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Amelia Chelsea Boot - Black - Hush Puppies Boots

Women's Hush Puppies Amelia Chelsea Boot - Black - Ankle boots Diversify your layering wardrobe and get ready for chilly days in the Amelia chelsea boot from Hush Puppies. This sleek boot boasts a classic design that's easy to pair, while the... more

The Wyckoff Chelsea Lugsole Boot - Black - Madewell Boots

Women's Madewell The Wyckoff Chelsea Lugsole Boot - Black - Ankle boots Ready for all your supercute fall 'fits, this leather Chelsea boot has a stretchy gore and a wear-all-day-everywhere chunky lugsole. And, cushiness alert: MWL Cloudlift Lite... more

Audrick Chelsea Boot - Black - Dr. Martens Boots

Women's Dr. Martens Audrick Chelsea Boot - Black - Ankle boots Clean lines and minimal detailing put the focus on the sole of a leather Chelsea boot jacked up on a platform molded with pinstripe striations and toothy lugs. The brand's iconic yellow... more

Karina Chelsea Boot - Green - Crown Vintage Boots

Women's Crown Vintage Karina Chelsea Boot - Green - Ankle boots With a chill in the air and the trees changing their colors, one thing is certain: it's time for boot season. While you're swapping out shorts for jeans and tees for sweaters, add to your... more

Karina Chelsea Boot - Gray - Crown Vintage Boots

Women's Crown Vintage Karina Chelsea Boot - Gray - Ankle boots With a chill in the air and the trees changing their colors, one thing is certain: it's time for boot season. While you're swapping out shorts for jeans and tees for sweaters, add to your... more

Gomma Chelsea Boot - Black - Tod's Boots

Women's Tod's Gomma Chelsea Boot - Black - Ankle boots Signature pebble tread inspired by the label's driving shoes textures the lug sole and counter of a Chelsea boot crafted of velvety calfskin suede. Pull-on style with elastic gore insets Leather... more

Neumel Suede Platform Chelsea Boots - Black - Ugg Boots

Women's Ugg Neumel Suede Platform Chelsea Boots - Black - Ankle boots An early 2000s icon that was a defining cornerstone of Y2K fashion, UGG's legacy is rooted in its irresistibly cosy sheepskin silhouettes. Modelled on a practical style from founder... more

2976 Leonore Faux Fur Lined Nubuck Chelsea Boots - Brown - Dr. Martens Boots

Women's Dr. Martens 2976 Leonore Faux Fur Lined Nubuck Chelsea Boots - Brown - Ankle boots A true classic reworked and rebuilt. The 2976 Chelsea boot is constructed from soft-to-touch, no break-in Milled Nubuck leather. Designed to tackle the cold with... more

Bristol Chelsea Boot - Purple - Kork-Ease Boots

Women's Kork-Ease Bristol Chelsea Boot - Purple - Ankle boots Dual goring panels and a rear pull-tab lend classic elements to a rich leather Chelsea boot grounded by a cushioned footbed and stacked heel. more

ugg(r) Brisbane Waterproof Chelsea Boot - Natural - Ugg Boots

Women's ugg(r) Brisbane Waterproof Chelsea Boot - Natural - Ankle boots The Chelsea boot you know and love is remixed in this waterproof suede version kicked up with a platform lug sole. Inside you'll find a cozy UGGplushTM footbed designed to feel and... more

Karina Chelsea Boot - Black - Crown Vintage Boots

Women's Crown Vintage Karina Chelsea Boot - Black - Ankle boots With a chill in the air and the trees changing their colors, one thing is certain: it's time for boot season. While you're swapping out shorts for jeans and tees for sweaters, add to your... more

Lug Sole Chelsea Boot - Black - Tod's Boots

Women's Tod's Lug Sole Chelsea Boot - Black - Ankle boots A toothy lug sole with signature pebble tread brings a rugged element to an otherwise refined Chelsea boot crafted in Italy of calfskin leather. Pull-on style with elastic gore insets Leather... more

