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| Best Seller  | WIDE FIT Darcy Chelsea Boot - black Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more | $99.99 $69.99 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 |
| Best Seller  | Men's Thomas & Vine Watson Chelsea Boot - Brown - Casual boots Take the classic route to your suave styling with the Thomas & Vine Watson Chelsea boot. The wingtip toe with brogue detailing provides a timeless look, while the memory foam insole ensures... more | FREE shipping go to store |
 | Men's Thomas & Vine Hanford Chelsea Boot - Brown - Casual boots Step out in style and comfort with the Hanford Chelsea boot from Thomas & Vince. Dual stretch gores make this pull-on boot flexible and comfortable to wear. A Tru Comfort insole ensures... more | FREE shipping go to store |
 | Brand - Free People Size - Eu 39.5 / Us 9.5 Excellent Preowned Condition Ankle, Chelsea, Studded Trim, Scalloped Lace Trim, Pull On, Side Stretch, Suede, Leather, Round Toe, Comfortable, Hiking, Causal, Winter, Fall, Combat, Booties more | go to store |
 | Free People Shoes | Black Free People Ankle Chelsea Boot | Color: Black | Size: 8 There Are A Euro Size 41 (Us 8) Free People Cowboy/ Chelsea Boot Style Stretchy On The Side Like A Chelsea Boot Small Heel more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot Nwt | Color: Tan | Size: 8.5 Nib! Realized I Bought A Backup Pair That I Never Wore Def Takes A Bit To Break In But End Up So Comfortable “Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl... more | go to store |
 | Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Grey - 8 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 |
 | Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Grey - 11.5 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 |
 | Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Black - 10.5 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 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 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 Thomas & Vine Watson Chelsea Boot - Brown - Casual boots Take the classic route to your suave styling with the Thomas & Vine Watson Chelsea boot. The wingtip toe with brogue detailing provides a timeless look, while the memory foam insole ensures... more | FREE shipping go to store |
 | Yellowstone Chelsea Hiking Boot Men's Territory Yellowstone Chelsea Hiking Boot - Black - Casual boots When the hills beckon, just lace-up the Territory Yellowstone Chelsea hiking boot and get going with confidence. The water-resistant boot has dual elastic stretch panels that offer... more | FREE shipping go to store |
 | 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 | $1,419.14 $722.05 FREE shipping go to store |
 | Men's Nunn Bush Otis Boot - Brown - Formal boots An iconic silhouette gets a more modern treatment with the Otis Chelsea boot from Nunn Bush. This pull-on boot is designed with KORE technology for better cushioning and support. Leather upper. Pull-on... more | FREE shipping go to store |
 | Men's Stacy Adams Tigran Chelsea Boot - Black - Casual boots When it comes to looking cool and fashionable, you definitely have to go with the Stacy Adams Tigran Chelsea boot. Made using suede, this slip-on boot is detailed with modern welt that... more | $59.99 $44.98 go to store |
 | Men's Stacy Adams Tigran Chelsea Boot - Brown - Casual boots When it comes to looking cool and fashionable, you definitely have to go with the Stacy Adams Tigran Chelsea boot. Made using suede, this slip-on boot is detailed with modern welt that... more | $59.99 $44.98 go to store |
 | Listing As Pre-Owned. Excellent Condition. Line On Inside Label To Prevent In Store Returns. Color: True Black Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite... more | go to store |
 | Free People Shoes | Free People Brooks Lug Sole Chelsea Boot | Color: Black | Size: 8 Free People Brooks Lug Sole Chelsea Boot In Good Pre Owned Condition. Some Parts Can Use A Brushing As Can Be Expected With Suede. Some Very Minimal Creasing On Ankle Part. Please See All Pictures For Wear. Minor Wear On Soles. Features A Super-Chunky... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot In Metallic | Color: Gold | Size: 7 Like New Madwell Ainsley Chelsea Boot Gently Worn - Minor Scuffing Crafted From Metallic 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... more | go to store |
