Best Seller
2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots

2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots

Men's Dr. Martens 2976 Dm's Wintergrip Leather Chelsea Blizzard Waterproof Chelsea Boots - Black - Casual boots Get winter fearless. Our Chelsea boot upgraded. Constructed on our unique slip resistant WinterGrip outsole and double enhanced with... more

$190.00

FREE shipping

go to store
Trento Leather Chelsea Boots

Trento Leather Chelsea Boots

Men's Koio Trento Leather Chelsea Boots - Black - Casual boots Koio boots in LWG bronzecertified smooth leather Features sole tightly stitched for water resistance Stacked heel Round toe Gored sides Pulltab on backstay LWG silvercertified leather... more

$365.00

FREE shipping

go to store
Best Seller
® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

Men's Ugg ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes - Black - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof leather upper,... more

$180.00

FREE shipping

go to store
Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110

Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110

Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

FREE shipping

go to store
Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110

Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110

Xtratuf Bristol Bay Chelsea Boot - Men's Black 11 XBC-000-BLK-110. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

FREE shipping

go to store
Xtratuf Bristol Bay Chelsea Boot - Men's Black 14 XBC-000-BLK-140

Xtratuf Bristol Bay Chelsea Boot - Men's Black 14 XBC-000-BLK-140

Xtratuf Bristol Bay Chelsea Boot - Men's Black 14 XBC-000-BLK-140. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

FREE shipping

go to store
Xtratuf Bristol Bay Chelsea Boot - Men's Black 7 XBC-000-BLK-070

Xtratuf Bristol Bay Chelsea Boot - Men's Black 7 XBC-000-BLK-070

Xtratuf Bristol Bay Chelsea Boot - Men's Black 7 XBC-000-BLK-070. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

FREE shipping

go to store
Eddie Bauer Men's Severson Chelsea Boots - Black - Size 8.5M

Eddie Bauer Men's Severson Chelsea Boots - Black - Size 8.5M

With its waterproof, full-grain leather upper and rubber outsole, this boot is a great everyday casual choice. An elastic gore makes for easy on/off. more

$180.00

FREE shipping

go to store
Eddie Bauer Men's Severson Chelsea Boots - Black - Size 10.5M

Eddie Bauer Men's Severson Chelsea Boots - Black - Size 10.5M

With its waterproof, full-grain leather upper and rubber outsole, this boot is a great everyday casual choice. An elastic gore makes for easy on/off. more

$180.00

FREE shipping

go to store
Eddie Bauer Men's Severson Chelsea Boots - Black - Size 9.5M

Eddie Bauer Men's Severson Chelsea Boots - Black - Size 9.5M

With its waterproof, full-grain leather upper and rubber outsole, this boot is a great everyday casual choice. An elastic gore makes for easy on/off. more

$180.00

FREE shipping

go to store
Columbia Shoes | Columbia Manama Suede Slip On Waterproof Chelsea Boots 9.5 | Color: Black/Gray | Size: 9.5

Columbia Shoes | Columbia Manama Suede Slip On Waterproof Chelsea Boots 9.5 | Color: Black/Gray | Size: 9.5

Waterproof Chelsea Columbia Mazama Pull-On Suede Leather Boots Omni Grip Black Waterproof Chelsea Boot Size 9.5. Style Bl3203. These Boots Are In Great Shape And Would Be Great In Snow And Rain. Used In Great Condition. more

$40.00

go to store
Carhartt Shoes | Carhartt Men's 10.5 Millbrook Romeo Black Soft-Toe Chelsea Wedge Boots Fm4021-M | Color: Black | Size: 10.5

Carhartt Shoes | Carhartt Men's 10.5 Millbrook Romeo Black Soft-Toe Chelsea Wedge Boots Fm4021-M | Color: Black | Size: 10.5

Carhartt Men's 10.5 Millbrook Romeo Black Soft-Toe Chelsea Wedge Boots Fm4021-M A Pair Of Men's Carhartt Millbrook Water Resistant Wr 4" Romeo Black Oiled Leather Wedge Pull-On Chelsea Ankle Work Soft-Toe Boots. Size: 10.5 Width: M, D, Medium New... more

