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| Best Seller  | Men's Tod's Leather Chelsea Boots - Black - Casual boots Chelsea boots are an enduring classic in any wardrobe. Tod's version is made from polished leather stamped with the brand's monogram and rubber pebble detailing on the heel. Wear them with... more | FREE shipping go to store |
 | Men's Camper Venga Chelsea Boots - Black - Casual boots Ankle-high denim Chelsea boots in black. more | $620.00 $310.00 FREE shipping go to store |
| Best Seller  | Dr. Martens Edition Graeme Chelsea Boots Men's Nanamica Dr. Martens Edition Graeme Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Elasticized gusset at sides · Logo-woven pull-loop at collar · Navy stitching at heat-sealed Goodyear welt · Treaded Air... more | $180.00 $142.00 go to store |
 | Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 10 EE The Chance by Tecovas is a men's chelsea boot with western roots. It has traditional chelsea boot attributes, with a cowboy boot heel. Buy yours today! | Tecovas Men's The Chance, Round Toe Boots, 6" Shaft, Midnight, Bovine, 1.25'' Heel, Size 10 EE more | go to store |
 | Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 9 D The Chance by Tecovas is a men's chelsea boot with western roots. It has traditional chelsea boot attributes, with a cowboy boot heel. Buy yours today! | Tecovas Men's The Chance, Round Toe Boots, 6" Shaft, Midnight, Bovine, 1.25'' Heel, Size 9 D more | go to store |
 | Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Midnight, Bovine, 1.25" Heel, 8 D The Chance by Tecovas is a men's chelsea boot with western roots. It has traditional chelsea boot attributes, with a cowboy boot heel. Buy yours today! | Tecovas Men's The Chance, Round Toe Boots, 6" Shaft, Midnight, Bovine, 1.25'' Heel, Size 8 D more | go to store |
 | Free People Atlas Chelsea Bootie Black Leather Fabric 40 New Without Box Tufts Of Faux Shearling Woven Into A Jacquard Pattern Create Eye-Catching Texture On This Mixed-Media Version Of A Classic Chelsea Boot. Studded Patchwork Look 5 1/2" Shaft... more | go to store |
 | Free People Shoes | Free People Carmel Chelsea Boot In Blue | Color: Black/Blue | Size: 8.5 Reposhing This Item I Purchased From @Sartorialstyle. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Free People Vance Double Tab Chelsea Boot Crackle Patent Leather Navy Eu 36 Us 6 Retail $298 New W/O Box-Sole Marked To Prevent Return To Retail Store Wood Platform Leather Upper Ankle-High Chelsea Boot Shaft Closed Round Toe Pull-On Style With Front... more | go to store |
 | Vance Co. Shoes Thorpe Wingtip Chelsea Boot - Blue - 10.5 Introducing the Thorpe chelsea boot by Vance Co. These suave boots are made with premium vegan leather for an upscale look. With a comfortable 12 mm Tru Comfort Foamâ„¢ insole and a convenient pull-on silhouette with stretch gore accents, they offer... more | go to store |
 | Vance Co. Shoes Thorpe Wingtip Chelsea Boot - Blue - 8.5 Introducing the Thorpe chelsea boot by Vance Co. These suave boots are made with premium vegan leather for an upscale look. With a comfortable 12 mm Tru Comfort Foamâ„¢ insole and a convenient pull-on silhouette with stretch gore accents, they offer... more | go to store |
 | Vance Co. Shoes Thorpe Wingtip Chelsea Boot - Blue - 14 Introducing the Thorpe chelsea boot by Vance Co. These suave boots are made with premium vegan leather for an upscale look. With a comfortable 12 mm Tru Comfort Foamâ„¢ insole and a convenient pull-on silhouette with stretch gore accents, they offer... more | go to store |
 | ® Biltmore Chelsea Boot - Brown - Ugg Boots Men's Ugg ® Biltmore Chelsea Boot - Brown - Casual boots A casual performance style for urban environments, this versatile boot features weather-ready innovations like seam-sealed construction and a custom, hollow-core outsole with lightweight foam... more | $150.00 $105.00 go to store |
