Best Seller
WIDE FIT Darcy Chelsea Boot - black

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
Studded Leather Chelsea Boots

Studded Leather Chelsea Boots

Men's Karl Lagerfeld Studded Leather Chelsea Boots - Black - Casual boots Karl Lagerfeld Paris chelsea boots in studded leather 2.00 in / 50 mm Cuban heel Pointed toe Side zip eases on and off Pull tab at backstay Leather outsole Made in Portugal more

$495.00

FREE shipping

go to store
Best Seller
Slash Chelsea Boot

Slash Chelsea Boot

Men's Alexander McQueen Slash Chelsea Boot - Black - Casual boots A squared-off toe and heel with metal rand frame this polished Chelsea boot set on a flared sole inspired by the label's slashed and sliced cutouts. Side zip closure Leather upper and... more

$1,590.00 $795.00

FREE shipping

go to store
Patina Chelsea Boot

Patina Chelsea Boot

Men's Mezlan Patina Chelsea Boot - Black - Casual boots A side zipper and stretch goring lend easy wear to a sophisticated Chelsea boot rendered in smooth leather for styling versatility. Leather and textile upper and lining/rubber and leather sole... more

$450.00

FREE shipping

go to store
Free People Shoes | Free People James Chelsea Boots 10 / 40 New Nib Tan Chunky Sole Boot | Color: Brown | Size: 10

Free People Shoes | Free People James Chelsea Boots 10 / 40 New Nib Tan Chunky Sole Boot | Color: Brown | Size: 10

Free People James Chelsea Boot 10 / 40 New Nib Tan Chunky Sole Boots A Cool Take On A Classic Style Boot Chunky Rubber Lug Sole With Soft Leather Upper Elastic Details With Side Zip Almond Toe Cushioned Insole Approximately 3.5" Heel Height Size 10... more

$125.00

go to store
Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

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

$128.00

go to store
Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

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

$128.00

go to store
WIDE FIT Darcy Chelsea Boot - black

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
Double Zip Chelsea Boot

Double Zip Chelsea Boot

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
Leather Chelsea Formal Boots

Leather Chelsea Formal Boots

Men's Dolce & Gabbana Leather Chelsea Formal Boots - Brown - Casual boots 100% authentic Dolce & Gabbana Mens Chelsea formal boots Brown leather exterior Leather outer sole Stretch bands on the sides for easy entry and exit Zipper closure Logo details... more

$1,455.53 $740.57

FREE shipping

go to store
Leather Lug Sole Chelsea Boots

Leather Lug Sole Chelsea Boots

Men's Karl Lagerfeld Leather Lug Sole Chelsea Boots - Black - Casual boots Karl Lagerfeld Paris chelsea boots in smooth leather 2.00 in / 50 mm chunky heel Round toe Side zip eases on and off Pulltab at backstay Embossed metal ring at backstay Lugged... more

$395.00

FREE shipping

go to store
Ssense Exclusive Chelsea Boots

Ssense Exclusive Chelsea Boots

Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Zip closure · Concealed elasticized gusset at sides · Webbing pull-loop at heel collar · Graphic hardware at heel counter ·... more

$610.00 $403.00

FREE shipping

go to store
Ssense Exclusive Chelsea Boots

Ssense Exclusive Chelsea Boots

Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Zip closure · Concealed elasticized gusset at sides · Pull-loop at heel collar · Graphic hardware at heel · Treaded rubber sole ·... more

$610.00 $458.00

FREE shipping

go to store
Free People Shoes | Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Ne W | Color: Brown/Tan | Size: 11

Free People Shoes | Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Ne W | Color: Brown/Tan | Size: 11

New With Box Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Inside Zippers, Chunky, Apx 3.5" Heel, 1" Platform Size 41 more

$138.00

go to store
Free People Shoes | Free People James Chelsea Boots Bone Leather Size 37 | Color: Black/Cream | Size: 37

Free People Shoes | Free People James Chelsea Boots Bone Leather Size 37 | Color: Black/Cream | Size: 37

New Without Box With Defects There Is An Orange Stain On The Inside Heel Of The Left Boot ( Refer To Photos) Free People James Chelsea Boots Bone Leather Womens Size Eur 37 Make A Statement In These So Cool Leather Free People Chelsea Boots Featured In... more

