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| Best Seller  | Men's Daily Double Chelsea Boots by Eastland® in Black (Size 11 1/2 M) These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and... more | go to store |
 | Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 10 1/2 M) These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and... more | go to store |
| Best Seller  | Men's Daily Double Chelsea Boots by Eastland® in Tan (Size 11 1/2 M) These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and... more | go to store |
 | Men's Daily Double Chelsea Boots by Eastland® in Black (Size 10 1/2 M) These handsome Chelsea boots from Eastland® are one of the most versatile pairs of shoes you'll own. The memory foam comfort insole supports and conforms to feet while the TPR outsole enhances flexibility, slip resistance, insulation, and... more | go to store |
 | Madewell Shoes | Boots | Color: Black/Gray | Size: 9 Snake Print Ankle Boots(Madewell) Low Chelsea Boots In Snake Embossed Leather. Style #M3463 Size 9 & Color Heather Natural Multi. Bnw Box(Never Worn) Heels 1 3/4 Inches,Tip Of Toe To Heel On Bottom Of Shoe 10 1/2 Inches, Boot On Side From Top To... more | go to store |
 | Madewell Shoes | Madewell Low Chelsea Boots Snakeskin New | Color: Brown/Tan | Size: Various Madewell Low Chelsea Boots In Snakeskin New They Run Small. Should Order 1/2 Size Up! For Example: If You Wear A 7, Order The 7.5 If You Wear A 7.5, Order The 8 ~1 3/4 " Heel ~3" Shaft Pull-On Style Cushioned Footbed Leather Upper And Lining more | go to store |
 | Coach Shoes | Coach Bowery Chelsea Boot With Cut Out Tea Rose | Color: Pink | Size: 6 Dusty Rose New In Box It Fits 6.5-7 Rather Than The Usual 6 (Runs About 1/2 To 1 Size Large) Suede Upper Leather Lining And Footbed Leather And Rubber Outsole Pull On 1 1/4" Heel Shaft: 5" Height Removable Rexy Charm At Back Style No. Fg1823 more | go to store |
 | Kate Spade Shoes | Kate Spade Garden Leather Scalloped Boots Size 9.5 | Color: Tan | Size: 9.5 Rare! Kate Spade’s Across-The-Pond Version Of The Infamous Chelsea Boot Comes In Suede With Pretty Scalloped Detailing And Pairs Beautifully With Cigarette Pants And Flowy, Feminine Dresses, No Matter The Day! Beige Kid Suede With 2.5” Stack Heel,... more | go to store |
 | Steve Madden Amulet - Womens 7.5 White Boot Medium *Bring the bling to your look with this pull-on Chelsea boot *Synthetic upper with rhinestone-adorned strap detail. *Dual gores on the ankle high shaft for easy entry *Padded footbed *Lug sole *2" chunky heel more | $129.95 $51.97 FREE shipping go to store |
 | Michael Kors Shoes | Michael Kors Sinclair Booties 9.5 | Color: Black | Size: 9.5 Michael Michael Kors Sinclair Booties Leather: Cowhide Chelsea Boots Chunky Heel Covered Elastic At Ankle Pointed Toe Rubber Sole Heel - 2.25". more | go to store |
 | Free People Shoes | Free People Murray Chelsea Boots | Color: Black | Size: 9.5 Free People | Murray Chelsea Boots Brand New, Never Worn Original Box Included Size 9.5 Black Leather, Rubber 2" Platform, 5" Shaft Bundle Items To Save On Shipping! Due To Shipping Weight, Shoes Can Only Be Bundled With Smaller Items more | go to store |
 | Steve Madden Amulet - Womens 6 Brown Boot Medium *Bring the bling to your look with this pull-on Chelsea boot *Synthetic upper with rhinestone-adorned strap detail. *Dual gores on the ankle high shaft for easy entry *Padded footbed *Lug sole *2" chunky heel more | $129.95 $51.97 FREE shipping go to store |