 | Double Zip Chelsea Boot - Black - Crown Vintage Boots Men's Crown Vintage Double Zip Chelsea Boot - Black - Casual boots Sleet-filled roads, icy sidewalks, brutally cold temperatures- there's a lot of reasons that winter is low on our list of favorite seasons. But one reason that makes it great? Being... more | $110.00 $80.00 FREE shipping go to store |
 | BOGS Kicker Rain Chelsea II - Mens 14 Navy Boot Medium *Ultra-soft and flexible rubber upper *100% waterproof *BOGS Max-Wick evaporates sweat to keep feet dry *DuraFresh natural bio-technology activates to fight odors *Pull-on styling with Neo-Tech gore for easy on *BLOOM eco-friendly, algae-based EVA... more | FREE shipping go to store |
 | Georgia Boot Blue Collar Romeo - Mens 11.5 Brown Boot Medium *With an emphasis on comfort and performance, the Georgia Boot® Blue Collar Chelsea Waterproof Work Pull-On Boot is ready to support you through hard work *Full-grain leather upper with elastic goring and front and back pull tabs *5" shaft height... more | FREE shipping go to store |
 | Georgia Boot Blue Collar Romeo - Mens 11 Brown Boot Medium *With an emphasis on comfort and performance, the Georgia Boot® Blue Collar Chelsea Waterproof Work Pull-On Boot is ready to support you through hard work *Full-grain leather upper with elastic goring and front and back pull tabs *5" shaft height... more | FREE shipping go to store |
 | Take the essence of the Crocs Classic Clog, put it in the form of a trusty all-weather boot and the Classic Boot is born. A familiar form has evolved into a simple yet weatherproof boot designed for less-than-sunny days. With height that falls just... more | $59.99 $44.99 FREE shipping go to store |
 | Take the essence of the Crocs Classic Clog, put it in the form of a trusty all-weather boot and the Classic Boot is born. A familiar form has evolved into a simple yet weatherproof boot designed for less-than-sunny days. With height that falls just... more | $59.99 $44.99 FREE shipping go to store |
 | Take the essence of the Crocs Classic Clog, put it in the form of a trusty all-weather boot and the Classic Boot is born. A familiar form has evolved into a simple yet weatherproof boot designed for less-than-sunny days. With height that falls just... more | $59.99 $44.99 FREE shipping go to store |
 | Men's Laredo® Birchwood Cowboy Boots by Laredo in Black (Size 9 1/2 M) Get your western on in these Laredo® Birchwood Cowboy Boots. With double pull-tabs at the shafts, embroidery throughout and a touch of broken-in fading, these are sure to pair well with your favorite denim ensemble. Shaft height: 12" Calf... more | go to store |
 | Rocky Boots Blue Line Western Boot RKD0072BB11W Rocky Boots Blue Line Western Boot RKD0072BB11W. The Eight-layer Comfort System Was Created So Each Element And Layer Offers Additional Comfort From The Orthotic Element To The Outsole. When You Wear These Comfortable Western Boots You Can Work Walk Or... more | FREE shipping go to store |
 | Men's Laredo® Birchwood Cowboy Boots by Laredo in Tan (Size 9 1/2 M) Get your western on in these Laredo® Birchwood Cowboy Boots. With double pull-tabs at the shafts, embroidery throughout and a touch of broken-in fading, these are sure to pair well with your favorite denim ensemble. Shaft height: 12" Calf... more | go to store |
 | Men's Laredo® Birchwood Cowboy Boots by Laredo in Black (Size 13 M) Get your western on in these Laredo® Birchwood Cowboy Boots. With double pull-tabs at the shafts, embroidery throughout and a touch of broken-in fading, these are sure to pair well with your favorite denim ensemble. Shaft height: 12" Calf... more | go to store |
