Best Seller
Men's Park Drew Shoe by Drew in Brown Leather (Size 10 1/2 N)

Men's Park Drew Shoe by Drew in Brown Leather (Size 10 1/2 N)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Black Leather (Size 10 1/2 4W)

Men's Park Drew Shoe by Drew in Black Leather (Size 10 1/2 4W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Best Seller
Men's Park Drew Shoe by Drew in Brown Leather (Size 9 1/2 4W)

Men's Park Drew Shoe by Drew in Brown Leather (Size 9 1/2 4W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Brown Leather (Size 8 1/2 6E)

Men's Park Drew Shoe by Drew in Brown Leather (Size 8 1/2 6E)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Wide Width Men's Park Drew Shoe by Drew in Brown Leather (Size 10 1/2 W)

Wide Width Men's Park Drew Shoe by Drew in Brown Leather (Size 10 1/2 W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Brown Leather (Size 7 1/2 6E)

Men's Park Drew Shoe by Drew in Brown Leather (Size 7 1/2 6E)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Brown Leather (Size 7 1/2 4W)

Men's Park Drew Shoe by Drew in Brown Leather (Size 7 1/2 4W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Black Leather (Size 7 1/2 6E)

Men's Park Drew Shoe by Drew in Black Leather (Size 7 1/2 6E)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Black Leather (Size 11 1/2 6E)

Men's Park Drew Shoe by Drew in Black Leather (Size 11 1/2 6E)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Black Leather (Size 7 1/2 4W)

Men's Park Drew Shoe by Drew in Black Leather (Size 7 1/2 4W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Classic Casual Waterproof Chukka

Classic Casual Waterproof Chukka

Men's Bogs Classic Casual Waterproof Chukka - Black - Casual boots Gear-up for the elements in comfort with this casual waterproof boot featuring a slip-resistant rubber sole and an eco-conscious algae cushion footbed. more

$150.00 $89.96

FREE shipping

go to store
Kicker Ii Waterproof Chelsea Rain Boot

Kicker Ii Waterproof Chelsea Rain Boot

Men's Bogs Kicker Ii Waterproof Chelsea Rain Boot - Brown - Casual boots A sturdy rubber upper adds adventure-ready durability to a sporty Chelsea boot featuring a low-profile silhouette and moisture-wicking tech for total comfort. more

$85.00

FREE shipping

go to store
Kicker Ii Waterproof Chelsea Rain Boot

Kicker Ii Waterproof Chelsea Rain Boot

Men's Bogs Kicker Ii Waterproof Chelsea Rain Boot - Green - Casual boots A sturdy rubber upper adds adventure-ready durability to a sporty Chelsea boot featuring a low-profile silhouette and moisture-wicking tech for total comfort. more

$85.00

FREE shipping

go to store
Kicker Ii Waterproof Chelsea Rain Boot

Kicker Ii Waterproof Chelsea Rain Boot

Men's Bogs Kicker Ii Waterproof Chelsea Rain Boot - Blue - Casual boots A sturdy rubber upper adds adventure-ready durability to a sporty Chelsea boot featuring a low-profile silhouette and moisture-wicking tech for total comfort. more

$85.00

FREE shipping

go to store
Sauvie Ii Waterproof Chelsea Boot

Sauvie Ii Waterproof Chelsea Boot

Men's Bogs Sauvie Ii Waterproof Chelsea Boot - Black - Casual boots Comfortable strides await you in this waterproof Chelsea boot enhanced by BOGS Max-Wick to keep you cool and DuraFresh technology to fend off odors. Buoyant cushioning thanks to a... more

$100.00

FREE shipping

go to store
Sauvie Ii Waterproof Chelsea Boot

Sauvie Ii Waterproof Chelsea Boot

Men's Bogs Sauvie Ii Waterproof Chelsea Boot - Black - Casual boots Comfortable strides await you in this waterproof Chelsea boot enhanced by BOGS Max-Wick to keep you cool and DuraFresh technology to fend off odors. Buoyant cushioning thanks to a... more

$100.00

FREE shipping

go to store
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
Men's Park Drew Shoe by Drew in Brown Leather (Size 11 1/2 4W)

Men's Park Drew Shoe by Drew in Brown Leather (Size 11 1/2 4W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Black Leather (Size 9 1/2 4W)

Men's Park Drew Shoe by Drew in Black Leather (Size 9 1/2 4W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Black Leather (Size 10 1/2 6E)

Men's Park Drew Shoe by Drew in Black Leather (Size 10 1/2 6E)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Wide Width Men's Park Drew Shoe by Drew in Black Leather (Size 8 1/2 W)

Wide Width Men's Park Drew Shoe by Drew in Black Leather (Size 8 1/2 W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Men's Park Drew Shoe by Drew in Brown Leather (Size 10 1/2 6E)

Men's Park Drew Shoe by Drew in Brown Leather (Size 10 1/2 6E)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Stanton 2.0 Xc4 Waterproof Chelsea Boot

Stanton 2.0 Xc4 Waterproof Chelsea Boot

Men's Johnston & Murphy Stanton 2.0 Xc4 Waterproof Chelsea Boot - Brown - Casual boots Enjoy waterproof performance and exceptional comfort in this Chelsea boot featuring a thermoregulating lining and high-rebound XC foam midsole. Waterproof: protects... more

$199.00

FREE shipping

go to store
Men's Park Drew Shoe by Drew in Brown Leather (Size 10 1/2 4W)

Men's Park Drew Shoe by Drew in Brown Leather (Size 10 1/2 4W)