Original Refined Chelsea Waterproof Rain Boot - Black - Hunter Boots

Women's Hunter Original Refined Chelsea Waterproof Rain Boot - Black - Ankle boots A Chelsea-cut version of Hunter's Original Refined rain boot is upgraded with a tailored, slimmer silhouette and a low block heel. Quick-dry lining and a cushy footbed... more

Midform Chelsea Boot - Black - Teva Boots

Women's Teva Midform Chelsea Boot - Black - Ankle boots Exhibit your bold personality donning the Midform Chelsea boot from Teva. This waterproof leather boot features elastic gore detailing and back pull-tab for easy on/off while 15% recycled TPU welt... more

Maeve Knee High Chelsea Boot - Black - AllSaints Boots

Women's AllSaints Maeve Knee High Chelsea Boot - Black - Knee boots A chunky lug sole and knee-high silhouette anchor this suave Chelsea boot in modern style. 1 1/2" heel; 1" platform (size 11) 17" shaft; 16" calf circumference. Wide calf Leather and... more

Sahara Block Heel Chelsea Boot - Black - Paul Green Boots

Women's Paul Green Sahara Block Heel Chelsea Boot - Black - Ankle boots A treaded sole and stacked block bring a touch of edge to this round-toe Chelsea boot featuring flexible hidden gore insets and a side zip for easy on and off. 3 1/4" heel; 3/4"... more

Evie Ii Chelsea Boot - Green - Sorel Boots

Women's Sorel Evie Ii Chelsea Boot - Green - Ankle boots Bring some rugged charm to a layered look with the Evie II Chelsea boot from SOREL. Treaded detailing on the sole lends secure grip to this suede pair sporting a hidden wedge to take you higher.... more

Jack Chelsea Boot - Black - Aeyde Boots

Women's Aeyde Jack Chelsea Boot - Black - Ankle boots Clean-cut design showcases the rich leather of this Italian-crafted Chelsea boot grounded on a sturdy rubber sole. 2" heel; 3/4" platform (size 39) 7 1/4" shaft Elastic gore insets Leather upper and... more

Tope Chelsea Boot - Blue - Fly London Boots

Women's Fly London Tope Chelsea Boot - Blue - Ankle boots A treaded sole and block heel lift this classic Chelsea boot featuring logo detailing on the pull tab and a cushioned footbed. 3" heel; 1 1/4" platform 4 1/2" shaft Pull-on style with elastic... more

Essential Chelsea Boot - Natural - Free People Boots

Women's Free People Essential Chelsea Boot - Natural - Ankle boots A basket-weave motif adds subtle texture to a block-heel Chelsea boot that instantly refines your look. 2 1/2" heel 6 1/2" shaft Back zip closure; elastic gore insets Leather... more

Chelsea Boot - Black - Wonders Boots

Women's Wonders Chelsea Boot - Black - Ankle boots A lug sole dials up the trend-savvy appeal of a classic Chelsea boot featuring comfortable memory gel cushioning. 2 1/4" heel (size 39) 7" shaft Pull-on style with elastic gore insets Memory gel... more

Shasta Chelsea Boot - Brown - Paul Green Boots

Women's Paul Green Shasta Chelsea Boot - Brown - Ankle boots Dual goring panels and a rear pull-tab lend easy wear to a versatile leather Chelsea boot grounded by a chunky block heel and durable lug sole. 2 1/4" heel; 3/4" platform (size 10.5) 4 1/2"... more

Tori Chelsea Boot - Black - BUENO Boots

Women's BUENO Tori Chelsea Boot - Black - Ankle boots A chunky ridged platform adds sneaker-quality comfort and statement style to this street-savvy hybrid Chelsea boot crafted from velvety soft suede. 1 1/2" heel; 1 1/4" platform 4 1/4" shaft... more