$175.00

go to store
Territory Boots Territory Canyonlands Water Resistant Chelsea Boot - Black - 9

Territory Boots Territory Canyonlands Water Resistant Chelsea Boot - Black - 9

A go-to boot you can throw on in an instant, the Holloway boot by Territory. This expertly designed chelsea boot features a round-toe and water-resistant leather uppers with a felt cuff detail at the heel. A 6 mm Tru Comfort Foamâ„¢ Footbed adds... more

$119.99

go to store
Territory Boots Territory Canyonlands Water Resistant Chelsea Boot - Black - 10.5

Territory Boots Territory Canyonlands Water Resistant Chelsea Boot - Black - 10.5

A go-to boot you can throw on in an instant, the Holloway boot by Territory. This expertly designed chelsea boot features a round-toe and water-resistant leather uppers with a felt cuff detail at the heel. A 6 mm Tru Comfort Foamâ„¢ Footbed adds... more

$119.99

go to store
Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Black - 12

Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Black - 12

Territory's Yellowstone hiking boot is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a wide-width footbed for a roomy fit. An EVA/Rubber sole paired... more

$119.99

go to store
Georgia Boot Eagle One Chelsea Work Boot - Mens 10.5 Black Boot Medium

Georgia Boot Eagle One Chelsea Work Boot - Mens 10.5 Black Boot Medium

*Waterproof, full-grain SPR leather upper *Twin gore panels for easy on and off *Pull-on fit *High-performance mesh lining *Lightly cushioned footbed *Fiberglass shank *TPU shovel shank *Heat-, chemical-, abrasion- and slip-resistant rubber outsole... more

$169.95

FREE shipping

go to store
KEEN Revel IV Chelsea Boot - Mens 9.5 Black Boot Medium

KEEN Revel IV Chelsea Boot - Mens 9.5 Black Boot Medium

*Chelsea-style boot from KEEN *KEEN.DRY waterproof leather upper *Gore panels for easy on and off *Pull-on fit *200G KEEN.WARM insulation keeps feet warm *Lightly cushioned footbed *Polar traction outsole more

$169.95

FREE shipping

go to store
KEEN Revel IV Chelsea Boot - Mens 9 Black Boot Medium

KEEN Revel IV Chelsea Boot - Mens 9 Black Boot Medium

*Chelsea-style boot from KEEN *KEEN.DRY waterproof leather upper *Gore panels for easy on and off *Pull-on fit *200G KEEN.WARM insulation keeps feet warm *Lightly cushioned footbed *Polar traction outsole more

$169.95

FREE shipping

go to store
Xtratuf Bristol Bay Chelsea Boot - Men's Black 10 XBC-000-BLK-100

Xtratuf Bristol Bay Chelsea Boot - Men's Black 10 XBC-000-BLK-100

Xtratuf Bristol Bay Chelsea Boot - Men's Black 10 XBC-000-BLK-100. The Boatyard Collection is 100percent a waterproof collection of leather work boots that provide traction on varying surfaces. Ready for work at the boatyard Bristol Bay is a lace-up... more

$160.00

FREE shipping

go to store
Workwear Outfitters Terra Murphy Chelsea Soft Toe EH Black Boot Size 8M

Workwear Outfitters Terra Murphy Chelsea Soft Toe EH Black Boot Size 8M

Features and Benefits:Full-grain waterproof leather upper;Pull-on access with easy exit design;Direct-injected PU shock absorbing confort midsole;Slip oil acid and heat-resistant TPU outsole;Terra FIRMA-FLEX 100% Metal Free;We hold all TERRA® boots to... more

$153.59 $126.87

FREE shipping

go to store
Workwear Outfitters Terra Murphy Chelsea Soft Toe EH Black Boot Size 7.5M

