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| Best Seller  | Chelsea Rain Royal Blue Boots Pull On Rubber Elastic Side Size: 7 more | go to store |
 | Madewell Lonny Ankle Boots Booties Black Leather Chelsea. Heeled 3.5” Stacked Wood Chunky Heels. Elastic Goring On The Sides With A Decorative Strap. more | go to store |
| Best Seller  | Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn In Look Side Zipper Closure Cushioned Insole... more | go to store |
 | Men's Santoni Chelsea Boots, Ankle Boots - Blue - Casual boots Chelsea' suede ankle boots with elastic side inserts, contrast lining, back logo tab and rubber sole. Colours: Blue Composition: 100% leather Dimension: UK MEN MPN: MGSI13414SMAISYWU60.... more | $696.00 $454.00 go to store |
 | Dylan Chelsea Bootie - Black - Stuart Weitzman Boots Women's Stuart Weitzman Dylan Chelsea Bootie - Black - Ankle boots The DYLAN CHELSEA BOOTIE will lend polished edge to any outfit thanks to its sleek silhouette and rugged lug sole. This ankle BOOTIE is crafted with elastic side gussets and a pull tab... more | $650.00 $209.00 FREE shipping go to store |
 | Soho Pearl Chelsea Bootie - Black - Stuart Weitzman Boots Women's Stuart Weitzman Soho Pearl Chelsea Bootie - Black - Ankle boots Our SOHO PEARL CHELSEA BOOTIE plays with juxtaposition to create a modern take on the classic BOOTIE silhouette. Constructed with an above-the-ankle shaft this reimagined Chelsea... more | $750.00 $375.00 FREE shipping go to store |
 | Yuliana 60 Chelsea Bootie The Sw Outlet - Black - Stuart Weitzman Boots Women's Stuart Weitzman Yuliana 60 Chelsea Bootie The Sw Outlet - Black - Ankle boots The everyday ankle bootie elevated: Our YULIANA 60 CHELSEA BOOTIE combines two must-have looks - our best-selling YULIANA bootie and our modern take on the classic... more | $595.00 $238.00 FREE shipping 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 Territory Holloway Chelsea Boot - Black - 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 |
 | Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 13 LDB-STL-BRN-130 Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 13 LDB-STL-BRN-130. The Legacy Chelsea features the same Commercial Grade performance and safety features of the classic Legacy Boot but with functional pull tabs and a twin elastic gore for... more | FREE shipping go to store |
 | Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 8 LDB-STL-BRN-080 Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 8 LDB-STL-BRN-080. The Legacy Chelsea features the same Commercial Grade performance and safety features of the classic Legacy Boot but with functional pull tabs and a twin elastic gore for... more | FREE shipping go to store |
 | Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 9 LDB-STL-BRN-090 Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 9 LDB-STL-BRN-090. The Legacy Chelsea features the same Commercial Grade performance and safety features of the classic Legacy Boot but with functional pull tabs and a twin elastic gore for... more | FREE shipping go to store |
 | Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 8 LDB-STL-BRN-080 Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 8 LDB-STL-BRN-080. The Legacy Chelsea features the same Commercial Grade performance and safety features of the classic Legacy Boot but with functional pull tabs and a twin elastic gore for... more | FREE shipping go to store |
 | Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 9 LDB-STL-BRN-090 Xtratuf 6in Legacy Steel Toe Ankle Deck Boot - Men's Brown 9 LDB-STL-BRN-090. The Legacy Chelsea features the same Commercial Grade performance and safety features of the classic Legacy Boot but with functional pull tabs and a twin elastic gore for... more | FREE shipping go to store |
 | New With Box Size 38.5 / Us 8.5 Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side... more | go to store |
 | So Stunning And Effortlessly Eye-Catching, These Cool Ankle Boots Are Featured In A Western-Style Silhouette And Buttery Soft Leather With Elastic Side Panels, A Minimal Wooden Block Heel, And Bold Pointy Toe. Pull On Style Pull Tabs At Heel Cushioned... more | go to store |
 | J. Crew Black Leather Slip-On Style Ankle Booties With Elastic Panels For Easy On/Off. Modern Pointed Toe With A Small Block Heel. Tag Size 9 Preowned. Some Wear On Heel Block And Some Minor Creasing Of Leather. Toe Leather Is Nicked And Markings On... more | go to store |
 | Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Snakeskin 6 | Color: Brown | Size: 6 Madewell Sonia Chelsea Boot Color: Brown Snakeskin Size 6 Style #M3463 Retail $188 New W/O Box An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With... more | go to store |
