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| Best Seller  | Men's Dolce & Gabbana Leather Chelsea Formal Boots - Brown - Casual boots 100% authentic Dolce & Gabbana Mens Chelsea formal boots Brown leather exterior Leather outer sole Stretch bands on the sides for easy entry and exit Zipper closure Logo details... more | $1,455.53 $740.57 FREE shipping go to store |
 | Men's AllSaints Matrix Chelsea Boot - Black - Casual boots Premium leather and stretchy elastic goring make this versatile Chelsea boot an optimal choice throughout the year. Pull-on style with elastic gore insets Leather and textile upper/leather... more | FREE shipping go to store |
| Best Seller  | Men's Rodd & Gunn Port Chalmers Chelsea Boot - Brown - Casual boots Stretchy side panels mean easy entry into this versatile and stylish Chelsea boot crafted from burnished European leather. Pull-on style with elastic gore insets Leather and textile... more | FREE shipping go to store |
 | Great Used Condition. Distressed Croc Chelsea Ankle Boots By Anthropologie Brand Sixtyseven In Black. Chic, Edgy Aesthetic, A Versatile Capsule Wardrobe Piece For The Season That Can Be Dressed Up Or Worn Casually. Slip-On Ankle Boots With Textured... more | go to store |
 | Brand / Info Madewell. Genuine Leather, Tan Color. Slip On Style With Stretchy Sides. Has Pulls At Achilles Tendon To Easily Slip Shoes On. Leather Upper. Leather Lining. Synthetic Sole. Made In Brazil. Style # J8307 Size / Feels Like 8, True To Size... more | go to store |
 | Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.6" Shaft Height1 1/2"... more | go to store |
 | Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 13 Brown Boot Medium *Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more | FREE shipping go to store |
 | Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 11 Brown Boot Medium *Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more | FREE shipping go to store |
 | Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8.5 Brown Boot Medium *Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more | FREE shipping go to store |
 | Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 13 The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more | go to store |
 | Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Grey - 8.5 The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more | go to store |
 | Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Black - 11 Territory's Yellowstone hiking boot is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a wide-width footbed for a roomy fit. An EVA/Rubber sole paired... more | go to store |
 | Men's Rodd & Gunn Port Chalmers Chelsea Boot - Brown - Casual boots Stretchy side panels mean easy entry into this versatile and stylish Chelsea boot crafted from burnished European leather. Pull-on style with elastic gore insets Leather and textile... more | FREE shipping go to store |
 | Men's Vagabond Cameron Chelsea Boot - Brown - Casual boots Side stretch panels and a rear pull-tab offer easy wear on a nubuck leather Chelsea boot grounded by a durable lug sole. more | FREE shipping go to store |
 | Men's Eastland Daily Double Chelsea Boot - Brown - Casual boots Dual pull-tabs and stretchy gore insets lend easy wear to a rich leather Chelsea boot grounded by a cushioned footbed for lasting comfort. more | FREE shipping go to store |
 | Men's Thomas & Vine Corbin Chelsea Boot - Brown - Casual boots Give your attire a polished update with the Corbin Chelsea boot from Thomas & Vine. This high-top profile is made from leather and comes with side goring panels for a precise fit and... more | FREE shipping go to store |
 | Men's Thomas & Vine Oswald Chelsea Boot - Black - Casual boots Look fascinating in the Thomas & Vine Oswald Chelsea boot. Suede accent at the heel beautifully contrasts the premium leather upper of this pull-on boot that's supported on an Extralight... more | go to store |
 | Men's Thomas & Vine Oswald Chelsea Boot - Brown - Casual boots Look fascinating in the Thomas & Vine Oswald Chelsea boot. Suede accent at the heel beautifully contrasts the premium leather upper of this pull-on boot that's supported on an Extralight... more | go to store |
 | Men's Vagabond Cameron Chelsea Boot - Black - Casual boots Side stretch panels and a rear pull-tab offer easy wear on a nubuck leather Chelsea boot grounded by a durable lug sole. more | FREE shipping go to store |
 | Men's Thomas & Vine Corbin Chelsea Boot - Black - Casual boots Give your attire a polished update with the Corbin Chelsea boot from Thomas & Vine. This high-top profile is made from leather and comes with side goring panels for a precise fit and... more | FREE shipping go to store |
 | Levi's Shoes | Levi’s Men’s Suede Leather Chelsea Boot Size 10 Tan Nwot | Color: Tan | Size: 10 Levi’s Men’s Suede Leather Chelsea Boot Open Up Your Closet. Do You See A Quality Pair Of Chelsea Boots That You Can Easily Style With Any Look, No Questions Asked? No? Then Say Hello To These Levi's Chelsea Boots, Because They're About To Be Your New... more | go to store |
