Best Seller
Tory Burch Shoes | $520 Tory Burch Expedition Chelsea Boot Chunky Square Toe Black 8 (Me10) | Color: Black | Size: 8

Tory Burch Shoes | $520 Tory Burch Expedition Chelsea Boot Chunky Square Toe Black 8 (Me10) | Color: Black | Size: 8

Floor Model And Tried On Excellent Back Tabs Are Missing - Please See Pictures!! Size Info True To Size. Details & Care A Rubber Toe Caps Off This Expedition-Seeking Leather Boot Crafted With Stretchy Side Goring And Balanced On A Block Heel For Steady... more

$270.00

go to store
Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 6" Shaft Height. 1 1/2" Heel Height. Leather Upper. Leather... more

$100.00

go to store
Best Seller
Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 9 Wide RKS0309-W-9

Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 9 Wide RKS0309-W-9

Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 9 Wide RKS0309-W-9. The heel brake design of these Rocky Boots provides better grip in low traction conditions. This Rocky Sport Pro Hunting Boot also... more

$165.00

FREE shipping

go to store
Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 10.5 Wide RKS0309-W-10.5

Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 10.5 Wide RKS0309-W-10.5

Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 10.5 Wide RKS0309-W-10.5. The heel brake design of these Rocky Boots provides better grip in low traction conditions. This Rocky Sport Pro Hunting Boot also... more

$165.00

FREE shipping

go to store
Coach Shoes | Coach Black Leather Boot Giana Stretch Bootie Slip On Chunky Heel Y2k | Color: Black | Size: 9b

Coach Shoes | Coach Black Leather Boot Giana Stretch Bootie Slip On Chunky Heel Y2k | Color: Black | Size: 9b

**Excellent Condition With Minimal Wear And Very Few Scuff Marks Which Are Not Very Noticeable. Please View Pictures For Reference Leather Upper Leather Lining And Footbed Leather Outsole Pull On 3 1/2" Heel Open To Reasonable Offers more

$36.00

go to store
Oswald Chelsea Boot

Oswald Chelsea Boot

Men's Thomas & Vine Oswald Chelsea Boot - Black - Casual boots Look fascinating in the Thomas & Vine Oswald Chelsea boot. Suede accent at the heel beautifully contrasts the premium leather upper of this pull-on boot that's supported on an Extralight... more

$59.99

go to store
Oswald Chelsea Boot

Oswald Chelsea Boot

Men's Thomas & Vine Oswald Chelsea Boot - Brown - Casual boots Look fascinating in the Thomas & Vine Oswald Chelsea boot. Suede accent at the heel beautifully contrasts the premium leather upper of this pull-on boot that's supported on an Extralight... more

$59.99

go to store
Watson Chelsea Boot

Watson Chelsea Boot

Men's Thomas & Vine Watson Chelsea Boot - Brown - Casual boots Take the classic route to your suave styling with the Thomas & Vine Watson Chelsea boot. The wingtip toe with brogue detailing provides a timeless look, while the memory foam insole ensures... more

$89.99

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 13 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 13 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 8 Brown Boot W

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 8 Brown Boot W

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 13 Medium RKS0309-M-13

Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 13 Medium RKS0309-M-13

Rocky Boots 1000gr Insulated Hunting Boots w/3M Thinsulate - Men's Mossy Oak Break Up Country 13 Medium RKS0309-M-13. The heel brake design of these Rocky Boots provides better grip in low traction conditions. This Rocky Sport Pro Hunting Boot also... more

$165.00

FREE shipping

go to store
J. Crew Shoes | J. Crew Willa Stacked Heel Leather Chelsea Boots, Black, 9 | Color: Black | Size: 9

J. Crew Shoes | J. Crew Willa Stacked Heel Leather Chelsea Boots, Black, 9 | Color: Black | Size: 9

These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight- Leg Jeans. Detail We Love: Stretchy Side Panels Make Them Easier To Take On And Off. Leather Upper And Lining.... more