$98.00

go to store
Kate Spade Shoes | Kate Spade Bellamy Suede Tassel Chelsea Ankle Boots In Stone Grey Size 9.5 Euc | Color: Cream/Gray | Size: 9.5

Kate Spade Shoes | Kate Spade Bellamy Suede Tassel Chelsea Ankle Boots In Stone Grey Size 9.5 Euc | Color: Cream/Gray | Size: 9.5

Euc Kate Spade Bellamy Ankle Booties Stone - Light Grey , Mauve Undertone Gold Hardware Size 9.5 Leather Rubber Sole Shaft Measures Approximately 4.5" From Arch Heel Measures Approximately 1" Platform Measures Approximately 0.25 Boot Opening Measures... more

$62.00

go to store
Anthropologie Shoes | Anthropologie Gee Wawa Mid Calf Chelsea Boots | Color: Brown | Size: 6.5

Anthropologie Shoes | Anthropologie Gee Wawa Mid Calf Chelsea Boots | Color: Brown | Size: 6.5

Gee Wawa Mid Calf Chelsea Boots In Brown Textured Leather Back Zip Enclosure Leather Soles Pointed Toe Pre-Owned Condition With Signs Of Wear To Bottoms See Pictures For Best Description more

$39.00

go to store
Free People Shoes | Free People Essential Chelsea Boot - Sandy Beige | Color: Cream | Size: 8

Free People Shoes | Free People Essential Chelsea Boot - Sandy Beige | Color: Cream | Size: 8

Great Shape! 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 Upper/Synthetic Lining And Sole Made In Spain Women's Shoes more

$85.00

go to store
Free People Shoes | Free People Essential Chelsea Boots In Chocolate Brown | Color: Brown | Size: 7.5

Free People Shoes | Free People Essential Chelsea Boots In Chocolate Brown | Color: Brown | Size: 7.5

New Without Box Free People Essential Chelsea Boots In Chocolate Brown. Retail $198. Size 7.5. Shown Modeled In Other Colors For Styling And Fit. This Listing Is For The Chocolate Brown. A Wardrobe Essential, These Spanish-Made Leather Chelsea Boots... more

$81.00

go to store
Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 7.5 New | Color: Black | Size: 7.5

Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 7.5 New | Color: Black | Size: 7.5

A Wardrobe Essential, These Spanish-Made Leather Chelsea Boots Feature A Faded Design With A Stacked Heel. Size: 7.5 Color: Black Style: Chelsea Zipper Back Closure Cushioned Insole Elastic Side Accents Closed Round Toe Stacked Block Heel New No Box more

$131.00

go to store
Free People Shoes | Free People Arlo Santa Fe Ankle Chelsea Boots Black Crocodile Snake Size 7 | Color: Black | Size: 7

Free People Shoes | Free People Arlo Santa Fe Ankle Chelsea Boots Black Crocodile Snake Size 7 | Color: Black | Size: 7

Free People Arlo Santa Fe Ankle Boots Size: European 37.5 (Us 7) Color: Black Crocodile Basically Brand New. Sales Sticker Still On Sole. Only Worn Once. Condition: These Shoes Are Intentionally Distressed. Brand New, They Intentionally Look Worn In,... more

$80.00

go to store
Free People Shoes | James Chelsea Boots Free People | Color: Black/Cream | Size: 8

Free People Shoes | James Chelsea Boots Free People | Color: Black/Cream | Size: 8

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 Insole... more

$100.00

go to store
Free People Shoes | Free People James Chelsea Boots In Ice | Color: Cream/White | Size: Various

Free People Shoes | Free People James Chelsea Boots In Ice | Color: Cream/White | Size: Various

Free People James Chelsea Boots Size 39. 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... more

$188.00

go to store
Free People Shoes | Free People Boots, The James Leather Block Heel Chunky Lug Sole Chelsea Booties | Color: Cream | Size: 7.5

Free People Shoes | Free People Boots, The James Leather Block Heel Chunky Lug Sole Chelsea Booties | Color: Cream | Size: 7.5