Workwear Outfitters Terra Murphy Chelsea Soft Toe EH Black Boot Size 7.5M

Features and Benefits:Full-grain waterproof leather upper;Pull-on access with easy exit design;Direct-injected PU shock absorbing confort midsole;Slip oil acid and heat-resistant TPU outsole;Terra FIRMA-FLEX 100% Metal Free;We hold all TERRA® boots to... more

$154.99

FREE shipping

go to store
Workwear Outfitters Terra Murphy Chelsea Soft Toe EH Black Boot Size 8.5M

Workwear Outfitters Terra Murphy Chelsea Soft Toe EH Black Boot Size 8.5M

Features and Benefits:Full-grain waterproof leather upper;Pull-on access with easy exit design;Direct-injected PU shock absorbing confort midsole;Slip oil acid and heat-resistant TPU outsole;Terra FIRMA-FLEX 100% Metal Free;We hold all TERRA® boots to... more

$154.99

FREE shipping

go to store
Skechers Men's Verdict Boots | Size 9.5 | Black | Leather/Synthetic

Skechers Men's Verdict Boots | Size 9.5 | Black | Leather/Synthetic

Keep cool and comfortable in Skechers Verdict. Waterproof oiled smooth leather or oiled smooth nubuck upper in a six-eyelet casual field boot with plain toe, reinforced seams and Air-Cooled Memory Foam insole. | Skechers Men's Verdict Boots | Size 9.5... more

$105.00

go to store
Skechers Men's Verdict Boots | Size 13.0 | Black | Leather/Synthetic

Skechers Men's Verdict Boots | Size 13.0 | Black | Leather/Synthetic

Keep cool and comfortable in Skechers Verdict. Waterproof oiled smooth leather or oiled smooth nubuck upper in a six-eyelet casual field boot with plain toe, reinforced seams and Air-Cooled Memory Foam insole. | Skechers Men's Verdict Boots | Size 13.0... more

$105.00

go to store
Skechers Men's Verdict Boots | Size 8.5 | Black | Leather/Synthetic

Skechers Men's Verdict Boots | Size 8.5 | Black | Leather/Synthetic

Keep cool and comfortable in Skechers Verdict. Waterproof oiled smooth leather or oiled smooth nubuck upper in a six-eyelet casual field boot with plain toe, reinforced seams and Air-Cooled Memory Foam insole. | Skechers Men's Verdict Boots | Size 8.5... more

$105.00

go to store
Men's Timberland® 6-Inch Waterproof Boots by Timberland in Black (Size 11 1/2 M)

Men's Timberland® 6-Inch Waterproof Boots by Timberland in Black (Size 11 1/2 M)

These Timberland® 6-Inch Waterproof Boots are designed to hold up to wear and tear, year after year. Ready for the great outdoors, these leather work boots feature seam-sealed waterproof protection and rubber lug outsoles to grip rugged terrain.... more

$210.99 $188.99

go to store
Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W)

Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Wide Width Men's White Ledge Waterproof boot by Timberland in Black (Size 12 W) more

$169.99 $138.99

go to store
Danner Instinct 8" Waterproof Tactical Side-Zip Boots Leather/Nylon Men's, Black SKU - 434614

Danner Instinct 8" Waterproof Tactical Side-Zip Boots Leather/Nylon Men's, Black SKU - 434614

The Danner Instinct 8 Waterproof Tactical Side-Zip Boots Leather/Nylon Men's are perfect for any mission at hand. The YKK Side-Zip design allows for easy entry and exit of this 8 boot. It is constructed with durable ripstop nylon and waterproof... more

$199.95

go to store
Danner Striker Bolt 8" GORE-TEX Tactical Boots Leather/Nylon Men's, Black SKU - 938219

Danner Striker Bolt 8" GORE-TEX Tactical Boots Leather/Nylon Men's, Black SKU - 938219

The Striker Bolt, it's everything you loved in the original, now built on the TERRA FORCE NEXT platform. Danner started with their Striker Bolt outsole to ensure maximum surface contact and grip, added the proven Vibram SPE midsole for maximum energy... more

