Men's Shoes › classic casual ii waterproof chelsea

Tusayana Chelsea Boot

Men's Teva Tusayana Chelsea Boot - Brown - Casual boots You'll enjoy outdoor thrills with the comfort of the Tusayana Chelsea boot from Teva. A responsibly sourced leather upper with waterproof protection, recycled polyester lining, odor-wicking Life... more

Griffin Chelsea Boot

Men's Nordstrom Griffin Chelsea Boot - Brown - Casual boots Side goring panels and a rear pull tab lend easy wear to a classic Chelsea boot designed with a plain toe for timeless sophistication. more

Inception Chelsea Snow Boot

Men's Kamik Inception Chelsea Snow Boot - Brown - Casual boots Be amazed by the effortless style and uncompromising comfort of the Kamik Inception Chelsea snow boot. The seam-sealed waterproof upper, moisture-wicking fleece lining, HEAT-MXTM 145... more

Tusayana Chelsea Boot

Men's Teva Tusayana Chelsea Boot - Black - Casual boots You'll enjoy outdoor thrills with the comfort of the Tusayana Chelsea boot from Teva. A responsibly sourced leather upper with waterproof protection, recycled polyester lining, odor-wicking Life... more

Newman Chelsea Boot

Men's Sperry Top-Sider Newman Chelsea Boot - Brown - Casual boots It's all in the details. The stylish Newman Chelsea boot from Sperry features a classic silhouette with elevated features. Enhanced with a smooth leather construction as well as a sleek... more

Tamas Chelsea Boot

Men's Vince Tamas Chelsea Boot - Brown - Casual boots Goring side panels and a rear pull-tab lend easy wear to a supple suede Chelsea boot grounded by a classic cupsole for street-savvy appeal. more

Davidson Water Repellent Chelsea Boot

Men's Blake McKay Davidson Water Repellent Chelsea Boot - Brown - Casual boots Water-repellent suede tops this classic Chelsea boot outfitted with an arch-supporting OrthoLite® footbed and elastic gore insets. more

Percy Chelsea Boot

Men's Vagabond Percy Chelsea Boot - Black - Casual boots Goring side panels and a rear pull tab lend classic elements to a smooth leather Chelsea boot that will refine your desk-to-dinner style. more

Percy Chelsea Boot

Men's Vagabond Percy Chelsea Boot - Brown - Casual boots Goring side panels and a rear pull tab lend classic elements to a smooth leather Chelsea boot that will refine your desk-to-dinner style. more

Floorhand Lx Chelsea Soft Toe Work Boot

Men's Wolverine Floorhand Lx Chelsea Soft Toe Work Boot - Black - Casual boots Long hours can be daunting and that's why you got to pick the lightweight Floorhand LX Chelsea Soft Toe work boot from Wolverine. This soft toe boot features a waterproof... more

Arcata Urban Chelsea Snow Boot

Men's Bogs Arcata Urban Chelsea Snow Boot - Black - Casual boots Never fret about wet feet when stepping into the snow thanks to the Arcata Urban Chelsea snow boot from Bogs. Its 5mm Neo-Tech upper provides waterproof protection and insulation that... more

Bedford lugged Chelsea Boot

Men's Rag & Bone Bedford lugged Chelsea Boot - Brown - Casual boots Classic and versatile, this Chelsea boot made of brushed suede sports deep goring on the sides and a chunky sole made of grippy Vibram® rubber. more

2976 Bex Chelsea Boot

Men's Dr. Martens 2976 Bex Chelsea Boot - Brown - Casual boots A Goodyear-welted AirWair Bouncing sole with toothy lug tread supports a classic Chelsea boot created from richly grained leather. more

Arcata Urban Leather Chelsea Boot

Men's Bogs Arcata Urban Leather Chelsea Boot - Black - Casual boots You can always count on the Bogs Arcata Urban Leather Chelsea boot for its sophisticated style e and ultimate comfort. The waterproof boot, made sustainable with a BLOOM footbed, has a... more

Arcata Urban Chelsea Snow Boot

Men's Bogs Arcata Urban Chelsea Snow Boot - Black - Casual boots Never fret about wet feet when stepping into the snow thanks to the Arcata Urban Chelsea snow boot from Bogs. Its 5mm Neo-Tech upper provides waterproof protection and insulation that... more

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

Vexin Chelsea Boot

Men's Steve Madden Vexin Chelsea Boot - Black - Casual boots Add the Vexin Chelsea boots to your closet for an everyday staple piece. This pair from Steve Madden features a classic silhouette that is easy to style and sophisticated stitching for a... more

Tamas Chelsea Boot

Men's Vince Tamas Chelsea Boot - Black - Casual boots Goring side panels and a rear pull-tab lend easy wear to a supple suede Chelsea boot grounded by a classic cupsole for street-savvy appeal. more

Leather Chelsea Boots

Men's Tod's Leather Chelsea Boots - Black - Casual boots Chelsea boots are an enduring classic in any wardrobe. Tod's version is made from polished leather stamped with the brand's monogram and rubber pebble detailing on the heel. Wear them with... more

Farid Chelsea Boot

Men's Crown Vintage Farid Chelsea Boot - Brown - Casual boots Elevate your everyday style with the Farid Chelsea boots from Crown Vintage. These shoes feature a classic silhouette with a leather exterior for a touch of luxury. Leather upper. Pull-on... more