 | Steve Madden Amulet - Womens 7.5 Brown Boot Medium *Bring the bling to your look with this pull-on Chelsea boot *Synthetic upper with rhinestone-adorned strap detail. *Dual gores on the ankle high shaft for easy entry *Padded footbed *Lug sole *2" chunky heel more | $129.95 $51.97 FREE shipping go to store |
 | Steve Madden Amulet - Womens 8.5 Brown Boot Medium *Bring the bling to your look with this pull-on Chelsea boot *Synthetic upper with rhinestone-adorned strap detail. *Dual gores on the ankle high shaft for easy entry *Padded footbed *Lug sole *2" chunky heel more | $129.95 $51.97 FREE shipping go to store |
 | Free People Shoes | Free People Lola Lugged Sole Chelsea Boots - Nib | Color: Black | Size: Various These Handcrafted Pull-On Chelsea Boots Feature Italian Polished Leather With A Lug Sole For An Edgy Update On The Classic Chelsea Silhouette. Features: * Pull-On Style With Elastic Gore Insets * 1 3/4" Heel * 4 1/2" Shaft * Cushioned Footbed *... more | go to store |
 | Seychelles Far Fetched Boot - Womens 9 Bone Boot Medium *Chelsea boot from Seychelles *Leather upper *Twin gore for easy on and off *Lightly cushioned footbed *Lug sole *2-1/2" block heel more | $168.95 $67.97 FREE shipping go to store |
 | Coach Shoes | Coach Bowery Tea Rose Cutout Chelsea Bootie 9 | Color: Brown | Size: 9 Coach Bowery Tea Rose Cutout Chelsea Bootie Color: Saddle Size: 9 Msrp: $395.00 Floral Cutouts Add A Fresh Twist To A Quintessential Chelsea Boot Set On A Stacked Heel. - 1 3/4" Heel - 5 1/2" Shaft - Removable Charm - Leather Upper/Leather And... more | go to store |
 | Rieker Amalia 84 Boot - Womens Euro 36 US 5 - 5.5 Black Boot Medium *Chelsea-style ankle boot from Rieker *Synthetic upper with metal button detail *Gore panels for easy on and off *Pull-on style *Padded insole *Contemporary soles *2-1/4" heel *Please see size drop-down menu for brand-specific Euro conversion chart more | FREE shipping go to store |
 | Rieker Amalia 84 Boot - Womens Euro 37 US 6 - 6.5 Black Boot Medium *Chelsea-style ankle boot from Rieker *Synthetic upper with metal button detail *Gore panels for easy on and off *Pull-on style *Padded insole *Contemporary soles *2-1/4" heel *Please see size drop-down menu for brand-specific Euro conversion chart more | FREE shipping go to store |
 | Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 7 1/2 W) Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more | go to store |
 | Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 7 1/2 W) Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more | go to store |
 | Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 7 1/2 W) Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more | go to store |
 | Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 7 1/2 W) Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more | go to store |
 | Wide Width Women's Wildwood Chelsea Boot by SoftWalk in Grey (Size 7 1/2 W) Make a statement with the modern allure of this streamlined year-round Chelsea boot. Set atop an impeccably light EVA sole, this classic is reinvented for the modern woman.Leather UpperSilky velvet (polyester) LiningRubber OutsoleMicrofiber... more | go to store |
 | In Undeniably Fun Sparkles, These Glitter Chelsea Boots Give A Nod To Timeless '60s Styles. The Not-Too-High Heel Is Made For Adventuring Day Or Night. 4 3/4" Shaft Height (Based On Size 7). 2" Heel. Glitter Upper. Leather Lining. Man-Made Sole.... more | go to store |
 | Anthropologie Shoes | Anthropologie Emu Pioneer Chelsea Weather Boots | Color: Tan | Size: 8 Nib, Anthropologie, Emu Pioneer Chelsea Weather Boots. Pull-On Styling With Hidden Elastic Goring Panels. Waterproof Suede And Cozy Wool Lining & Insole. Rubber Sole & Heel. Heel 2" Shaft 4" more | go to store |
