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| Best Seller  | This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite... more | go to store |
 | Madewell Shoes | Madewell The Carina Platform Chelsea Boot | Color: Black/Cream | Size: 10 Madewell The Carina Platform Chelsea Boot Product Details - This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses... more | go to store |
| Best Seller  | Madewell Shoes | Madewell The Carina Platform Chelsea Boot | Color: Brown | Size: 9 Preowned, Please Note Scuffs And A Crack On Heel, Please See Pictures For Details Size - 9 Madewell - This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That... more | go to store |
 | Georgia Boot AMP LT Wedge Steel Toe Waterproof Chelsea Work Boot - Men's Medium Brown 10.5 GB00353-105M. The new Georgia Boot AMP LT Wedge Work Boots start out with durable pasture proof SPR leather just like their classic wedges but then we pack on... more | FREE shipping go to store |
 | Georgia Boot AMP LT Wedge Steel Toe Waterproof Chelsea Work Boot - Men's Wide Brown 10.5 GB00353-105W. The new Georgia Boot AMP LT Wedge Work Boots start out with durable pasture proof SPR leather just like their classic wedges but then we pack on the... more | FREE shipping go to store |
 | Muck Boots Outscape Chelsea Boot - Men's Coffee Bean/Crockery/Black/Ribbon Red 9 OSC-900-BRN-090 Muck Boots Outscape Chelsea Boot - Men's Coffee Bean/Crockery/Black/Ribbon Red 9 OSC-900-BRN-090. Dedicated to building footwear that is 100percent MUCKPROOF remarkably protective exceptionally comfortable and totally waterproof. The all new Outscape... more | FREE shipping go to store |
 | Men's Bruno Magli Byron Leather Chelsea Boots - Brown - Casual boots Bruno Magli "Byron" chelsea boots in Italian calf leather 1.25 in / 30 mm chunky heel Round toe Gored sides Leather pull tab Boot shaft, approx. 6.0"H Lightweight rubber outsole Item... more | FREE shipping go to store |
 | Men's Thomas & Vine Jaylon Chelsea Boot - Brown - Casual boots The Thomas & Vine Jaylon Chelsea boot is a timeless addition to your wardrobe. This slip-on boot includes elastic goring panel on the sides for easy and effortless entry and 8mm Tru Comfort... more | FREE shipping go to store |
 | Washington Grand Laser Chelsea Boot Men's Cole Haan Washington Grand Laser Chelsea Boot - Brown - Casual boots Look sharp in this polished leather Chelsea boot detailed with laser-cut perforations at the toe. Lightweight cushioning and a moisture-wicking lining mean all-day comfort and... more | FREE shipping go to store |
 | Embury Leather Casual Chelsea Boots - Black - Dr. Martens Boots Women's Dr. Martens Embury Leather Casual Chelsea Boots - Black - Ankle boots Docs leathers. Docs silhouettes. New lightweight construction. In our Casual collection, we rework our classics through a contemporary lens. These Chelsea boots are built on... more | FREE shipping 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 |
 | Leather Audrick Hi Platform Chelsea Boots - Black - Dr. Martens Boots Women's Dr. Martens Leather Audrick Hi Platform Chelsea Boots - Black - Ankle boots Inspired by classic biker boots. This extra-tall Chelsea boot is built from Nappa Lux leather with Ajax leather and soft Patent PU leather details, including a moulded... more | $230.00 $159.00 FREE shipping go to store |
 | Muck Boots Outscape Chelsea Boot - Men's Coffee Bean/Crockery/Black/Ribbon Red 9 OSC-900-BRN-090 Muck Boots Outscape Chelsea Boot - Men's Coffee Bean/Crockery/Black/Ribbon Red 9 OSC-900-BRN-090. Dedicated to building footwear that is 100percent MUCKPROOF remarkably protective exceptionally comfortable and totally waterproof. The all new Outscape... more | FREE shipping go to store |
 | Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 10 Brown Slip On Medium *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more | FREE shipping go to store |
 | Georgia Boot Eagle One Chelsea Soft Toe WP - Mens 11 Brown Slip On Medium *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more | FREE shipping go to store |
 | Georgia Boot Eagle One Chelsea Steel Toe WP - Mens 11 Brown Slip On W *The Georgia Boot Eagle One waterproof chelsea work boot packs heavy-duty performance in a lightweight easy-to-slip-on boot *SPR full-grain leather upper *Nylon pull tabs *Georgia waterproof system *4" shaft height *Twin elastic gore panels for a great... more | FREE shipping go to store |
 | Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D Danner Tramline Chelsea 917 GTX Shoes - Men's Major Brown 11 US 34202-11D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more | FREE shipping go to store |
 | Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 10 US 34200-10D Danner Tramline Chelsea 917 GTX Shoes - Men's Roasted Pecan 10 US 34200-10D. The Tramline Chelsea boot is versatile and stylish in its element on adventures both in and out of the city. It has a full-grain leather upper and a GORE-TEX waterproof and... more | FREE shipping go to store |
 | Thomas and Vine Thomas & Vine Nash Wingtip Chelsea Boot - Black - 9.5 A durable design with dapper details, the Nash by Thomas & Vine. This ankle-high boot is crafted with rich genuine leather accented by a wingtip element enhanced with brogue and medallion embellishments. Stretch gore paneling at the shaft provides a... more | go to store |