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

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

Farlin Chelsea Bootie - Brown - Dolce Vita Boots

Women's Dolce Vita Farlin Chelsea Bootie - Brown - Ankle boots Everyone needs a classic pair of boots that they can reach for once the weather starts to dip. The Farlin booties from Dolce Vita will become your go-to pair thanks to their quality suede... more

Farlin Chelsea Bootie - Brown - Dolce Vita Boots

Women's Dolce Vita Farlin Chelsea Bootie - Brown - Ankle boots Everyone needs a classic pair of boots that they can reach for once the weather starts to dip. The Farlin booties from Dolce Vita will become your go-to pair thanks to their quality suede... more

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

Western Chelsea Bootie - Brown - ANN MASHBURN Boots

Women's ANN MASHBURN Western Chelsea Bootie - Brown - Ankle boots Stretchy paneling and easy-on pull tabs serve grab-and-go comfort in this rugged, Chelsea-inspired Western boot complete with decorative stitching. 2" heel (size 9US/39EU) 5 1/2" shaft... more

Coach Shoes | Coach Women’s Lyden Leather Chelsea Bootie- Walnut | Color: Brown | Size: 10

Leather Upper Man-Made Leather Lining And Footbed Rubber Outsole Pull On Shaft: 4 3/4" Height, 9 3/4" Circumference 3/4" Heel The Lyden Bootie Is An Elevated Take On The Classic Chelsea Boot With A Raised Platform And A Chunky Durable Lug Sole For... more

Free People Shoes | Free People Atlas Puffer Chelsea Black Booties E 935 | Color: Black | Size: 9

Preowned Shoe Shaft Style: Ankle Character: Boots Us Shoe Size: 9m Color: Black Heel Height: Flat (Under 1 In) Brand: Free People Type: Boot Department: Women Heel Style: Block Model: People Atlas Chelsea Exterior Color: Black Style: Bootie Outsole... more

Black Cassetto Beatles Boots - Black - Marsèll Boots

Women's Marsèll Black Cassetto Beatles Boots - Knee boots Mid-calf buffed calfskin Chelsea boots in black. more

Madewell Shoes | Madewell Kelci Chelsea Bootie Size 8 | Color: Brown/Tan | Size: 8

Madewell Kelci Chelsea Boot Brand: Madewell Department: Women Us Shoe Size (Women's): Us 8 Color: Brown Type: Bootie Style: Chelsea Model: Kelci Heel Type: Block Heel Height: Mid 2 1/8” Upper Material: Leather Upper, Lining And Sole Pattern: Solid Shoe... more

Coach Shoes | Coach Boots | Color: Brown/Tan | Size: 8.5

Slight Work Coach Chelsea Boots. Womens 8.5 more

Madewell Shoes | Madewell Sonia Snakeskin Low Leather Chelsea Booties | Color: Red | Size: 9.5

Women's Size 9.5 Madewell Sonia Snakeskin Low Leather Chelsea Booties 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 (Size 8.5) 3" Shaft Pull-On Style... more

Natalia Boot - Black - AllSaints Boots

Women's AllSaints Natalia Boot - Black - Knee boots Mark your sleek and sophisticated presence wherever you go wearing the AllSaints Natalia Boots which are designed in a knee-high Chelsea boot-style silhouette with minimal detailing. Established on a... more

Madewell Shoes | Madewell The Ainsley Boot | Color: Black | Size: 9

Madewell The Ainsley Chelsea Boot Black Womens Size 9 Recently Resoled! Just Needs To Be Polished In Good Condition more

Anthropologie Shoes | Anthropologie Pilcro Black Buckle Boots Chunky Lug Sole Goth Academia 41 - 10.5 | Color: Black | Size: 10.5

These Are In Excellent, Barry Worn Condition! Women’s Size 41/10.5 Elevate Your Style With These Anthropologie Pilcro Black Buckle Boots. These Chelsea-Style Boots With A Solid Pattern Feature A Zip Closure And A Flat Heel Style For A Comfortable Fit.... more