. the plantation crepe outsole cushions the foot and buffers shock. suede lines the heel to ensure fit and prevent slipping. relaxing in shape, the design travels well." shoes,men's,boots,chukkas

$129.95
"Dr. Scholl's Original Collection Tyson - Men's"

"Dr. Scholl's Original Collection Tyson - Men's"

"enjoy an afternoon walk or roam the city streets while wearing the stylish original collection tyson boot from dr. scholl's." shoes,men's,boots,chukkas

$104.95
"Sperry A/O Lug Chukka - Men's"

"Sperry A/O Lug Chukka - Men's"

"an american classic gets a modern update in the sperry top-sider a/o lug chukka lace-up. part of the fashion-friendly authentic original line, this handsome men's casual shoe boasts waterprrof leather upper. a shock-absorbing eva heel cup keeps you mov...

$67.97 $134.95
"Clarks Bushacre 2 - Men's"

"Clarks Bushacre 2 - Men's"

"honor your adventurous spirit in the clarks bushacre 2 boot, a take on the iconic clarks desert boot. this men's chukka boot features a suede or beeswax leather upper and a two-eye lace closure with reinforced metal eyelets. a soft synthetic lining and...

$69.99 $99.95
"Frank Wright Bank - Men's"

"Frank Wright Bank - Men's"

"subtle pinking highlights the unusual blucher construction of the frank wright bank chukka, which features a lugged commando outsole tread for versatile traction and a rugged profile." shoes,men's,boots,chukkas

$179.95
"Johnston & Murphy Copeland Chukka - Men's"

"Johnston & Murphy Copeland Chukka - Men's"

"enjoy easy elegance with the johnston and murphy copeland chukka. this versatile men's lace-up is crafted with a water-resistant suede or leather upper for durable style. a mesh-covered, memory foam-cushioned footbed offers all-day interior ease. the j...

$149.95
Paul Smith Jeans Black Loomis Desert Boots

Paul Smith Jeans Black Loomis Desert Boots

Ankle-high leather desert boots in black. round toe. lace-up closure in brown. embossed logo at padded tongue. stripe tab at padded heel collar. embossed logo at rubber sole in black. tonal stitching. black, loomis, desert, boots

$127.00 $325.00
"Frank Wright Barrow - Men's"

"Frank Wright Barrow - Men's"

"refined style is made easy in the barrow chukka boot from frank wright. dress it with your favorite sport coat and slacks for a tailored look." shoes,men's,boots,chukkas

$124.95
"Frank Wright Strachan - Men's"

"Frank Wright Strachan - Men's"

"an essential for the well-dressed man, the desert boot is realized exquisitely in the frank wright strachan chukka, which features an unconventional micro wedge for a unique, low-profile look." shoes,men's,boots,chukkas

$159.95
"Frank Wright Strachan - Men's"

"Frank Wright Strachan - Men's"

"an essential for the well-dressed man, the desert boot is realized exquisitely in the frank wright strachan chukka, which features an unconventional micro wedge for a unique, low-profile look." shoes,men's,boots,chukkas

$159.95
"Robert Wayne Graham - Men's"

"Robert Wayne Graham - Men's"

"personalize your look while wearing the robert wayne graham chukka. this casual chukka boot boasts a smooth leather or suede upper and leather lining that is soft to the touch. the lace entry provides a custom fit for all-day wear." shoes,men's,boots,...

$109.95
"Lugz Fringe - Men's"

"Lugz Fringe - Men's"

"create a rugged weekend look in the fringe boots from lugz.brullidurabrush upper in a casual boot style with a round, moc toebrlitwo eye lace-up frontbrlipadded collarbrlitextile lining, cushioning insolebrlirubber traction outsole/ul" shoes,men's,boo...

$59.95
"Timberland Grantly Chukka - Men's"

"Timberland Grantly Chukka - Men's"

"a modern take on a timeless classic, the timberland grantly chukka boot features a luxurious full-grain leather and suede upper for style, while the durable rubber outsole deliver superior traction for all-day wear." shoes,men's,boots,chukkas

$82.99 $139.95
"Pikolinos Chile Chukka Boot - Men's"

"Pikolinos Chile Chukka Boot - Men's"

"be ruggedly stylish and comfortable with the pikolinos chile chukka boot. this men's casual lace-up boot features a full grain leather upper with sporty, hiking-inspired styling and a sidewalk-worthy latex rubber sole for traction. the pikolinos chile ...

$169.95
"Clarks Padmore II - Men's"

"Clarks Padmore II - Men's"

"get relaxed style with the clarks padmore ii ankle boot. this men's wallabee-inspired ankle boot features a suede or leather upper with tonal laces for a snug fit; moccasin-style contrast stitching details create a rich, textured look. the foam-cushion...

$82.99 $99.95
"CREVO Marston - Men's"

"CREVO Marston - Men's"

"add a few lines of classic broguing details to the crevo marston chukka boots minimalist profile and youve got the perfect look to suit-up, or dress down. and, not to forget your pedal comfort, a thick pad of memory foam underfoot ensures lasting, pers...