 | Thomas and Vine Thomas & Vine Nash Wingtip Chelsea Boot - Black - 10.5 A durable design with dapper details, the Nash by Thomas & Vine. This ankle-high boot is crafted with rich genuine leather accented by a wingtip element enhanced with brogue and medallion embellishments. Stretch gore paneling at the shaft provides a... more | go to store |
 | Thomas and Vine Water Resistant Plain Toe Chelsea Boot - Brown - 11 Introducing the Tilton ankle boot by Thomas & Vine, a practical and stylish choice for all-day comfort. Made with water-resistant genuine leather, these boots are built to withstand various weather conditions. The 12 mm Tru Comfort Foamâ„¢ insole... more | go to store |
 | Madewell Carina Chelsea Boots With Lightweight Platform And Chunky Heel, Black, Size 9.5, Barely Worn/Great Condition! Leather Mwl Cloudlift Cushion 5 1/4" Shaft Height 2 1/2" Heel, Rubber Sole more | go to store |
 | Madewell The Carina Platform Chelsea Boot Lugsole Heeled Boots Harvest Moon Off White Cream New In Box 9.5 This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair... more | go to store |
 | Madewell Shoes | Madewell Boots | Color: Gold/Green/Tan | Size: 8.5 Size: 8 1/2 Color: Cargo Green Condition: New With Tags ** This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses... more | go to store |
 | Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Bringsrain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness Alert, Our Mwl... more | go to store |
 | Brand New In Box, Never Worn Madewell Carina Chelsea Platform Lug Sole Heeled Boots! Us Size 8.5 Color: Dried Maple Item # Nh199 Originally Retails For $228 Plus Tax! Please Note: The Item For Sale Is The Dried Maple Color - The Photos On The Model Is... more | go to store |
 | Free People Shoes | Free People James Chelsea Chunky Lug Sole Boot 11 | Color: Tan | Size: 11 This Cool And Fashion Forward Bootie Is From Free People. A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Features: Lug Sole Style, Elastic Panels On Both... more | go to store |
 | Madewell Shoes | Made Well Carina Platform Chelsea Boot In Cargo Green | Color: Green | Size: 9.5 The Carina Platform Chelsea Boot Currently Retailing For $228 Womens 9.5 In Excellent Pre-Owned Condition Warn A Couple Of Times. I Love These So Much But Live In Florida, And I Typically Stick To Sandals. In Cargo Green This Classic Chelsea Boot Is... more | go to store |
 | Men's Eastland Cyrus Chelsea Boot - Brown - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while keeping... more | go to store |
 | Men's Thomas & Vine Jaylon Chelsea Boot - Black - Casual boots The Thomas & Vine Jaylon Chelsea boot is a timeless addition to your wardrobe. This slip-on boot includes elastic goring panel on the sides for easy and effortless entry and 8mm Tru Comfort... more | FREE shipping go to store |
 | Men's Teva Tusayana Chelsea Boot - Brown - Casual boots You'll enjoy outdoor thrills with the comfort of the Tusayana Chelsea boot from Teva. A responsibly sourced leather upper with waterproof protection, recycled polyester lining, odor-wicking Life... more | FREE shipping go to store |
 | 2976 Contrast Stitch Leather Chelsea Boots Men's Dr. Martens 2976 Contrast Stitch Leather Chelsea Boots - Black - Casual boots Never follow fashion. Subvert and disrupt it. The 2976 Chelsea boot casts a shadow over traditional country and western styling with an infusion of 80s Gothic... more | FREE shipping go to store |
 | Men's Territory Canyonlands Chelsea Boot - Black - Casual boots Simply dashing and remarkably comfortable, the Territory Canyonlands Chelsea boot is made for the everyday adventurer. This pull-on is crafted using water-resistant leather that keeps you... more | go to store |
 | Floorhand Lx Chelsea Steel Toe Work Boot Men's Wolverine Floorhand Lx Chelsea Steel Toe Work Boot - Black - Casual boots The Wolverine Floorhand LX Chelsea Steel Toe work boot can be a dependable choice to keep you going through tough conditions. Waterproof full-grain leather, convenient... more | FREE shipping go to store |
 | Men's Eastland Cyrus Chelsea Boot - Black - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while keeping... more | FREE shipping go to store |
 | 2976 Tumbled Nubuck Leather Chelsea Boots Men's Dr. Martens 2976 Tumbled Nubuck Leather Chelsea Boots - Green - Casual boots Our classic 2976 Chelsea boot reinvigorated for the long summer days. Built from summer-ready soft, textured Tumbled Nubuck in versatile neutral tones. Highlighted with... more | FREE shipping go to store |
 | Floorhand Lx Chelsea Soft Toe Work Boot Men's Wolverine Floorhand Lx Chelsea Soft Toe Work Boot - Black - Casual boots Long hours can be daunting and that's why you got to pick the lightweight Floorhand LX Chelsea Soft Toe work boot from Wolverine. This soft toe boot features a waterproof... more | FREE shipping go to store |
 | Men's Territory Canyonlands Chelsea Boot - Black - Casual boots Simply dashing and remarkably comfortable, the Territory Canyonlands Chelsea boot is made for the everyday adventurer. This pull-on is crafted using water-resistant leather that keeps you... more | go to store |
 | Men's Territory Holloway Chelsea Boot - Brown - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more | FREE shipping go to store |
 | Men's Eastland Cyrus Chelsea Boot - Brown - Casual boots Get inspired by the classiness of the Cyrus Chelsea boot by Eastland. Dual gores on the sides of the pull-on boot offer a comfortable fit while the aux leather sole absorbs shocks while keeping... more | FREE shipping go to store |
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