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| Best Seller  | Vintage, Bohemian, Grunge, Or Chic: Whatever Off-Day Style We Choose, Free People's Essential Chelsea Boot Finishes The Look. The Timeless Design Matches Every Mood, While The Supple Leather Build Molds To Our Feet And The Cushioned Footbed Pads Our... more | go to store |
 | Coach Shoes | Coach - Embroidered Floral Bowery Chelsea Boot | Color: Black/Blue | Size: 8.5 Coach Floral Embroidered Prairie Bowery Boot The Aptly Named Bowery Chelsea Boot Is A Seasonal Staple. Crafted In Suede With Embroidered Prairie Flowers, The Versatile Silhouette Features A Sturdy Stacked Heel, A Dangling Rexy Charm, And Ribbed Ankle... more | go to store |
| Best Seller  | J. Crew Shoes | J. Crew Women’s Chelsea Matte Rain Boot Navy 9 New | Color: Blue | Size: 9 Brand New In Box J. Crew Chelsea Matte Rain Boots Navy Blue Size 9 1/2” Block Heel Some Light Scuffing Perfect For Fall And Winter. Make An Offer! more | go to store |
 | Women's Hush Puppies Chelsea Rain Boot - Blue - High-top sneakers Splash around in style with the Chelsea rain boot from Hush Puppies. This water-resistant pair features a high-top inspired silhouette and BounceTM cushioned footbed to keep you feeling... more | go to store |
 | Women's Chooka Classic Chelsea Rain Boot - Blue - Ankle boots Dark clouds can never stop your adventure spree when you've got the Chooka Classic Chelsea rain boot. Striped stretch gores bring a fun touch to this waterproof boot backed by a cushiony... more | $59.99 $44.98 go to store |
 | Black & Blue Hybrid Ankle Boots Women's Alexander McQueen Black & Blue Hybrid Ankle Boots Ankle-high buffed calfskin Chelsea boots in black. more | $650.00 $423.00 FREE shipping go to store |
 | J.Crew Mercantile Jelly Rainboots Size 6 Brand New Without Tags - Never Worn! There Is A Blue/Black Mark On The Side Of One Light Gray / Silver Color Glitter Throughout Style # J9750 more | go to store |
 | Carico Lake Waterproof Chelsea Boot Women's Pendleton Carico Lake Waterproof Chelsea Boot - Blue - Ankle boots A signature print lends recognizable style to this waterproof Chelsea boot featuring cozy wool lining, a cushioned insole and sturdy non-slip sole. more | FREE shipping go to store |
 | Women's On Foot Chelsea Boot - Blue - Ankle boots This Chelsea boot with bold color blocking and nubuck leather will have you walking in style from the trail to brunch. 1" heel; 1/2" platform (size 39) 4 1/4" shaft Pull-on style with elastic gore... more | $180.00 $135.00 FREE shipping go to store |
 | J. Crew Shoes | J. Crew Velvet Chelsea Ankle Booties - 8 | Color: Blue | Size: 8 The Ease Of A Chelsea Boot With The Attitude Of A Kitten Heel. J.Crew Added Elastic Panels At The Ankle, So You Can Throw Them On And Be Out The Door In Two Minutes Flatassuming You Don't Spend Forever Checking Yourself Out In The Mirror. Light Wear.... more | go to store |
 | Kate Spade Shoes | Kate Spade Glitter Sparkly Chelsea Ankle Booties | Color: Black/Blue | Size: 4/5 Kate Spade Glitter Sparkly Chelsea Ankle Booties, Sz 4/5, Dark Navy Blue (Look Black), 1.5” Heel, Measures 9.25” Toe To Heel, 6” Top Of Boot To Bottom Heel, Perfect For Any Special Occasion Or Wear W/Jeans & A Chunky Sweater, Light Scuffs On Bows (See... more | go to store |
 | Women's Ninety Union Chelsea Bootie - Blue - Ankle boots Undeniably fascinating; the Ninety Union Chelsea bootie will take center-stage wherever you go. Inviting multi-media prints, smooth oval toe, convenient inside zip and pull loop, and a block-heel... more | FREE shipping 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; Rubber... more | go to store |
 | Free People Charm Double V Slate Grayish/Bluish (Slate) Suede Ankle Boots Size 8 Naturally Distressed - Not A Flaw Tags, Grunge, Weathered, Chelsea, Ankle, Pull On, Slip On, Block Heel, See Photos What You See Is What You Get - No Stock Photos. Insides... more | go to store |
 | Women's London Fog Piccadilly Rain Boot - Blue - Flat boots Brave the storm in the Piccadilly rain boots from London Fog. With a trendy Chelsea boot design, these cute wellies will keep your feet dry and stylish on those wet and gloomy days! Waterproof... more | go to store |