Worn 5 Times! No Box, But They Are Like New. I Love Them, But Had Foot Surgery So Only Flats For Me. Booties Feature: Spanish Leather Upper Inside Zipper Closure Leather Lining Cushioned Insole Rubber Outsole Approx. 4.72" Shaft Height Approx. 10"... more

$75.00

go to store
Free People Shoes | Free People James Chelsea Cream Lugged Sole Chunky Ankle Boot, Size 37.5 | Color: Cream | Size: 37.5 (Us 7)

Free People Shoes | Free People James Chelsea Cream Lugged Sole Chunky Ankle Boot, Size 37.5 | Color: Cream | Size: 37.5 (Us 7)

Relatively Lighter Wear, Pre-Owned Condition, But Not Totally Without Blemish. Color: Cream Leather Vamp Side Zipper For Ease Of On And Off Cushioned Interior Foot Bed Expandable Accent Inset For Optimal Comfort Fit Approximate Measurements 6” Shaft... more

$75.00

go to store
Free People Shoes | Free People | James Chelsea Boot | Sz 38(8) | Worn | Color: Black/Cream | Size: 8

Free People Shoes | Free People | James Chelsea Boot | Sz 38(8) | Worn | Color: Black/Cream | Size: 8

Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. Distressed Leather Side Zipper Closure Cushioned Insole Almond Toe Fit Tip: This Style Runs True To Size, If In Between Sizes; We Suggest... more

$120.00

go to store
Free People Shoes | Free People James Chelsea Boots 6 New | Color: Black | Size: 6

Free People Shoes | Free People James Chelsea Boots 6 New | Color: Black | Size: 6

Make Me An Offer!! Brand New Never Worn Before Free People James Chelsea Boots Size: 36 (6) Ake A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. Color: Bone Size... more

$148.00

go to store
Free People Shoes | Free People James Chelsea Boot Sz 39 Black | Color: Black/Cream | Size: 8.5

Free People Shoes | Free People James Chelsea Boot Sz 39 Black | Color: Black/Cream | Size: 8.5

Women’s Boot, Chelsea Boot Free People Style Name: James Chelsea Boot Color: Black Leather Upper, Rubber Heel And Sole Size: Eu Size 39, Translates To Us 8.5 Almond Toe Chunky Heel Measures Approximately 3.66” Size Zip Closure With Elastic Side Detail... more

$72.00

go to store
Free People Shoes | Free People James Chelsea Chunky Lug Sole Boot 11 | Color: Tan | Size: 11

Free People Shoes | Free People James Chelsea Chunky Lug Sole Boot 11 | Color: Tan | Size: 11

This Cool And Fashion Forward Bootie Is From Free People. A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Features: Lug Sole Style, Elastic Panels On Both... more

$125.00

go to store
Free People Shoes | Free People James Chelsea Boots Size 39cream | Color: Black/Cream | Size: 9

Free People Shoes | Free People James Chelsea Boots Size 39cream | Color: Black/Cream | Size: 9

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 more

$50.00

go to store
Free People Shoes | Free People Chelsea Side Zip Leather Boots Rubber Gum Lug Sole Tan Size 7/ 37 | Color: Tan | Size: 7

Free People Shoes | Free People Chelsea Side Zip Leather Boots Rubber Gum Lug Sole Tan Size 7/ 37 | Color: Tan | Size: 7

Preowned Good Condition Chelsea Leather Boots From Free People, Barely Worn Brown Leather With Rubber Gum Lug Sole Side Ankle Zipper Heel Is Approx 3.5" High Offers Welcome. Ships Within 24 Hrs From A Smoke Free Home Chelsea, Boots, Leather, Free... more

$66.00

go to store
Free People Shoes | Free People James Chelsea Boots Bone White | Color: White | Size: 9

Free People Shoes | Free People James Chelsea Boots Bone White | Color: White | Size: 9

Size 40. Bone White Color. Just Wore These Around The House For About 30 Minutes, Never Worn Outside. Can Ship Within One Business Day Of Sale. Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side... more

$65.00

go to store
Anthropologie Shoes | Anthropologie Farylrobin Chelsea Boots | Color: Brown | Size: 40eu

Anthropologie Shoes | Anthropologie Farylrobin Chelsea Boots | Color: Brown | Size: 40eu