 | Free People Nwt Arlo Santa Fe Chelsea Boot Croc Embossed Leather Cognac Brown Size 8 Nwt From Marshall’s Cognac Brown Caramel Embossed Leather Upper Croc Back Zipper Closure Approx 1.5” Heel Stretchy Top Half Mixed Media Ankle Length more | go to store |
 | Low Chelsea Boots From Madewell. Heather Natural Color Snake-Embossed Leather Boot - Stretch On Sides With A Perfect Pointed Toe. Western Look. New Never Worn Outside. No Box Madewell Heather Natural Size 7 #Western #Southwestern #Work #Party #Snake more | go to store |
 | Madewell Shoes | Madewell The Ainsley Chelsea Boot J8295 Leather | Color: Black | Size: Various Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On The Feet. Logo On Sole Marked To Prevent Retail Store... more | go to store |
 | J. Crew Shoes | New Jcrew Pull-On Chelsea Boots In Leather | Color: Brown | Size: 9 New Never Worn You'll Want To Reach For Our Easy Oh-So-Walkable Chelsea Boots Everyday. - In Soft Leather With A Stretchy Side Panel, Just Pull 'Em On And Go. Leather Upper And Lining. Import. Synthetic Sole. Select Stores. Item Aq659. 15 more | go to store |
 | J. Crew Shoes | J. Crew Willa Stacked Heel Leather Chelsea Boots, Black, 9 | Color: Black | Size: 9 These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight- Leg Jeans. Detail We Love: Stretchy Side Panels Make Them Easier To Take On And Off. Leather Upper And Lining.... more | go to store |
 | Madewell Shoes | Madewell The Spencer Chelsea Leather Ankle Boots | Color: Tan | Size: 9.5 Madewell 9.5 Spencer Short Chelsea Boot Style C1375 Mink Taupe Tan Color Stacked Heel No Original Box Slight Marks In Leather (See Photos) Excellent Used Condition 1.75" Heel Almond Toe Luxe Quality Stretch On Both Sides Offers Welcome. No Trades. more | go to store |
 | Men's Mezlan Patina Chelsea Boot - Black - Casual boots A side zipper and stretch goring lend easy wear to a sophisticated Chelsea boot rendered in smooth leather for styling versatility. Leather and textile upper and lining/rubber and leather sole... more | FREE shipping go to store |
 | Madewell Shoes | - Madewell Chelsea Tan Slip On Ankle Boots Sz 9 | Color: Tan | Size: 9 Tan Leather With Elastic Stretch On Both Side For Easy Slip On Round Toe Leather Sole Preowned But In Good Condition more | go to store |
 | Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Leather Upper. Leather Lining. Man-Made Sole. Do Well:... more | go to store |
 | Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5 These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 6" Shaft Height. 1 1/2" Heel Height. Leather Upper. Leather... more | go to store |
 | Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.5 1/4" Shaft Height Leather Upper.Leather Lining.Man-Made... more | go to store |
 | Free People Shoes | Free People Atlas Textile Chelsea Ankle Boots | Color: Black/Blue | Size: 38eu Rounded Toes ~ Ankle Height Shaft ~ Dual/Two Stretchy Gore Panels On The Sides Of The Ankle Shafts ~ Leather Panels On Toes And Heels ... With Scalloped Leather Trims Trimming The Gore/Stretch Panels ~ Woven Textile Panels On Top Of The Foot And On The... more | go to store |
 | Free People Shoes | Free People Chelsea Boot | Color: Brown/Red | Size: 7 New, Never Worn Only Tried On, Without Tag. Burgundy Leather Boot. Lightweight Chelsea Style Boot With Side Zipper Closure For Ease To Put On. Soft Leather With Stretchy Bands On The Sides For Ultimate Fit. Size 37 more | go to store |
 | Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boots - Size: 7.5 | Color: Black | Size: 7.5 New Without Tags - No Call-Outs Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert 6" Shaft Height (Based On Size 7). 1 1/2" Heel Height. Leather... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot - Size 7.5 | Color: Black | Size: 7.5 Madewell Leather Ankle Boots Gently Worn Elastic Stretch On Interior And Exterior Side Ankle Minor Scuffing On Left Shoe Shown In Photo more | go to store |
 | Free People Shoes | Fp & Faryl Robyn Collaboration Janice Chelsea Boot | Color: Black/Pink | Size: 9 So Unique Chelsea Boot From Fp And Faryl Robyn...Worn A Couple Times And In Excellent Preowned Condition. Only Wear Is Shown On Bottom Of Shoe And That’s Because We Have A Very Pebbly Path Heals Are In Great Condition And Leather’s Still Stiff And... more | go to store |
 | Madewell Shoes | Madewell Benning Chelsea Boot Warm Cinnamon Brown Size 10 | Color: Brown | Size: 10 Some Scratching And Scuffing Throughout And Wear To The Soles. Details: Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more | go to store |
 | Men's Thomas & Vine Corbin Chelsea Boot - Brown - Casual boots Give your attire a polished update with the Corbin Chelsea boot from Thomas & Vine. This high-top profile is made from leather and comes with side goring panels for a precise fit and... more | FREE shipping go to store |
 | Anthropologie Shoes | Cecelia New York Chelsea Boots - Black | Color: Black | Size: 8 New In Box, Anthropologie, Cecelia Black Chelsea Boots. Pull On Styling (Stretch Goring Side Panels) Suede Upper Leather Insole Eva Sole & Heel 2¼" Heel 1" Platform more | go to store |
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