 | Jetta Hi Max Metallic Leather Platform Boots Women's Dr. Martens Jetta Hi Max Metallic Leather Platform Boots - Blue - Ankle boots The Jetta boot combines our classic Chelsea boot and our statement Sinclair boot. This extra-high version extends up the leg and stands on our tallest-ever Quad Max... more | $230.00 $139.00 FREE shipping go to store |
 | Beck Faux Fur & Wool Lined Boot Women's Cloud Beck Faux Fur & Wool Lined Boot - Blue - Ankle boots Elastic goring panels create a comfortable fit for a timeless Chelsea boot lined with soft wool and a removable faux-fur insole. 1 1/2" heel 8" shaft Removable insole Leather... more | $99.98 $59.99 FREE shipping go to store |
 | Regatta Womens/Ladies Orla Kiely Flowers Galoshes Boot - Blue - UK 6.5 / US 8.5 This Orla Cosy Mid Women's Wellies, are the perfect Chelsea boot style to keep feet dry during cold and wet winter months. Made from hardwearing rubber, these playful ankle height wellies provide complete weather protection when exploring the outdoors.... more | $76.99 $55.20 go to store |
 | Regatta Womens/Ladies Orla Kiely Flowers Galoshes Boot - Blue - UK 5 / US 7 This Orla Cosy Mid Women's Wellies, are the perfect Chelsea boot style to keep feet dry during cold and wet winter months. Made from hardwearing rubber, these playful ankle height wellies provide complete weather protection when exploring the outdoors.... more | $76.99 $55.20 go to store |
 | Regatta Womens/Ladies Orla Kiely Flowers Galoshes Boot - Blue - UK 7 / US 9 This Orla Cosy Mid Women's Wellies, are the perfect Chelsea boot style to keep feet dry during cold and wet winter months. Made from hardwearing rubber, these playful ankle height wellies provide complete weather protection when exploring the outdoors.... more | $76.99 $55.20 go to store |
 | Regatta Womens/Ladies Orla Kiely Flowers Galoshes Boot - Blue - UK 3 / US 5 This Orla Cosy Mid Women's Wellies, are the perfect Chelsea boot style to keep feet dry during cold and wet winter months. Made from hardwearing rubber, these playful ankle height wellies provide complete weather protection when exploring the outdoors.... more | $76.99 $55.20 go to store |
 | Regatta Womens/Ladies Orla Kiely Water Floral Galoshes Boots - Blue - 8.5 This Orla Welly Mid women's wellies, are the perfect Chelsea boot style to keep feet dry during festivals and camping days. Made from hardwearing rubber, these playful ankle height wellies provide complete weather protection when exploring the... more | $89.99 $53.70 go to store |
 | Regatta Womens/Ladies Orla Kiely Flowers Galoshes Boot - Blue - UK 8 / US 10 This Orla Cosy Mid Women's Wellies, are the perfect Chelsea boot style to keep feet dry during cold and wet winter months. Made from hardwearing rubber, these playful ankle height wellies provide complete weather protection when exploring the outdoors.... more | $76.99 $55.20 go to store |
 | Regatta Womens/Ladies Orla Kiely Flowers Galoshes Boot - Blue - UK 4 / US 6 This Orla Cosy Mid Women's Wellies, are the perfect Chelsea boot style to keep feet dry during cold and wet winter months. Made from hardwearing rubber, these playful ankle height wellies provide complete weather protection when exploring the outdoors.... more | $76.99 $55.20 go to store |
 | Regatta Womens/Ladies Harriett Ankle Boots - Navy/White Sand - Blue - 7 Pull-on chelsea boots in high-shine pvc (probably the most elegant wellington boot we have ever made). Waterproof uppers with a slimline sole and a small square heel. Comfortable eva footbed. Elastic at the side and a tab on the ankle makes for easy... more | $50.99 $20.20 go to store |
 | Regatta Womens/Ladies Harriett Ankle Boots - Navy/White Sand - Blue - 5 Pull-on chelsea boots in high-shine pvc (probably the most elegant wellington boot we have ever made). Waterproof uppers with a slimline sole and a small square heel. Comfortable eva footbed. Elastic at the side and a tab on the ankle makes for easy... more | $50.99 $20.20 go to store |