 | Worn One Time! Clean!! Like New Can Even Tell They Were Worn. Runs True To Size, No Need To Size Up On This One. Super Comfy! A Rubber Toe Caps Off This Expedition-Seeking Leather Boot Crafted With Stretchy Side Goring And Balanced On A Block Heel For... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5 Madewell Ainsley Chelsea Boot - Black Size 7.5 Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.... more | go to store |
 | Madewell Shoes | Madewell The Benning Chelsea Boot | Color: Gold/Tan | Size: 6.5 Preowned In Great Condition! Madewell 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. When You Select Your... 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 Ainsley Chelsea Boot | Color: Black | Size: 9 Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. When You Select Your Size, "H" Equals A Half... more | go to store |
 | Free People Shoes | Free People Brooks Lug Sole Chelsea Boots | Color: Cream | Size: 10 A Contemporary Spin On The Classic Chelsea Style, These Timeless Ankle-Covering Boots Feature A Chunky Sole For An Exaggerated Look. A Neutral Boot To Pop Any Outfit Fp Collection Color Chalk Artisan Crafted From Fine Leathers And Premium Materials, Fp... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 8 Madewell The Ainsley Chelsea Boot Size 8. English Saddle Never Worn And Comes With Original Box. Crafted From Buttery Leather And The Mwl Cloudlift Lite Padding For Extra Comfort. Please Note: These Boots Fit Narrow But Will Stretch With Wear From... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Brown/Tan | Size: 7 Moving Soon So I Really Need To Clear Out The Closet! Gently Worn Madewell Boots In Cognac Color. Totally Love These Boots But I Am Never Reaching For Them These Days. From Madewell: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared... 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 |
 | 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 |
 | Coach Shoes | Coach Elijah Chelsea Boots | Color: Red | Size: 8 Coach Elijah Chelsea Boots In Good Used Condition. Has Creases From Normal Wear. Polished Calf Leather Gives This Tomboyish Boot A Rich Sheen, While The Saddle-Colored Stripe On The Sole Is A Nod To Heritage Coach(Tm) Craftsmanship. Fashion Meets... more | go to store |
 | J. Crew Beige Suede Pull On Chelsea Boots Size 9 Color: Desert Sand With Black Condition: New Without Box Suede Upper Leather Lining Synthetic Sole Pull On Black Stretch Panels On Side Walkable Chelsea Boots In Soft Suede With A Stretchy Side Panel more | go to store |
 | J. Crew Beige Suede Pull On Chelsea Boots Nib Size: 8 And 9 Color: Desert Sand With Black Condition: New In Box Content: Suede Upper Leather Lining Synthetic Sole Pull On Styling Black Stretch Panels On Side Walkable Chelsea Boots In Soft Suede With A... more | go to store |
 | J. Crew Shoes | J. Crew Refined Chelsea Boot (Cheetah) | Color: Tan/White | Size: 8 The J. Crew Refined Chelsea Boot (Cheetah) Is No Longer Made, So This Find Is Rare As Can Be! I Got This Around Three Years Ago For Christmas. Have Only Worn Them A Handful Of Times. Very Sturdy. Water Proof. Stretchy. Stylish. Not Too Big Like Other... more | 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 |
 | Coach Shoes | Coach Bowery Beadchain Chelsea Boots Black - 8 | Color: Black | Size: 8 Gorgeous Bowery Beadchain Chelsea Boots From Coach. Black Leather With Beadchain Detailing Around The Ankle. Pull On Style With Stretch Panels For A Comfortable Fit. Essential Style For Every Day Wear. New In Box. Size 8b more | go to store |
 | Madewell Shoes | Madewell The Ainsley Chelsea Boot | Color: Black | Size: 7.5 Love These Boots, But Only Wore Twice - They’re Too Narrow For My Feet In This Size.* Both Casual And Stylish Leather Booties, With Cloudlift Lite Padding. *They Run Narrow, But Will Stretch With Wear. Go Up A Size If You Have A Wider Foot Or Want To... 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 |
 | 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 |
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