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| Best Seller  | Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M) Take on the day in the Mastery bootie from Cliffs by White Mountain Shoes. Keep it classic in our take on the traditional chelsea boot design with a chunky lugged sole. Equipped with comfort features, this boot will never go out of style.Textile... more | go to store |
 | Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M) Take on the day in the Mastery bootie from Cliffs by White Mountain Shoes. Keep it classic in our take on the traditional chelsea boot design with a chunky lugged sole. Equipped with comfort features, this boot will never go out of style.Textile... more | go to store |
| Best Seller  | Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M) Take on the day in the Mastery bootie from Cliffs by White Mountain Shoes. Keep it classic in our take on the traditional chelsea boot design with a chunky lugged sole. Equipped with comfort features, this boot will never go out of style.Textile... more | go to store |
 | Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M) Take on the day in the Mastery bootie from Cliffs by White Mountain Shoes. Keep it classic in our take on the traditional chelsea boot design with a chunky lugged sole. Equipped with comfort features, this boot will never go out of style.Textile... more | go to store |
 | Women's Amalfi by Rangoni Enrico Chelsea Boot - White - Ankle boots A sleek and simple Chelsea boot features a low profile in suede and a modest platform sole with grippy tread. 1 1/2" heel; 1 1/2" platform 4" shaft Pull-on style with elastic gore... more | FREE shipping go to store |
 | Women's Marni White Pablo Chelsea Boots - Black - Ankle boots Ankle-high buffed calfskin Chelsea boots in white. more | $995.00 $507.00 FREE shipping go to store |
 | Women's Eileen Fisher Jessa lugged Chelsea Boot - White - Ankle boots Soft, well-grained nubuck brings a wear-anywhere feel to a Chelsea boot wrapped in stretchy goring and perched for attention on a slightly chunky lugged sole. more | $285.00 $228.00 FREE shipping go to store |
 | Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M) Take on the day in the Mastery bootie from Cliffs by White Mountain Shoes. Keep it classic in our take on the traditional chelsea boot design with a chunky lugged sole. Equipped with comfort features, this boot will never go out of style.Textile... more | go to store |
 | Women's Mastery Bootie by Cliffs in Black Fabric (Size 6 1/2 M) Take on the day in the Mastery bootie from Cliffs by White Mountain Shoes. Keep it classic in our take on the traditional chelsea boot design with a chunky lugged sole. Equipped with comfort features, this boot will never go out of style.Textile... more | go to store |
 | Western Chief Women's Boho Bloom Shorty Chelsea Boot - Black - US 9 Black with a small white polka-dots and a floral print. Waterproof shorty rain boots. Faux fur lining helps keep feet comfortable and warm. Smooth matte finish and easy to clean. more | go to store |
 | London Rag Yadira Duotone Color Block Pointed Toe High Ankle Chelsea Boots - White Chelsea boots are essential for any womans shoe-drobe. Featuring a pull tab with gusset elastic for convenient wear. Give your look a real rock chick-vibe by pairing these boots with cool mom jeans and an oversized nonchalant tee. more | $75.99 $68.39 go to store |
 | London Rag Yadira Duotone Color Block Pointed Toe High Ankle Chelsea Boots - White Chelsea boots are essential for any womans shoe-drobe. Featuring a pull tab with gusset elastic for convenient wear. Give your look a real rock chick-vibe by pairing these boots with cool mom jeans and an oversized nonchalant tee. more | $75.99 $68.39 go to store |
 | Free People Womens James Boot 7.5 Cream Chelsea Boot Chunky Lug Platform Leather Weight: 2.10lb Size Of Item: 7.5 Womens Condition: Preowned. Good Used Condition. No Damage Or Stains. This Is Not Brand New Ships From A Smoke Free Home! Please See All... more | go to store |
 | A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes Item #6107037 more | go to store |
 | Free People Womens James Ob1160044 White Bone Chelsea Boots Brand: Free People Department: Women Model: James Mpn: Ob1160044 Color: White Style: Chelsea Type: Boot Pattern: Solid Upper Material: Leather Toe Shape: Round Toe Shoe Shaft Style: Ankle... more | go to store |
 | Women's Ganni Cleated Low Chelsea Boots - Black - Ankle boots Ankle-high paneled buffed calfskin Chelsea boots in black. Contrast stitching in white throughout. more | $475.00 $271.00 go to store |
 | Women's Free People Flash Western Chelsea Boot - White - Ankle boots Lighting bolt-inspired zigzag cutouts energize this Chelsea boot given a Western spin with a pointed toe and Cuban heel. 2 1/2" heel Leather upper, lining and sole Made in Italy. more | FREE shipping go to store |
 | Men's Dr. Martens 2976 Quad Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in white. more | go to store |
 | Mallow Wellington Chelsea Boot Women's Barbour Mallow Wellington Chelsea Boot - White - Ankle boots A lovely lilac treatment refreshes this adventure-ready Chelsea boot lofted on a rugged rubber sole with chunky lugs for reliable grounding. more | FREE shipping go to store |