$74.95
"Frank Wright Barnet II - Men's"

"Frank Wright Barnet II - Men's"

"keep your handsomely-rugged good looks on point with the frank wright barnet ii. this leather chukka boot dons a simplistic, worn-in look with a contrasting sole for envy-inducing style." shoes,men's,boots,chukkas

$139.95
"CAT Footwear Stun - Men's"

"CAT Footwear Stun - Men's"

"fill your busy day with comfort in the cat footwear stun boot. full-grain leather gives you handsomely-rugged appeal, while the ease footbed and midsole provide excellent underfoot cushioning for every step you take." shoes,men's,boots,chukkas

$99.95
"Merrell Freewheel Chukka - Men's"

"Merrell Freewheel Chukka - Men's"

"stylishly smooth pig suede in a classic design belies the talents of the merrell freewheel chukka, which hides ingenious cycle tread technology underfoot, providing a midfoot rigidity to efficiently transfer power to pedals while cycling in casual atti...

$119.95
"Rockport Essential Details WP Chukka - Men's"

"Rockport Essential Details WP Chukka - Men's"

"feel comfortable and confident in all sorts of weather in the rockport essential details waterproof chukka boot. dressy enough for work, durable enough for the walk there and back, this men's dress boot has a full grain leather upper and is protected b...

$109.95
"Tommy Bahama Labane - Men's"

"Tommy Bahama Labane - Men's"

"a simple hiker profile and rugged cap-toe stitch give the labane boot from tommy bahama a handsome look, while a lugged rubber outsole ensures effective, durable grip." shoes,men's,boots,chukkas

$177.95
"Drew Keith - Men's"

"Drew Keith - Men's"

"you'll love the combination of handsome style and uncompromising comfort offered by the drew keith boot. sporting the clean lines of a classic chukka boot, this men's ankle boot is designed to alleviate the pain and discomfort associated with a number ...

$134.99 $190.95
"Geox Rubbiano B ABX - Men's"

"Geox Rubbiano B ABX - Men's"

"for classic style and enhanced weather protection, lace up the u rubbiano b abx chukka boot from geox. the simple, handsome chukka silhouette delivers a terrific look wherever you are, while the amphibiox technology ensures a breathable, waterproof env...

$229.95
"Dr. Martens Baynes Chukka Boot - Men's"

"Dr. Martens Baynes Chukka Boot - Men's"

"keep it cool and causal while wearing the baynes chukka boot from dr. martens. dress it up with jeans and a sweatshirt for a cool, comfortable look." shoes,men's,boots,chukkas

$109.95
"Dr. Martens Sawyer Desert Boot - Men's"

"Dr. Martens Sawyer Desert Boot - Men's"

"give your weekend wardrobe an edge in the dr. martens sawyer desert boot, from the oscar collection. a refined version of the traditional chukka boot, this men's ankle boot is made of high-quality, pebble-finish leather with a color-matched goodyear we...

$139.95
"Giorgio Brutini Norsten - Men's"

"Giorgio Brutini Norsten - Men's"

"sleek, handsome style marks the simple, chukka-inspired norsten boot by giorgio brutini, while the leather lining ensures a smooth on-foot feel." shoes,men's,boots,chukkas

$114.95
"Dr. Martens Coburg 6-Eye Canvas LTT Boot - Men's"

"Dr. Martens Coburg 6-Eye Canvas LTT Boot - Men's"

"classic chukka styling gives the rugged, fashionable coburg 6-eye canvas ltt boot from dr. martens a versatile, urban look, while a double-stitched construction enhances durability without adding much weight." shoes,men's,boots,chukkas

$74.95
"UGG® Australia Leighton - Men's"

"UGG® Australia Leighton - Men's"

"get back to basics in the ugg australia leighton ankle boot. sporting the lines of a classic chukka boot, this men's ankle boot has a rich suede upper that sits atop a durable crepe rubber sole. inside, the leather lining is paired with genuine sheepsk...

$159.95
"Ben Sherman Collin: Stitchout Chukka - Men's"

"Ben Sherman Collin: Stitchout Chukka - Men's"

"enhance your wardrobe and your confidence with the ben sherman collin: stitchout chukka. the genuine leather upper lends a handsome look, while the fabric lining wicks away moisture for a comfortable wear." shoes,men's,boots,chukkas

$139.95
3.1 Phillip Lim Black Boots Merika Boots

3.1 Phillip Lim Black Boots Merika Boots

Ankle-high grained leather boots in black. round moc toe. lace-up closure. tonal neoprene tongue. downturned collar in camel suede. crepe rubber sole. tonal stitching. approx. 1.5 sole. black, boots, merika, boots

$149.00 $495.00
"Clarks Padmore II - Men's"

"Clarks Padmore II - Men's"

"get relaxed style with the clarks padmore ii ankle boot. this men's wallabee-inspired ankle boot features a suede or leather upper with tonal laces for a snug fit; moccasin-style contrast stitching details create a rich, textured look. the foam-cushion...

$82.99 $99.95
"Red Wing Heritage Foreman Chukka 9216 - Men's"

"Red Wing Heritage Foreman Chukka 9216 - Men's"

"a sturdier, more work-focused version of the fashionable desert boot, the red wing foreman chukka 9215 work boot features an oil-tanned, water-resistant leather upper attached with durable goodyear welt construction to a lightly textured neoprene outso...

$289.95
"Lugz Strutt - Men's"

"Lugz Strutt - Men's"

"show them who's boss in the strutt boots from lugz.brullinubuck upper in a casual boot style with a round, moc stitched toebrlitwo eye lace-up frontbrlipadded tongue and collarbrlismooth lining, cushioning insolebrlistriped midsolebrlirubber traction o...

$81.95