 | Danner Cascade Crest 5" Hiking Boots Leather Men's, Grizzly Brown/Ursa Blue SKU - 625574 The Danner Cascade Crest 5 Hiking Boots are built with a durable full-grain leather and suede textile upper with a handcrafted, stitchdown construction for strength and stability. Add GORE-TEX Leaf waterproof lining and you have a do it all hiking... more | go to store |
 | Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 165345 The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more | go to store |
 | Lowa Camino Evo GTX Hiking Boots Leather Men's, Steel Blue/Kiwi SKU - 821104 The Lowa Camino Evo GTX Leather Men's Hiking Boots are even more stable and comfortable than its predecessors. Including an ankle patch area to allow for more ankle flex when walking uphill, the new sole package improves the boots rolling properties,... more | go to store |
 | Men's Crown Vintage Double Zip Chelsea Boot - Black - Casual boots Sleet-filled roads, icy sidewalks, brutally cold temperatures- there's a lot of reasons that winter is low on our list of favorite seasons. But one reason that makes it great? Being... more | $109.99 $79.98 FREE shipping go to store |
 | Men's Marsèll Navy Cassettino Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in navy. more | $1,330.00 $665.00 FREE shipping go to store |
 | Graphic Hardware Chelsea Boots Men's Toga Virilis Graphic Hardware Chelsea Boots - Black - Casual boots Buffed leather Chelsea boots in navy. more | $580.00 $284.00 go to store |
 | Men's Toga Virilis Hardware Chelsea Boots - Blue - Casual boots Ankle-high suede Chelsea boots in blue. more | $555.00 $244.00 go to store |
 | Men's Moncler Black Acqua Chelsea Boots - Casual boots Ankle-high textured rubber Chelsea boots. more | FREE shipping go to store |
 | Men's Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots Synonymous with timeless elegance, the Chelsea boot gets a low-key update from Ann Demeulemeester. A menswear classic, they will go with a navy or grey suit, or with jeans and a... more | $776.27 $462.04 FREE shipping go to store |
 | Men's Moncler Larue Chelsea Ankle Boots - Blue - Casual boots Larue Chelsea ankle boots in leather. Round toe Elasticated side panels Rear pull tab Rear logo ring Embossed logo at midsole Debossed logo at heel cap. 100% Leather. more | FREE shipping go to store |
 | ® Biltmore Chelsea Leather Cold Weather Boots Men's Ugg ® Biltmore Chelsea Leather Cold Weather Boots - Brown - Casual boots A casual performance style for urban environments, this versatile boot features weather-ready innovations like seam-sealed construction and a custom, hollow-core outsole... more | $150.00 $104.99 go to store |
 | Men's Suicoke Bower-evab Boots - Blue - Casual boots Ankle-high waterproof quilted 3MTM THINSULATETM insulated ripstop Chelsea boots in navy. Faux-leather trim throughout. more | $345.00 $200.00 go to store |
 | Men's Suicoke Bower-evab Boots - Black - Casual boots Ankle-high waterproof quilted 3MTM THINSULATETM insulated ripstop Chelsea boots in brown. Faux-leather trim and graphic pattern printed in brown, blue, and black throughout. more | $375.00 $113.00 go to store |
 | Men's Vance Co. Marshall Boot - Blue - Casual boots Upgrade any cool weather look with the Marshall boot from Vanco Co. This Chelsea boot features a classic design with a slim stacked wood heel and exposed stitching along the midsole for added style.... more | go to store |
 | Men's Vance Co. Landon Boot - Blue - Casual boots The Landon Chelsea-inspired ankle boot from Vance Co is a staple to add to your winter wardrobe. Faux leather upper. Dual elastic gores. Burnished round toe. Fabric lining. Synthetic sole. more | go to store |
 | Blue Bandana Malibu Chelsea Boots Men's Amiri Blue Bandana Malibu Chelsea Boots - Black - Casual boots Ankle-high denim Chelsea boots in blue. more | $730.00 $569.00 FREE shipping go to store |
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