Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Ankle Chelsea Boots

188 items found

Sort By

Your Selections

Search Results

UGG - Biltmore Chelsea. Color Stout. $149.95. 4.4 out of 5 stars

Brown UGG Biltmore Chelsea

Brown UGG Biltmore Chelsea

+4

Brand Name: UGG
Product Name: Biltmore Chelsea
Color: Stout
Price: $149.95
Rating: 4Rated 4 stars out of 5(204)

Martin Dingman - Windsor Waterproof. Color Chocolate. Low Stock. On sale for $145.00. MSRP $250.00.. 2.0 out of 5 stars

8 left in stock

Brown Martin Dingman Windsor Waterproof

Brown Martin Dingman Windsor Waterproof

+2

Brand Name: Martin Dingman
Product Name: Windsor Waterproof
Color: Chocolate
Price: $145.00MSRP: $250.00
Rating: 2Rated 2 stars out of 5(1)

Ariat - Wexford Waterproof. Color Dark Brown. $199.95. 4.7 out of 5 stars

Brown Ariat Wexford Waterproof

Brown Ariat Wexford Waterproof

+2

Brand Name: Ariat
Product Name: Wexford Waterproof
Color: Dark Brown
Price: $199.95
Rating: 5Rated 5 stars out of 5(181)

. Nisolo - All-Weather Chelsea Boot. Color Dark Tobacco. $260.00.

Red Nisolo All-Weather Chelsea Boot

Red Nisolo All-Weather Chelsea Boot

Brand Name: Nisolo
Product Name: All-Weather Chelsea Boot
Color: Dark Tobacco
Price: $260.00
Rating

Blundstone - BL500 Original 500 Chelsea Boot. Color Stout Brown. $209.95. 4.4 out of 5 stars

Brown Blundstone BL500 Original 500 Chelsea Boot

Brown Blundstone BL500 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL500 Original 500 Chelsea Boot
Color: Stout Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(399)

Chaco - Fields Chelsea Waterproof. Color Black. On sale for $116.99. MSRP $160.00.. 4.1 out of 5 stars

Black Chaco Fields Chelsea Waterproof

Black Chaco Fields Chelsea Waterproof

+2

Brand Name: Chaco
Product Name: Fields Chelsea Waterproof
Color: Black
Price: $116.99MSRP: $160.00
Rating: 4Rated 4 stars out of 5(23)

Wolverine - Floorhand Waterproof Romeo. Color Dark Brown. Low Stock. $110.00. 3.5 out of 5 stars

9 left in stock

Brown Wolverine Floorhand Waterproof Romeo

Brown Wolverine Floorhand Waterproof Romeo

Brand Name: Wolverine
Product Name: Floorhand Waterproof Romeo
Color: Dark Brown
Price: $110.00
Rating: 4Rated 4 stars out of 5(4)

La Canadienne - Luther. Color Biscotti Suede. $475.00.

Gold La Canadienne Luther

Gold La Canadienne Luther

Brand Name: La Canadienne
Product Name: Luther
Color: Biscotti Suede
Price: $475.00
Rating

Blundstone - BL1306 Dress Chelsea Boot. Color Rustic Brown. $214.95. 4.4 out of 5 stars

Brown Blundstone BL1306 Dress Chelsea Boot

Brown Blundstone BL1306 Dress Chelsea Boot

Brand Name: Blundstone
Product Name: BL1306 Dress Chelsea Boot
Color: Rustic Brown
Price: $214.95
Rating: 4Rated 4 stars out of 5(145)

Ariat - Midtown Rambler Boots. Color Matte Black. $159.95. 5.0 out of 5 stars

Black Ariat Midtown Rambler Boots

Black Ariat Midtown Rambler Boots

Brand Name: Ariat
Product Name: Midtown Rambler Boots
Color: Matte Black
Price: $159.95
Rating: 5Rated 5 stars out of 5(4)

. Dr. Martens - Embury. Color Black Wyoming. On sale for $99.95. MSRP $130.00.. 4.4 out of 5 stars

Black Dr. Martens Embury

Black Dr. Martens Embury

+2

Brand Name: Dr. Martens
Product Name: Embury
Color: Black Wyoming
Price: $99.95MSRP: $130.00
Rating: 4Rated 4 stars out of 5(59)

. Dr. Martens - 2976 Yellow Stitch Smooth Leather Chelsea Boots. Color Dark Brown Crazy Horse. On sale for $134.95. MSRP $170.00.. 4.1 out of 5 stars

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

Brown Dr. Martens 2976 Yellow Stitch Smooth Leather Chelsea Boots

+3

Brand Name: Dr. Martens
Product Name: 2976 Yellow Stitch Smooth Leather Chelsea Boots
Color: Dark Brown Crazy Horse
Price: $134.95MSRP: $170.00
Rating: 4Rated 4 stars out of 5(30)

Birkenstock - Highwood Deep Blue. Color Chocolate. $210.00. 4.0 out of 5 stars

Brown Birkenstock Highwood Deep Blue

Brown Birkenstock Highwood Deep Blue

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Color: Chocolate
Price: $210.00
Rating: 4Rated 4 stars out of 5(1)