$50.00

go to store
Watson Chelsea Boot

Watson Chelsea Boot

Men's Thomas & Vine Watson Chelsea Boot - Brown - Casual boots Take the classic route to your suave styling with the Thomas & Vine Watson Chelsea boot. The wingtip toe with brogue detailing provides a timeless look, while the memory foam insole ensures... more

$89.99

FREE shipping

go to store
Yellowstone Chelsea Hiking Boot

Yellowstone Chelsea Hiking Boot

Men's Territory Yellowstone Chelsea Hiking Boot - Black - Casual boots When the hills beckon, just lace-up the Territory Yellowstone Chelsea hiking boot and get going with confidence. The water-resistant boot has dual elastic stretch panels that offer... more

$84.99

FREE shipping

go to store
Holloway Chelsea Boot

Holloway Chelsea Boot

Men's Territory Holloway Chelsea Boot - Brown - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more

$79.99

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
Hanford Chelsea Boot

Hanford Chelsea Boot

Men's Thomas & Vine Hanford Chelsea Boot - Brown - Casual boots Step out in style and comfort with the Hanford Chelsea boot from Thomas & Vince. Dual stretch gores make this pull-on boot flexible and comfortable to wear. A Tru Comfort insole ensures... more

$99.99

FREE shipping

go to store
Gucci Shoes | Gucci Heels Boots Boot Booties Stretch Socks Leather Fashion Luxury Designer | Color: Black/Red | Size: 7

Gucci Shoes | Gucci Heels Boots Boot Booties Stretch Socks Leather Fashion Luxury Designer | Color: Black/Red | Size: 7

Gucci Heels Boots Boot Booties Stretch Socks Leather Fashion Luxury Designer Elegant Everyday Wear Mid Calf Pull Up Slip In Shoes Elastic Authentic 100% Real Made In Italy Size 7 B Good Condition For Used Not Brand New No Box No Bag Black Red Green... more

$400.00

go to store
Tory Burch Shoes | $500 Tory Burch Zip-Up Stretch Boot Square Chunky Suede Cobalt Blue 9.5 (Db22) | Color: Blue | Size: 9.5

Tory Burch Shoes | $500 Tory Burch Zip-Up Stretch Boot Square Chunky Suede Cobalt Blue 9.5 (Db22) | Color: Blue | Size: 9.5

Floor Model And Tried On - Excellent Like New -Please Refer To Pictures Supersoft Stretch Leather Creates A Sleek, Streamline Silhouette On This Zip-Up Bootie Balanced On A Block Heel Accented With Goldtone Logo Hardware. 3 1/8" Heel, 1/8 Platform 7"... more

$195.00

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 14 Brown Boot Medium

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 14 Brown Boot Medium

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 9 Brown Boot Medium

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 9 Brown Boot Medium

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 9.5 Brown Boot W

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 9.5 Brown Boot W

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 7.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 7.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 11.5 Brown Boot Medium

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 11.5 Brown Boot Medium

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 11 Brown Boot Medium

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 11 Brown Boot Medium

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 12 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 12 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 10 Brown Boot Medium

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 10 Brown Boot Medium

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 13 Brown Boot W

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 13 Brown Boot W

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 8 Brown Boot Medium

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 8 Brown Boot Medium

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 12 Brown Boot Medium

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 12 Brown Boot Medium

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 10 Brown Boot W

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 10 Brown Boot W

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 8.5 Brown Boot W

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 8.5 Brown Boot W

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 8.5 Brown Boot Medium

Georgia Boot Tough Beyond Dispute Chelsea EH WP - Mens 8.5 Brown Boot Medium

*Chelsea boot from Georgia Boot *Wateproof and high-abrasion full-grain Tec-Tuff leather upper *Padded collar and tongue *Elastic gore stretch panels for easy on and off *Mesh lining *Comfort core memory foam insole *Fiberglass shank *Flexible stroble... more

$159.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9.5 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9.5 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store

More information about Men's Shoes

Best prices on Boots chelsea boots chunky heel, Leather, Stretchable 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.