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| Best Seller  | 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 | $520.00 $360.00 FREE shipping go to store |
 | 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 | $520.00 $200.00 FREE shipping go to store |
| Best Seller  | 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 |
 | Xtratuf Leather 6in Ankle Deck Boot - Men's Olive 9 XAL-300-GRN-090 Xtratuf Leather 6in Ankle Deck Boot - Men's Olive 9 XAL-300-GRN-090. The Boatyard series is a 100percent waterproof collection of leather work boots that provide traction comfort and protection. The leather version of the beloved Ankle Deck Boot is... more | FREE shipping go to store |
 | Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Moss/Green 11 M2A-300-GRN-110 Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Moss/Green 11 M2A-300-GRN-110. Muck Boots crafted these Men's Rain Boots with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction rubber... more | FREE shipping go to store |
 | Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Moss/Green 11 M2A-300-GRN-110 Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Moss/Green 11 M2A-300-GRN-110. Muck Boots crafted these Men's Footwear with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction rubber... more | FREE shipping 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 |
 | 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 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 |
 | J. Crew Shoes | J Crew Olive Green Pull On Chelsea Rain Boot Ankle 7 | Color: Green | Size: 7 J Crew Olive Green Pull On Chelsea Rain Boot Ankle 7 Preowned Has Some Wear See Photos Shoe3 more | go to store |
 | Free People Shoes | Free People Brooks Chelsea Ankle Boots | Color: Green | Size: 6.5 Leather Upper Ankle-High Chelsea Boot Shaft Zipper Closure Lightly Cushioned Footbed Lug Outsole Pull-On New Without Box Size 36.5 (6.5) more | go to store |
 | Coach Shoes | Coach Chelsea Leather Ankle Boot | Color: Green | Size: 10 Leather Upper Man-Made Leather Lining And Footbed Leather Outsole Pull On Side Gore In Darker Green Nwot. Box Not Included. Smells Of Leather. No Flaws. Fast Shipping. 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 |
 | Xtratuf Leather 6in Ankle Deck Boot - Men's Olive 9 XAL-300-GRN-090 Xtratuf Leather 6in Ankle Deck Boot - Men's Olive 9 XAL-300-GRN-090. The Boatyard series is a 100percent waterproof collection of leather work boots that provide traction comfort and protection. The leather version of the beloved Ankle Deck Boot is... more | 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 |
 | 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 |
 | Burgundy Ankle Strap Chelsea Boots Women's Toga Burgundy Ankle Strap Chelsea Boots - Black - Ankle boots Ankle-high buffed calfskin Chelsea boots in burgundy. Signature hardware throughout. more | $605.00 $315.00 FREE shipping go to store |
 | Men's Moncler Larue Chelsea Ankle Boots - Blue - Casual boots Larue Chelsea ankle boots in leather. Round toe Elasticated side panels Rear pull tab Rear logo ring Embossed logo at midsole Debossed logo at heel cap. 100% Leather. more | FREE shipping go to store |
 | Free People Shoes | Free People Chelsea Ankle Boot Size 9 | Color: Brown/Green | Size: 9 Free People Chelsea Boot With Green Ankle Detail And Brass Grommets On The Back. Size 9 From A Pet Free And Smoke Free Home. more | go to store |
 | J. Crew Shoes | J Crew Chelsea Ankle Boot In Evergreen Size 5 | Color: Green | Size: 5 Slightly Worn J Crew Ankle Boot. True To Size. Rubber With Elastic Stretch Around Ankle. Low Heel. 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 |
 | Madewell Shoes | Madewell Walker Chelsea Suede Ankle Boots | Color: Black/Green | Size: 8 Pre-Loved Madewell Walker Chelsea Ankle Boots; Olive Green Suede; Pull-On Style And Super Comfortable; Black Elasticized Sides; Covered Block Heels 2” High; Rounded Square Toes; Some Scuffing On Soles And Exterior/Light Wear At Insoles more | go to store |
 | Men's Diemme Green Verona Chelsea Boots - Black - Casual boots Ankle-high suede boots in green. more | $395.00 $280.00 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 |
 | Men's Paul Smith Elton Chelsea Boots - Brown - Casual boots Ankle-high suede Chelsea boots in brown. more | $695.00 $243.00 go to store |
 | Men's Paul Smith Black Argo Chelsea Boots - Casual boots Ankle-high suede Chelsea boots in black. more | $720.00 $454.00 FREE shipping go to store |
 | Black Leather Lansing Chelsea Boots Men's Paul Smith Black Leather Lansing Chelsea Boots - Casual boots Ankle-high buffed leather Chelsea boots in black. more | FREE shipping go to store |
 | Men's Paul Smith Brown Lansing Chelsea Boots - Black - Casual boots Ankle-high suede Chelsea boots in brown. Stripes at sides. more | $575.00 $236.00 go to store |
 | J. Crew Shoes | J. Crew Leather Chelsea Boots Pull On Ankle Boot | Color: Black | Size: 10 J. Crew Leather Chelsea Boots Pull On Ankle Boot Black Smooth Buttery Leather Size 10 In Great Condition! Finish Your Fall Look In The Smooth Leather J.Crew Chelsea Lexi Boot Featuring A Breathable Leather Lining And Lightly Cushioned, Stationed Insole... 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 |
 | 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 |
 | Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more | go to store |
 | Excellent Condition Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties Brand: Madewell Size: Women’s Size 6 Style: 2030756 Carina Color: Burnt Clay Multi 1.5” Stacked Block Heel 5.5” Tall Leather Upper Snakeskin Print Yellow... more | go to store |
 | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots Wear To Toes- Scuffing. Rubbing. Minor Scratching At Heels. Gently Used. Good Condition. Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut... more | go to store |
 | Men's PS by Paul Smith Brown Cedric Chelsea Boots - Casual boots Ankle-high suede Chelsea boots in brown. more | $375.00 $158.00 go to store |
 | Men's PS by Paul Smith Brown Cedric Chelsea Boots - Casual boots Ankle-high suede Chelsea boots in brown. more | $370.00 $252.00 go to store |
 | Men's PS by Paul Smith Gray Geyser Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in gray. more | $475.00 $219.00 go to store |
 | Men's PS by Paul Smith Black Geyser Chelsea Boots - Casual boots Ankle-high buffed leather Chelsea boots in black. more | $475.00 $304.00 FREE shipping go to store |
 | Men's Paul Stuart Suede Chelsea Boots - Brown - Casual boots Paul Stuart chelsea boots with soft suede upper Stacked heel Almond toe Gored elastic inserts at sides Leather lining and trim Pull tab at backstay Pullon style Made in Italy more | FREE shipping go to store |
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