Bozeman Low Leather Casual Shoes - Men's Medium Charcoal 10 74201-Charcoal-Medium-10

Bozeman Low Leather Casual Shoes - Men's Medium Charcoal 10 74201-Charcoal-Medium-10. Designed for that classic mountain-town look and all-day comfort thanks to a supportive midsole crafted with recycled materials and built with a waterproof suede... more

Stef Chelsea Ankle Boots

Men's Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots Synonymous with timeless elegance, the Chelsea boot gets a low-key update from Ann Demeulemeester. A menswear classic, they will go with a navy or grey suit, or with jeans and a... more

Renegade Chelsea Boot

Men's Florsheim Renegade Chelsea Boot - Black - Casual boots Bolster your chilly weather wardrobe with the Renegade Chelsea boot from Florsheim. This sharp boot sports a leather design and classic look that makes for a versatile add. Leather upper.... more

Andrew Chelsea Boot

Men's Vagabond Andrew Chelsea Boot - Black - Casual boots A classic silhouette built from smooth leather enhances the minimalist appeal of this Chelsea boot styled for simplicity with a plain rounded toe. Leather upper and lining/synthetic sole Made in... more

Alex M Chelsea Boot

Men's Vagabond Alex M Chelsea Boot - Black - Casual boots Goring panels and a rear pull tab lend classic elements to a smooth leather Chelsea boot outfitted with a modern almond toe and sturdy rubber sole. more

Renegade Chelsea Boot

Men's Florsheim Renegade Chelsea Boot - Brown - Casual boots Bolster your chilly weather wardrobe with the Renegade Chelsea boot from Florsheim. This sharp boot sports a leather design and classic look that makes for a versatile add. Leather upper.... more

Bozeman Low Leather Casual Shoes - Men's Medium Canteen 9.5 74201-Canteen-Medium-9.5

Bozeman Low Leather Casual Shoes - Men's Medium Canteen 9.5 74201-Canteen-Medium-9.5. Designed for that classic mountain-town look and all-day comfort thanks to a supportive midsole crafted with recycled materials and built with a waterproof suede... more

Arcata Chelsea Camo Snow Boot

Men's Bogs Arcata Chelsea Camo Snow Boot - Black - Casual boots The Arcata Chelsea Camo snow boot by Bogs can become your ideal winter companion. Waterproof Neo-Tech insulation, sustainable BLOOM footbed, sweat-wicking BOGS Max-Wick, odor-repelling... more

Huntsley Chelsea Boot

Men's Vince Camuto Huntsley Chelsea Boot - Brown - Casual boots Add classic appeal to your look with the Huntsley Chelsea boot from Vince Camuto. This pull-on boot is made of rich leather for added style and durability and designed with elastic gore... more

Tyler Chelsea Boot

Men's Frye Tyler Chelsea Boot - Brown - Casual boots Go for a classic look with this handcrafted Chelsea boot designed for a flexible fit and everyday comfort thanks to rubber insets in the leather sole. Pull-on style with elastic gore insets... more

Warden Chelsea Boot

Men's Mezlan Warden Chelsea Boot - Black - Casual boots A structured toe adds a handsome touch to this classic Chelsea boot built with elastic gore insets and a cushioned footbed with orthotic support. Pull-on style with elastic gore insets Cushioned... more

Trapper Peak Chelsea Rain Boot

Men's Pendleton Trapper Peak Chelsea Rain Boot - Black - Casual boots Enjoy a classic look with puddle-proof protection in the Trapper Peak Chelsea rain boot from Pendleton. Fashioned with beautiful patterns at the heel counter, this rain boot is... more

The Valencia Chelsea Boot

Men's Taft The Valencia Chelsea Boot - Black - Casual boots Floral-jacquard trim highlights the classic silhouette of a lightly cushioned Chelsea boot handcrafted in Spain. Pull-on style with elastic gore insets Cushioned footbed Leather upper and... more

Shawn Chelsea Boot

Men's To Boot New York Shawn Chelsea Boot - Brown - Casual boots Classic Chelsea style defines this handsome suede ankle boot furnished with an arch-supporting cushioned footbed for superior comfort. Pull-on style with elastic gore insets Cushioned... more

Chelsea Boot

Men's Tod's Chelsea Boot - Blue - Casual boots Classic Chelsea style defines this suave boot crafted in soft calfskin leather that's stamped at the side with the label's logo and set on a pebbled sole. Pull-on style with elastic gore insets Leather and... more

Bozeman Low Leather Casual Shoes - Men's Medium Canteen 9 74201-Canteen-Medium-9

Bozeman Low Leather Casual Shoes - Men's Medium Canteen 9 74201-Canteen-Medium-9. Designed for that classic mountain-town look and all-day comfort thanks to a supportive midsole crafted with recycled materials and built with a waterproof suede upper... more

Billy Chelsea Boot

Men's M by Bruno Magli Billy Chelsea Boot - Brown - Casual boots Highlight a layered look with the Billy from M by Bruno Magli. This suede pair sports a classic look that ensures a versatile style to introduce to your collection. Suede upper. Pull-on... more

2976 Wintergrip Water Resist Chelsea Boot At Nordstrom

Men's Dr. Martens 2976 Wintergrip Water Resist Chelsea Boot At Nordstrom - Brown - Casual boots This classic Chelsea boot is ready for snowy weather with a water- and salt-resistant leather upper, cozy fleece lining and sturdy, traction-enhancing sole. more