 | Men's Viron 1997 Chelsea Boots - White - Casual boots Ankle-high PETA-certified buffed AppleskinTM️ faux-leather Chelsea boots in white. more | $225.00 $140.00 go to store |
 | Women's Ara Darling Chelsea Boot - White - Ankle boots An elongated profile brings a contemporary look to this side-zip Chelsea boot built with HighSoft technology for an incredibly comfortable walking experience. Removable insole Leather upper/textile... more | FREE shipping go to store |
 | Women's Vince Camuto Meendey Chelsea Boot - White - Ankle boots Stay classy while keeping a hint of chic in the Meendey Chelsea boot by Vince Camuto. Flexible elastic side gores offer a comfortable pull-on experience while the stud line-up along the... more | $148.99 $64.98 go to store |
 | Off-white Aras 23 Chelsea Boots Women's Marni Off-white Aras 23 Chelsea Boots - Black - Ankle boots Ankle-high buffed calfskin Chelsea boots in off-white. more | $1,195.00 $777.00 FREE shipping go to store |
 | Women's Marni Leather Chelsea Boots - Black - Ankle boots Ankle-high buffed calfskin boots in white and black. more | $940.00 $498.00 FREE shipping go to store |
 | Women's Journee Collection Harlowe Chelsea Boot - White - Ankle boots Catch everyone's interest wherever you go donning the Harlowe Chelsea boot from Journee Collection. This ankle boot is styled with vegan synthetic and stretch knit fabric upper to... more | go to store |
 | Wexford Waterproof Chelsea Boot Women's Ariat Wexford Waterproof Chelsea Boot - White - Ankle boots Timeless style and everyday utility strike a perfect balance in a suede Chelsea boot fashioned with DRYShield waterproofing and a durable, flexible sole. more | FREE shipping go to store |
 | Women's MIA Jody Chelsea Boot - White - Ankle boots The Jody bootie from Mia flaunts the perfect mix of feminine and moto style. Dual elastic panels lend a just-right fit and the thick lug sole feels tough and durable. Faux leather upper. Pull-on with... more | go to store |
 | Women's Tod's Platform Chelsea Boot - White - Ankle boots This elevated take on the Chelsea boot is distinguished by a block heel and lugged sole with pebbled tread inspired by the brand's driving shoes. 2 1/4" (57mm) heel (size 38.5) 6" shaft Pull-on... more | FREE shipping go to store |
 | Women's Camper Bonnie Chelsea Boot - White - Ankle boots Elastic goring panels create a comfortable fit that's ready for city walking in this timeless Chelsea boot lifted by a smooth block heel. more | FREE shipping go to store |
 | Women's Seychelles Hold Me Down Chelsea Boot - White - Ankle boots Hidden goring panels and a rear pull-tab lend easy wear to a stylish Chelsea boot balanced by a squared-off toe and stacked block heel. more | FREE shipping go to store |
 | Women's Bandolino Enisy Chelsea Boot - White - Ankle boots Side goring panels and a rear pull-tab lend classic elements to a polished Chelsea boot balanced by an almond toe and stacked block heel. more | FREE shipping go to store |
 | Everyday Low Faux Leather Chelsea Boots Women's Ganni Everyday Low Faux Leather Chelsea Boots - Black - Ankle boots Ganni’s Everyday low Chelsea boots are crafted from faux leather. The contrasting white stitching highlights its frame, adding a contemporary allure to its classic silhouette.... more | go to store |
 | Women's Dirty Laundry Lisbon Chelsea Boot - White - Ankle boots A lug sole dials up the modern style of this sleek, outfit-making Chelsea boot. more | $69.95 $44.96 FREE shipping go to store |
 | Women's Marni Pablo Chelsea Boots - White - Ankle boots 100% Calf Leather, 100% Calf Hair, 100% Rubber. Made in Italy. more | $849.61 $423.20 FREE shipping go to store |
 | Calf Sponge Leather Chelsea Boots Women's Off-White c/o Virgil Abloh Calf Sponge Leather Chelsea Boots - Black - Ankle boots Calf Sponge leather chelsea boots from OFF-WHITE featuring black, calf leather, calf-length, pull-on style, elasticated side panels, round toe and signature... more | $1,063.35 $632.91 FREE shipping go to store |
 | Remi Colorblock Platform Chelsea Boot Women's MIA Remi Colorblock Platform Chelsea Boot - White - Ankle boots Earth-tone colorblocking charms the retro-chic silhouette of this fierce Chelsea boot lifted on a toothy platform and chunky block heel. more | $99.99 $69.99 FREE shipping go to store |
 | Women's See By Chloé Off- Alli Chelsea Boots - Black - Ankle boots Ankle-high grained leather Chelsea boots in off-white. more | $485.00 $296.00 go to store |
 | Women's Sofie D'Hoore Fabulous Chelsea Boots - Black - Ankle boots Ankle-high nappa leather Chelsea boots in white. more | $750.00 $525.00 FREE shipping go to store |
 | Black & White Wander Chelsea Boots Women's Alexander McQueen Black & White Wander Chelsea Boots - Ankle boots Ankle-high paneled patent calfskin Chelsea boots in black. more | $990.00 $574.00 FREE shipping go to store |
 | Men's Diemme White Ramon Chelsea Boots - Black - Casual boots Handcrafted ankle-high crackled leather Chelsea boots in white. more | $410.00 $267.00 go to store |
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