Men's Shoes › Stretchable › Boots › boots chelsea boots chunky heel

Madewell Shoes | Nib Madewell Lugsole Chelsea Boots 6.5 | Color: Brown/Tan | Size: 6.5

Nib Great Gift But Not My Style. There Is A Blemish On Right Boot- See Photo/Video. From Madewell Website: With Stretch Gores, A Chunky Platform And Stacked Heel, These Suede Ankle Boots Are The Best Of Both Worldscomfy And Cool. Plus, Our Mwl... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 9.5 GB00439-095W

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 9.5 GB00439-095W. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 10 GB00439-100W

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 10 GB00439-100W. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work boot... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 9 GB00439-090M

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 9 GB00439-090M. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

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

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

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

Port Chalmers Chelsea Boot

Men's Rodd & Gunn Port Chalmers Chelsea Boot - Brown - Casual boots Stretchy side panels mean easy entry into this versatile and stylish Chelsea boot crafted from burnished European leather. Pull-on style with elastic gore insets Leather and textile... more

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 13 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

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

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

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

Muck Boots Chore Mid Wateproof Rubber Work Boot - Men's Black 9 CHM-000A-BL-090

Muck Boots Chore Mid Wateproof Rubber Work Boot - Men's Black 9 CHM-000A-BL-090. Perfect for wider calves this waterproof boot is triple-reinforced in the toe and quadruple reinforced in the heel for ultimate durability while built-in Airmesh lining... more

Muck Boots Chore Mid Wateproof Rubber Work Boot - Men's Black 12 CHM-000A-BL-120

Muck Boots Chore Mid Wateproof Rubber Work Boot - Men's Black 12 CHM-000A-BL-120. Perfect for wider calves this waterproof boot is triple-reinforced in the toe and quadruple reinforced in the heel for ultimate durability while built-in Airmesh lining... more

Madewell Shoes | Madewell Wyckoff Chelsea Lugsole Boot | Color: Black | Size: Various

“Ready For All Your Supercute Fall Fits, 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. 1 1/2" Heel Height.... more

Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boots - Size: 7.5 | Color: Black | Size: 7.5

New Without Tags - No Call-Outs Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert 6" Shaft Height (Based On Size 7). 1 1/2" Heel Height. Leather... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 9 GB00439-090W

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 9 GB00439-090W. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work boot... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 11 GB00439-110W

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 11 GB00439-110W. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work boot... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 13 GB00439-130M

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 13 GB00439-130M. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 10.5 GB00439-105M

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 10.5 GB00439-105M. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 12 GB00439-120W

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 12 GB00439-120W. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work boot... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 10 GB00439-100M

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 10 GB00439-100M. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 12 GB00439-120M

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 12 GB00439-120M. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 8.5 GB00439-085W

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 8.5 GB00439-085W. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 8.5 GB00439-085M

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 8.5 GB00439-085M. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 10.5 GB00439-105W

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Wide Brown 10.5 GB00439-105W. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 11 GB00439-110M

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 11 GB00439-110M. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

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

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 9.5 GB00439-095M

Georgia Boot Athens 360 Waterproof 6in Work Boot - Men's Medium Brown 9.5 GB00439-095M. Built with a 360-degree stitch-out construction this defined heel work boot also features a reinforced toe stitch to prevent sole separation. This waterproof work... more

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

Zara Shoes | Hp Zara Trafaluc Chunky Chelsea Boots | Color: Black | Size: 6

Zara Trafaluc Chunky Chelsea Boots. Seem Like Leather But Actual Material Not Listed. Worn But Definitely Have A Ton Of Life Left In Them! Stretch Sides, Pull- On. Super Comfortable. Some Mild To Moderate Creasing/ Scratching/ Denting (Mostly From... more

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

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

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

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

Matrix Chelsea Boot

Men's AllSaints Matrix Chelsea Boot - Black - Casual boots Premium leather and stretchy elastic goring make this versatile Chelsea boot an optimal choice throughout the year. Pull-on style with elastic gore insets Leather and textile upper/leather... more

Corbin Chelsea Boot

Men's Thomas & Vine Corbin Chelsea Boot - Black - Casual boots Give your attire a polished update with the Corbin Chelsea boot from Thomas & Vine. This high-top profile is made from leather and comes with side goring panels for a precise fit and... more

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