Combining A Durable Sole With The Stretchy Comfort Of Microsuede And Elastic, These Boots Are Sure To Be A Favorite For Winter Outfitting. About Farylrobin Bold, Empowering, And Fun Are The Three Words That Best Describe Farylrobin. Believing That... more

$125.00

go to store
Free People Shoes | Free People James Chelsea Boots Bone White Leather Multiple Sizes | Color: Black/Cream | Size: Various

Free People Shoes | Free People James Chelsea Boots Bone White Leather Multiple Sizes | Color: Black/Cream | Size: Various

Free People James Chelsea Boots Bone White Leather Sizes 37/6.5, 37.5/7, 39.5/9 & 37/6.5 Brand New Without Tags. Never Worn. Excellent Condition, No Flaws No Box Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details... more

$158.00

go to store
Free People Shoes | Free People Essential Chelsea Boot Size 39 Whiskey | Color: Brown | Size: 39

Free People Shoes | Free People Essential Chelsea Boot Size 39 Whiskey | Color: Brown | Size: 39

Great Pre-Loved Condition. Only Worn A Couple Times. Leather And Textile Upper With Manmade Sole Made In Spain Back Zipper Closure With Gore Side Panels Leather Footbed And Lining Faded Design Almond Toe With Block Heel Approx 65mm/ 2.5 Inch Heel... more

$95.00

go to store
Free People Shoes | Free People Essential Chelsea Boots | Color: Brown | Size: 7

Free People Shoes | Free People Essential Chelsea Boots | Color: Brown | Size: 7

Brand: Free People, Size: 37, Color: Whiskey, Condition: New - Never Worn, Material: Leather, Rubber Made In Spain. Zipper Back Closure, Cushioned Insole, Elastic Side Accents. 2.75" Heel more

$140.00

go to store
Free People Shoes | Free People James Brown Chelsea Boots | Color: Tan | Size: 8.5

Free People Shoes | Free People James Brown Chelsea Boots | Color: Tan | Size: 8.5

Free People James Tan Chelsea Boots, 8 1/2, Zip Up Heeled Boot, Good Used Condition As Shown more

$55.00

go to store
Free People Shoes | Free People James Chunky Heel Chelsea Boot White Size 8.5 Sturdy Utilitarian | Color: Black/White | Size: 8.5

Free People Shoes | Free People James Chunky Heel Chelsea Boot White Size 8.5 Sturdy Utilitarian | Color: Black/White | Size: 8.5

Free People James Chunky Heel Chelsea Boot White Size 8.5 Sturdy Utilitarian See Small Spot On Left Front Free People Size 39 There’s A Reason They’re So Sought After. An Absolutely Gorgeous Boot. The Perfect Shoe For Just About Any Outfit. A Chunky... more

$85.00

go to store
Free People Shoes | Free People James Chelsea Boot Chunky Lug Sole Shoe Cherry Chocolate 37.5 Nwot | Color: Brown/Red | Size: 37.5eu

Free People Shoes | Free People James Chelsea Boot Chunky Lug Sole Shoe Cherry Chocolate 37.5 Nwot | Color: Brown/Red | Size: 37.5eu

Nwot Free People James Chelsea Boot Chunky Lug Sole Shoe Cherry Chocolate * Size: Eu Size 37.5 (Us Size 7) * Color: Cherry Chocolate * Leather Uppers * Inside Zipper Closure * Hidden Elastic-Gore Insets * Leather Lining * Chunky Block Heel * Rubber... more

$100.00

go to store
Free People Shoes | Free People James Leather Chelsea Boot | Color: Red | Size: 6.5

Free People Shoes | Free People James Leather Chelsea Boot | Color: Red | Size: 6.5

Slim Silhouette Leather Bootie Side Zip And Elasticized Inset Details Cushioned Footbed 6" Shaft 3 1/2" Chunky Heel With A 1" Platform Fabric & Care Leather Upper/Lining. Man Made Outsole. Due To The Nature Of Leather/Suede, Small Variances Of Color In... more

$98.00

go to store

More information about Men's Shoes

Best prices on Kenova chelsea boot, Zipper, Boots in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.