 | Regatta Womens/Ladies Harriett Ankle Boots - Navy/White Sand - Blue - 8 Pull-on chelsea boots in high-shine pvc (probably the most elegant wellington boot we have ever made). Waterproof uppers with a slimline sole and a small square heel. Comfortable eva footbed. Elastic at the side and a tab on the ankle makes for easy... more | $50.99 $20.20 go to store |
 | Regatta Womens/Ladies Orla Kiely Flowers Galoshes Boot - Blue - UK 6 / US 8 This Orla Cosy Mid Women's Wellies, are the perfect Chelsea boot style to keep feet dry during cold and wet winter months. Made from hardwearing rubber, these playful ankle height wellies provide complete weather protection when exploring the outdoors.... more | $76.99 $55.20 go to store |
 | Regatta Womens/Ladies Harriett Ankle Boots - Navy/White Sand - Blue - 9 Pull-on chelsea boots in high-shine pvc (probably the most elegant wellington boot we have ever made). Waterproof uppers with a slimline sole and a small square heel. Comfortable eva footbed. Elastic at the side and a tab on the ankle makes for easy... more | $50.99 $20.20 go to store |
 | Regatta Womens/Ladies Harriett Ankle Boots - Navy/White Sand - Blue - 6 Pull-on chelsea boots in high-shine pvc (probably the most elegant wellington boot we have ever made). Waterproof uppers with a slimline sole and a small square heel. Comfortable eva footbed. Elastic at the side and a tab on the ankle makes for easy... more | $50.99 $20.20 go to store |
 | Regatta Womens/Ladies Harriett Ankle Boots - Navy/White Sand - Blue - 10 Pull-on chelsea boots in high-shine pvc (probably the most elegant wellington boot we have ever made). Waterproof uppers with a slimline sole and a small square heel. Comfortable eva footbed. Elastic at the side and a tab on the ankle makes for easy... more | $50.99 $20.20 go to store |
 | Regatta Womens/Ladies Harriett Ankle Boots - Navy/White Sand - Blue - 8.5 Pull-on chelsea boots in high-shine pvc (probably the most elegant wellington boot we have ever made). Waterproof uppers with a slimline sole and a small square heel. Comfortable eva footbed. Elastic at the side and a tab on the ankle makes for easy... more | $50.99 $20.20 go to store |
 | Free People Shoes | Free People Blue Suede Booties | Color: Blue | Size: 8 From Free People These Are The "Shadow Lark" Chelsea Booties. Made With 100% Leather.. They Are Vintage(Y)Ish In Style One Side Of The Boot Is Snap Up Closure And The Other Side Is A Zipper. You Can Choose To Keep Half Of The Snaps, Or One Snap Open... more | go to store |
 | J. Crew Shoes | J Crew | Color: Blue | Size: 10 Navy J Crew Short Lug Sole Chelsea Rain Boots- Nwt’s more | go to store |
 | Converse Shoes | Converse Chuck Taylor Union Jack - 4 | Color: Blue/Red | Size: 4 Converse Chuck Taylor Union Jack - 4 Excellent Condition Red Grey Gray Blue White Size 4 Shoes Men Spring Summer Fall Winter Derby Oxford Loafer Brogue Chukka Boot Boots Chelsea Sneaker Shoes Women Dressy Spring Summer Fall Winter Office Professional... more | go to store |
 | Women's Pendleton Carico Lake Rain Bootie - Blue - Ankle boots The Carico Lake rain bootie by Pendleton might become your favorite choice this rainy season. Playful geometric patterns create a surreal effect on the waterproof Chelsea boot, improved... more | FREE shipping go to store |
 | Crater Lake National Park Rain Bootie Women's Pendleton Crater Lake National Park Rain Bootie - Blue - Ankle boots The wet season won't stop you from looking good when you wear the Pendleton Crater Lake Np rain bootie. The waterproof Chelsea boot has striped elastic panels for a... more | FREE shipping go to store |
 | Women's BareTraps Maria Bootie - Blue - Ankle boots A stylish amalgamation of Chelsea and cowboy, the Baretraps Maria bootie can be versatile addition to your closet. Western-inspired silhouette with pleated finger gore, zipper closure, stacked heel,... more | FREE shipping go to store |
 | Women's Spring Step Nonia Bootie - Blue - Ankle boots Your skinny jeans paired with the Nonia bootie from Spring Step can make a lasting impression. The water-resistant bootie boasts a Chelsea theme, reflected in the outside elastic panel. A signature... more | FREE shipping go to store |
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