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| Best Seller  | 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 | go to store |
 | 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 | go to store |
| Best Seller  | 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 | go to store |
 | Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - Womens Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... 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 |
 | Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 2cm 100% Calf Leather, 100% Rubber. Made in Italy. more | $694.65 $566.83 FREE shipping go to store |
 | Shield Square-toe Chelsea Ankle Boots Men's Burberry Shield Square-toe Chelsea Ankle Boots - Black - Casual boots 65% Calf Leather, 25% Polyester, 10% Rubber, Lining: 70% Calf Leather, 12% Polyester, 10% Goatskin Leather, 8% Rubber. Made in Italy. more | $1,106.62 $885.29 FREE shipping go to store |
 | Eu Size 39 Excellent Condition Only Wore A Few Times Heel: 2.25 In Platform: 0.75 In more | go to store |
 | Listed For Sale Is A Pair Of Vintage Gray Nine West Patent Leather Stiletto Ankle Boots Condition: Vintage - Excellent Type: Patent Leather Ankle Boots Brand: Nine West. The Boots Feature A Side Zipper And Pointed Toe. Total Items Listed: 1 Pair Boots.... more | 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 |
 | WIDE FIT Darcy Chelsea Boot - black Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more | $99.99 $69.99 go to store |
 | Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10 - Womens Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more | go to store |
 | Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 4cm, Height: 14cm, Sole: 2.5cm 100% Leather, 100% Rubber, 72% Polyester, 28% Elastane. Made in Italy. more | $662.59 $572.48 FREE shipping go to store |
 | Men's Tricker's Henry Ankle Chelsea Boot - Black - Casual boots 100% Leather. Made in Italy. more | $732.05 $597.36 FREE shipping go to store |
 | Men's Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots Synonymous with timeless elegance, the Chelsea boot gets a low-key update from Ann Demeulemeester. A menswear classic, they will go with a navy or grey suit, or with jeans and a... more | $796.18 $473.88 FREE shipping go to store |
 | Men's Tod's Chelsea Ankle Boots - Brown - Casual boots 100% Suede, 100% Rubber. Made in Italy. more | $587.78 $479.63 FREE shipping go to store |
 | Men's Tod's Slip-on Chelsea Ankle Boots - Brown - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 1.5cm 100% Calf Leather, 100% Rubber. Made in Italy. more | $694.65 $566.83 FREE shipping go to store |
 | Henry Country Ankle Chelsea Boot Men's Tricker's Henry Country Ankle Chelsea Boot - Brown - Casual boots 100% Leather. Made in Italy. more | $732.05 $597.36 FREE shipping go to store |
 | Men's Crown Vintage Farid Chelsea Boot - Brown - Casual boots Elevate your everyday style with the Farid Chelsea boots from Crown Vintage. These shoes feature a classic silhouette with a leather exterior for a touch of luxury. Leather upper. Pull-on... more | go to store |
 | Men's Crown Vintage Glory Chelsea Boot - Brown - Casual boots The Glory Chelsea boots are a staple that you'll find yourself reaching for time after time. Whether you're headed to work or a happy hour celebration, these Crown Vintage shoes can easily... more | $59.99 $39.98 go to store |
 | Men's Crown Vintage Hilde Chelsea Boot - Brown - Casual boots The joys of fall include pumpkin spice lattes, bonfires, and experiencing all four seasons in one day. While the last one may be more of an annoyance, the Hilde Chelsea boots from Crown... more | $59.99 $44.98 go to store |
 | Men's Crown Vintage Glory 2 Chelsea Boot - Brown - Casual boots The Glory 2 Chelsea boot from Crown Vintage rocks a classic design that effortlessly upgrades any outfit. The soft leather upper adds a tailored finishing touch. Leather upper. Pull-on... more | go to store |
 | Men's Crown Vintage Double Zip Chelsea Boot - Black - Casual boots Sleet-filled roads, icy sidewalks, brutally cold temperatures- there's a lot of reasons that winter is low on our list of favorite seasons. But one reason that makes it great? Being... more | $109.99 $79.98 FREE shipping go to store |
 | 'made In England' 2976 Vintage Chelsea Boots Men's Dr. Martens 'made In England' 2976 Vintage Chelsea Boots - Black - Formal boots Ankle-high buffed leather Chelsea boots in black. Round toe. Logo-woven webbing pull loop in black and gold-tone at heel counter. Elasticized gusset at sides. Buffed... more | go to store |
 | Double Zip Chelsea Boot - Black - Crown Vintage Boots Men's Crown Vintage Double Zip Chelsea Boot - Black - Casual boots Sleet-filled roads, icy sidewalks, brutally cold temperatures- there's a lot of reasons that winter is low on our list of favorite seasons. But one reason that makes it great? Being... more | $110.00 $80.00 FREE shipping go to store |
 | Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No Box.... more | go to store |
 | Details 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... more | go to store |
 | Details 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... more | go to store |
 | Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more | go to store |
 | Men's Crown Vintage Hilde Chelsea Boot - Brown - Casual boots The joys of fall include pumpkin spice lattes, bonfires, and experiencing all four seasons in one day. While the last one may be more of an annoyance, the Hilde Chelsea boots from Crown... more | $59.99 $44.98 go to store |
 | Men's Vintage Foundry Blaise Chelsea Boot - Brown - Casual boots Classic style gets a modern makeover in the Blaise Chelsea boot by Vintage Foundry 14. Its soft leather upper and dual elastic gores provide comfy slip-on wear, while the lugged rubber... more | FREE shipping go to store |
 | Great Condition 11m 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 |
 | Free People Shoes | Free People Santa Fe Chelsea Ankle Boots | Color: Green | Size: 37 Free People Santa Fe Chelsea Ankle Boots New Without Tags Size 37 Color:Dust Storm more | go to store |
 | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 41 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more | go to store |
 | Gucci Marmont Double G Mateless Leather Chelsea Ankle Boots Size 40.5 Black Leather Matelasse Leather Double G 2 Inches Made In Italy Comes With Original Box, Tags, Dust Bags, Booklets more | go to store |
 | Complement Your Classic Look With The New Keith Suede Chelsea Boot From Levi’s! These Handsome Chelsea Boots Feature Soft Suede Uppers With Dual Elastic Gore For Easy On And Off And Memory Foam Footbed For Lasting Comfort. more | go to store |
 | Burberry Shoes | Burberry Men’s Chelsea Ankle Boots Dark Brown 45 | Color: Brown | Size: 45 100% Authentic Guarantee Retail $775 New With Box ( No Dust Bag ) Store Display Slight Signs Of Store Trying On Outsoles Color: Dark Brown Eu Size 45 Insole Approx 12.25" Width Approx 4" Please See Pictures more | go to store |
 | Anthropologie Shoes | Anthropology Chelsea Platform Ankle High Boots | Color: Orange | Size: 9 Anthropology Chelsea Platform Ankle High Boots. Very Comfortable And Trendy. Previously Loved But In Great Condition. It Is A Peach Color more | go to store |
 | Madewell "Ainsley Chelsea" In Spotted Calf Hair Ankle Boot Size 6 1 3/16" Heel Calf Hair Upper Man-Made Sole more | go to store |
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