 | TOMS Dakota - Womens 7 Green Boot Medium *Lug-sole Chelsea boot *Water-resistant leather upper with faux fur *Pull-on styling with pull tabs and elastic gore *OrthoLite Eco X40 Insole for high-rebound and long-term cushioning *Lug outsole *1-1/2" heel height more | $139.95 $83.97 FREE shipping go to store |
 | TOMS Dakota - Womens 6 Green Boot Medium *Lug-sole Chelsea boot *Water-resistant leather upper with faux fur *Pull-on styling with pull tabs and elastic gore *OrthoLite Eco X40 Insole for high-rebound and long-term cushioning *Lug outsole *1-1/2" heel height more | $139.95 $83.97 FREE shipping go to store |
 | TOMS Dakota - Womens 9.5 Green Boot Medium *Lug-sole Chelsea boot *Water-resistant leather upper with faux fur *Pull-on styling with pull tabs and elastic gore *OrthoLite Eco X40 Insole for high-rebound and long-term cushioning *Lug outsole *1-1/2" heel height more | $139.95 $83.97 FREE shipping go to store |
 | KEEN Targhee II Chelsea Boot - Mens 10 Grey Boot Medium *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more | FREE shipping go to store |
 | KEEN Targhee II Chelsea Boot - Mens 12 Grey Boot Medium *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more | FREE shipping go to store |
 | J. Crew Gray Leather Chelsea Ankle Boot. Made In Italy With 2 Inch Heel, Ankle Strap And Gold Hardware. 03868 Color: Gray Size: Women's 8 more | go to store |
 | KEEN Targhee II Chelsea Boot - Mens 9 Grey Boot Medium *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more | FREE shipping go to store |
 | KEEN Targhee II Chelsea Boot - Mens 8.5 Grey Boot Medium *Chelsea boot from KEEN *Premium leather upper *Elastic gore panels for easy on and off *Original KEEN fit *Breathable mesh lining *Removable PU insole *EVA midsole *Durable outsole more | FREE shipping go to store |
 | J. Crew Shoes | J.Crew Kids Rose Gold Boots | Color: Gold/Pink | Size: 5bb J. Crew Kids Crewcuts Rose Gold Chelsea Boots. Great Condition! Like New. Peach Pink Metallic Color. Super Cute! 10% Off 2+ Bundle! more | go to store |
 | Coach Shoes | Coach Women's Rivington Rain Boots | Color: Blue | Size: 6 Brand New With Box Size: 6 Color: Ombre Blue Details Chelsea Boot Style Gets A Weather-Ready Update In The Fresh Pull-On Design Of The Rivington Rain Boots By Coach. 1" Heel Recommended To Size Up 1/2 Size. Rubber Sole Pvc Upper; Manmade Lining;... more | go to store |
 | Dolce Vita Caster - Womens 8 Bone Boot Medium *Block-heel platform Chelsea bootie *Textile upper *Pull-on styling *Lightly cushioned footbed *Lug outsole *3-1/2" block heel with platform more | $159.95 $79.97 FREE shipping go to store |
 | Dolce Vita Caster - Womens 6.5 Green,Tan Boot Medium *Block-heel platform Chelsea bootie *Textile upper *Pull-on styling *Lightly cushioned footbed *Lug outsole *3-1/2" block heel with platform more | $159.95 $79.97 FREE shipping go to store |
 | Dolce Vita Caster - Womens 6.5 Bone Boot Medium *Block-heel platform Chelsea bootie *Textile upper *Pull-on styling *Lightly cushioned footbed *Lug outsole *3-1/2" block heel with platform more | $159.95 $79.97 FREE shipping go to store |
 | Dolce Vita Caster - Womens 8 Green,Tan Boot Medium *Block-heel platform Chelsea bootie *Textile upper *Pull-on styling *Lightly cushioned footbed *Lug outsole *3-1/2" block heel with platform more | $159.95 $79.97 FREE shipping go to store |
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