$259.95

go to store
Danner Instinct 8" Waterproof Tactical Side-Zip Boots Leather/Nylon Men's, Black SKU - 637166

Danner Instinct 8" Waterproof Tactical Side-Zip Boots Leather/Nylon Men's, Black SKU - 637166

The Danner Instinct 8 Waterproof Tactical Side-Zip Boots Leather/Nylon Men's are perfect for any mission at hand. The YKK Side-Zip design allows for easy entry and exit of this 8 boot. It is constructed with durable ripstop nylon and waterproof... more

$199.95

go to store
Men's White Ledge Waterproof boot by Timberland in Black (Size 11 M)

Men's White Ledge Waterproof boot by Timberland in Black (Size 11 M)

Rugged, durable, and waterproof, these lace-up boots will be your go-to boot for outdoor adventures. EVA footbed & midsoleTop lace hooksWaterproof faux leather upperImported | Men's White Ledge Waterproof boot by Timberland in Black (Size 11 M) more

$169.99 $138.99

go to store
® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Black - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more

$190.00 $132.99

go to store
Canyonlands Chelsea Boot

Canyonlands Chelsea Boot

Men's Territory Canyonlands Chelsea Boot - Black - Casual boots Simply dashing and remarkably comfortable, the Territory Canyonlands Chelsea boot is made for the everyday adventurer. This pull-on is crafted using water-resistant leather that keeps you... more

$49.99

go to store
Canyonlands Chelsea Boot

Canyonlands Chelsea Boot

Men's Territory Canyonlands Chelsea Boot - Black - Casual boots Simply dashing and remarkably comfortable, the Territory Canyonlands Chelsea boot is made for the everyday adventurer. This pull-on is crafted using water-resistant leather that keeps you... more

$49.99

go to store
ugg(r) Burleigh Chelsea Boot

ugg(r) Burleigh Chelsea Boot

Men's ugg(r) Burleigh Chelsea Boot - Black - Casual boots Grippy treads stabilize a waterproof leather Chelsea boot lined with a wool-rich moisture-wicking textile crafted to feel and wear like genuine shearling. more

$180.00

FREE shipping

go to store
Chelsea Boot

Chelsea Boot

Men's Blundstone Chelsea Boot - Black - Casual boots Water-resistant leather elevates a smart Chelsea boot with XRDA® Technology in the footbed for arch-support comfort. A grooved lug sole offers superior traction, and a smart steel shank ensures a... more

$234.95

FREE shipping

go to store
Herman Water Resistant Chelsea Boot

Herman Water Resistant Chelsea Boot

Men's Eastland Herman Water Resistant Chelsea Boot - Black - Casual boots A durable leather Chelsea boot reinforced with triple stitching provides superior comfort with a memory-foam insole and flexible, grooved outsole. more

$135.00

FREE shipping

go to store
Floorhand Lx Chelsea Steel Toe Work Boot

Floorhand Lx Chelsea Steel Toe Work Boot

Men's Wolverine Floorhand Lx Chelsea Steel Toe Work Boot - Black - Casual boots The Wolverine Floorhand LX Chelsea Steel Toe work boot can be a dependable choice to keep you going through tough conditions. Waterproof full-grain leather, convenient... more

$134.99

FREE shipping

go to store
Tan Bower-evab Boots

Tan Bower-evab Boots

Men's Suicoke Tan Bower-evab Boots - Black - Casual boots Ankle-high waterproof quilted 3MTM THINSULATETM insulated ripstop Chelsea boots in tan. Faux-leather trim throughout. more

$345.00 $242.00

go to store
Canyonlands Chelsea Boot

Canyonlands Chelsea Boot

Men's Territory Canyonlands Chelsea Boot - Black - Casual boots Simply dashing and remarkably comfortable, the Territory Canyonlands Chelsea boot is made for the everyday adventurer. This pull-on is crafted using water-resistant leather that keeps you... more

$49.99

go to store

More information about Men's Shoes

Best prices on Chelsea leather boots, Waterproof, Black 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.