The Park men's dress shoe by Drew® is a favorite for guys who want a stylish casual shoe with the therapeutic benefits of a Drew. With its sleek, classic design, you'd never know it's therapeutically beneficial! Added depth, extended heel counter and... more

$246.99

go to store
Classic Chelsea Boots

Classic Chelsea Boots

Men's Tod's Classic Chelsea Boots - Brown - Casual boots 100% Leather, 100% Rubber. Made in Italy. more

$737.40 $353.95

FREE shipping

go to store
Original Waterproof Chelsea Boot

Original Waterproof Chelsea Boot

Men's Hunter Original Waterproof Chelsea Boot - Black - Casual boots Impervious to wind and rain, this Chelsea-cut version of Hunter's Original rubber boot is a style-savvy companion on drizzly days. more

$170.00

FREE shipping

go to store
Original Waterproof Chelsea Rain Boot

Original Waterproof Chelsea Rain Boot

Men's Hunter Original Waterproof Chelsea Rain Boot - Brown - Casual boots Impervious to wind and rain, this Chelsea version of the Original rubber boot also makes a casually handsome companion on drizzly days. more

$160.00

FREE shipping

go to store
® Burleigh Chelsea Suede/waterproof Boots|dress Shoes

® Burleigh Chelsea Suede/waterproof Boots|dress Shoes

Men's Ugg ® Burleigh Chelsea Suede/waterproof Boots|dress Shoes - Brown - 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 suede upper,... more

$170.00

FREE shipping

go to store
Commando Waterproof Chelsea Boot

Commando Waterproof Chelsea Boot

Men's Hunter Commando Waterproof Chelsea Boot - Black - Casual boots A taller silhouette stretches weather-ready coverage even further in this premium Chelsea boot with a flexible gusset and grippy sole. more

$170.00

FREE shipping

go to store
® 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
Zerogrand Waterproof Chelsea Boot

Zerogrand Waterproof Chelsea Boot

Men's Cole Haan Zerogrand Waterproof Chelsea Boot - Black - Casual boots Waterproof construction bolsters this sneaker-style Chelsea boot grounded on a cushioned footbed and springy sole with deep flex grooves. more

$210.00 $168.00

FREE shipping

go to store
Carson Waterproof Chelsea Boot

Carson Waterproof Chelsea Boot

Men's Sorel Carson Waterproof Chelsea Boot - Brown - Casual boots Waterproof suede and seam-sealed construction bring weather-ready comfort to a sleek Chelsea boot with a molded rubber sole for a stable stride. more

$155.00

FREE shipping

go to store
Original Waterproof Chelsea Rain Boot

Original Waterproof Chelsea Rain Boot

Men's Hunter Original Waterproof Chelsea Rain Boot - Black - Casual boots Impervious to wind and rain, this Chelsea version of the Original rubber boot also makes a casually handsome companion on drizzly days. more

$160.00

FREE shipping

go to store
Terence Waterproof Chelsea Boot

Terence Waterproof Chelsea Boot

Men's Geox Terence Waterproof Chelsea Boot - Black - Casual boots An elegant buckle bridges the stretchy inset of this waterproof Chelsea Boot crafted from smooth leather. This boot is made with the brand's patented tech sole, which is durable,... more

$210.00 $168.00

FREE shipping

go to store
Thermal Waterproof Genuine Shearling Lined Chelsea Boot

Thermal Waterproof Genuine Shearling Lined Chelsea Boot

Men's Blundstone Thermal Waterproof Genuine Shearling Lined Chelsea Boot - Blue - Casual boots This waterproof leather Chelsea boot stands up to heat and cold thanks in part to a Vibram sole, while XRD shock absorbers add all-day comfort. A removable... more

$279.95

FREE shipping

go to store
Sauvie Waterproof Chelsea Boot

Sauvie Waterproof Chelsea Boot

Men's Bogs Sauvie Waterproof Chelsea Boot - Green - Casual boots Comfortable strides await you in this waterproof Chelsea boot enhanced by BOGS Max-Wick to keep you cool and Dura Fresh technology to fend off odors. Buoyant cushioning thanks to a... more

$100.00

FREE shipping

go to store
Classic Chelsea Boots

Classic Chelsea Boots

Men's Church's Classic Chelsea Boots - Brown - Casual boots Dimensions: Heel: 3cm, Height: 12cm, Sole: 1cm 100% Suede, 100% Leather, 100% Rubber. Made in United Kingdom. more

$1,047.32 $754.07

FREE shipping

go to store
Classic Chelsea Boot

Classic Chelsea Boot

Men's Blundstone Classic Chelsea Boot - Brown - Casual boots A Chelsea boot made from durable leather with signature SPS Max Comfort System technology keeps your feet protected and supported day in and out. more

$229.95

FREE shipping

go to store
Blundstone Classic 550 Chelsea Boots

Blundstone Classic 550 Chelsea Boots

Men's J.Crew Blundstone Classic 550 Chelsea Boots - Brown - Casual boots Famously rugged, Blundstone boots are built to withstand just about anything and everything you throw at them (originally designed for ranchers in the Australian outback, they'll... more

$214.95

go to store
Classic 550 Series Water Resistant Chelsea Boot

Classic 550 Series Water Resistant Chelsea Boot

Men's Blundstone Classic 550 Series Water Resistant Chelsea Boot - Brown - Casual boots Premium, water-resistant leather elevates a ruggedly built Chelsea boot featuring shock-absorbing PORON® XRD cushioning in the heel to reduce impact fatigue. more

$229.95

FREE shipping

go to store

More information about Men's Shoes

Best prices on Classic casual ii waterproof chelsea 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.