 | Madewell Shoes | Madewell Black Sonia Leather Chelsea Ankle Bootie | Color: Black | Size: 9 An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. 1 3/4" Heel 3" Shaft Pull-On Style With Elastic Gore Insets Cushioned Footbed Leather Upper And Lining/Synthetic Sole... more | go to store |
 | So Stunning And Effortlessly Eye-Catching, These Cool Ankle Boots Are Featured In A Western-Style Silhouette And Buttery Soft Leather With Elastic Side Panels, A Minimal Wooden Block Heel, And Bold Pointy Toe. Pull On Style Pull Tabs At Heel Cushioned... more | go to store |
 | Reposhing This Item I Purchased From @Pinetreeposh. Loved It, But They Are Too Small I’m Usually A 9 Or 9.5. These Fit So Snug, I Would Compare Them To An 8, Maybe An 8.5. more | go to store |
 | Madewell Shoes | Madewell Carina Ankle Chelsea Boot Bootie | Color: Brown | Size: 7 Excellent Condition! Size 7 Cognac Color more | go to store |
 | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots. Size 9.5. Pull On Boot. Leather Wrapped Heel. Gold Tone Spade On Back Of Boot 2.5" Block Heel In Very Good Pre-Owned Condition With Slight Signs Of Wear/Slight Wear On... more | go to store |
 | Madewell Booties Bryce Suede Leather Chelsea Ankle Black Size 10 Style M4674. Madewell Bryce Ankle Boots Booties Black Suede Leather M4674 Side Zip Biker Westernexcellent Condition more | go to store |
 | Like New, Barely Worn. more | go to store |
 | Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 Size: 8 Retail Price Is $198.00 Condition: Very Good...See Pictures For Full Details. Bin S.500.2922.Kd more | go to store |
 | Lovely Madewell "Ainsley" Leather Chelsea Boots! Pull On Style With A Low Heel And An Almond Toe. Gently Worn And In Excellent Condition, Size 7. more | go to store |
 | Gently Used Madewell Womens 8.5 Caleb Black Leather Bootie Low Asymmetrical Boots Chelsea Ankle Black Low Cut 10.75 Inches Long 3.5 Inches Sole Width 1.5 Heel Evidence Of Use On The Sole Insole And Upper Please Review All Photos Carefully more | go to store |
 | Brand New Without The Box Please See Pictures For Details Only The Size 8 Is Left Usps Box#13 Usps Box#14 Usps Box#15 Coach Rivington Rain Bootie Black Chelsea Ankle Logo Chelsea Boot Style Gets A Weather-Ready Update In The Fresh Pull-On Design Of The... more | go to store |
 | Madewell Bryce Chelsea Suede Ankle Boot Low Heel Genuine Leather Suede Tan Camel Chestnut Brown Color - Neutral For Fall Pull On Style Terrific Condition Size 8.5 more | go to store |
 | Madewell Bryce Suede Black Chelsea Ankle Booties Size 9.5. Block Heel Side Zip. In Excellent Condition Only Signs Of Wear On Bottom Soles more | go to store |
 | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5. Leather Boots, Pointed Toe, Wood 2” Block Heel. more | go to store |
 | Brand: Madewell Style: The Grayson Brogue Chelsea Suede Leather Western Cowgirl Ankle Booties Shoes Size: 6 Color: Bone White & Tan Heel Height: 2" Condition: Pre-Owned. There Are Some Minor Blemishes On The Suede. See Pictures For Details. Otherwise,... more | go to store |
 | Reposhing This Item I Purchased From @Letizap67. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Free People Beau Western Boot In Gold Size 36 (Equivalent To A Us Women's Size 6 Per Free People Website) Slip-On Western-Style Chelsea Boot Silhouette Ankle-Height Shaft Lightly-Distressed Metallic Gold Croc Embossed Leather Upper Pointed Snip Toe... more | go to store |
 | Free People Shoes | Free People Shadow Lark Ankle Chelsea Bootie | Color: Blue | Size: 36 The Cutest Booties That I’ve Been Holding On To. They Have Natural Distressed Color. The Bottoms Are Like This Wooden Sole, So The Bottom Has That Same Worn Distressed Look From Being Worn. Tts Navy Perforated Leather Snaps On One Side, Zipper On The... more | go to store |
 | Free People Shoes | Free People Dark Horse Chelsea Ankle Booties | Color: Black/White | Size: 9 Free People Dark Horse Chelsea Ankle Booties Pre Owned Still In Good Condition Size 39 Please See Pictures For More Details more | go to store |
 | Previously Loved In Good Condition, Some Wear On The Upper And Soles With Lots Of Life Left; Small Tear On Leather Lining Of Inside Left Boot. Tan Leather Colorway, Women’s Size 6.5 Refer To Pictures And Reach Out With Any Questions Bundle Items To... more | go to store |
 | Free People Shoes | Free People Dark Horse Chelsea Ankle Booties | Color: White | Size: 9 Free People Dark Horse Chelsea Ankle Booties Pre Owned Still In Good Condition Size 39 Please See Pictures For More Details more | go to store |
 | Gucci Shoes | Gucci Logo Patch Chelsea Ankle Booties | Color: Black | Size: 39 Worn Twice In Good Condition Flaws: Minor Marks From Wearing Outside. Took Photos Of The Flaws So You Can See Them Damage Is Not Terrible. Besides Little Marks Because Of The Rubber Soles. Bound To Get Scratches On Them more | go to store |
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