Birkenstock - Stalon - Nubuck Leather (Unisex). Color Black Nubuck. $200.00. 3.8 out of 5 stars

Black Birkenstock Stalon - Nubuck Leather (Unisex)

Black Birkenstock Stalon - Nubuck Leather (Unisex)

Brand Name: Birkenstock
Product Name: Stalon - Nubuck Leather (Unisex)
Color: Black Nubuck
Price: $200.00
Rating: 4Rated 4 stars out of 5(42)

Born - Hemlock. Color Black Full Grain. $135.00. 4.3 out of 5 stars

Black Born Hemlock

Black Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Color: Black Full Grain
Price: $135.00
Rating: 4Rated 4 stars out of 5(189)

Florsheim - Lodge Plain Toe Gore Boot. Color Black Crazy Horse. $129.95. 4.6 out of 5 stars

Black Florsheim Lodge Plain Toe Gore Boot

Black Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Color: Black Crazy Horse
Price: $129.95
Rating: 5Rated 5 stars out of 5(95)

Dr. Martens - 2976 Smooth Leather Chelsea Boots. Color Black Smooth. $170.00. 4.0 out of 5 stars

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Black Dr. Martens 2976 Smooth Leather Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Smooth Leather Chelsea Boots
Color: Black Smooth
Price: $170.00
Rating: 4Rated 4 stars out of 5(70)

Born - Brody. Color Taupe Dist. $140.00. 4.7 out of 5 stars

Taupe Born Brody

Taupe Born Brody

+3

Brand Name: Born
Product Name: Brody
Color: Taupe Dist
Price: $140.00
Rating: 5Rated 5 stars out of 5(23)

Red Wing Heritage - Classic Chelsea. Color Hawthorne Muleskinner. $299.99. 4.8 out of 5 stars

Khaki Red Wing Heritage Classic Chelsea

Khaki Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Color: Hawthorne Muleskinner
Price: $299.99
Rating: 5Rated 5 stars out of 5(10)

Florsheim - Rucci Plain Toe Gore Boot. Color Black. $139.95. 4.8 out of 5 stars

Black Florsheim Rucci Plain Toe Gore Boot

Black Florsheim Rucci Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Rucci Plain Toe Gore Boot
Color: Black
Price: $139.95
Rating: 5Rated 5 stars out of 5(25)

Dr. Martens - 2976. Color Nickel Grey. On sale for $100.27. MSRP $170.00.. 4.0 out of 5 stars

Gray Dr. Martens 2976

Gray Dr. Martens 2976

Brand Name: Dr. Martens
Product Name: 2976
Color: Nickel Grey
Price: $100.27MSRP: $170.00
Rating: 4Rated 4 stars out of 5(72)

Columbia - Landroamer™ Scout. Color Black/Dark Grey. $119.95. 4.3 out of 5 stars

Black Columbia Landroamer™ Scout

Black Columbia Landroamer™ Scout

+3

Brand Name: Columbia
Product Name: Landroamer™ Scout
Color: Black/Dark Grey
Price: $119.95
Rating: 4Rated 4 stars out of 5(19)

Stacy Adams - Kalen Chelsea Boot. Color Cognac. On sale for $104.00. MSRP $130.00.. 4.8 out of 5 stars

Tan Stacy Adams Kalen Chelsea Boot

Tan Stacy Adams Kalen Chelsea Boot

+2

Brand Name: Stacy Adams
Product Name: Kalen Chelsea Boot
Color: Cognac
Price: $104.00MSRP: $130.00
Rating: 5Rated 5 stars out of 5(12)

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Black. On sale for $84.95. MSRP $115.00.. 3.6 out of 5 stars

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Black Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Color: Black
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(8)

Dr. Martens - 2976. Color Saddle Tan. On sale for $145.85. MSRP $180.00.. 3.2 out of 5 stars

Brown Dr. Martens 2976

Brown Dr. Martens 2976

+3

Brand Name: Dr. Martens
Product Name: 2976
Color: Saddle Tan
Price: $145.85MSRP: $180.00
Rating: 3Rated 3 stars out of 5(10)

Cole Haan - Washington Grand Laser Chelsea Boot. Color Dark Chocolate Reverse/Black. Low Stock. On sale for $219.24. MSRP $406.00.. 4.4 out of 5 stars

9 left in stock

Black Cole Haan Washington Grand Laser Chelsea Boot

Black Cole Haan Washington Grand Laser Chelsea Boot

Brand Name: Cole Haan
Product Name: Washington Grand Laser Chelsea Boot
Color: Dark Chocolate Reverse/Black
Price: $219.24MSRP: $406.00
Rating: 4Rated 4 stars out of 5(12)

ECCO - Helsinki 2 Chelsea Boot. Color Potting Soil. $190.00. 3.0 out of 5 stars

Brown ECCO Helsinki 2 Chelsea Boot

Brown ECCO Helsinki 2 Chelsea Boot

+2

Brand Name: ECCO
Product Name: Helsinki 2 Chelsea Boot
Color: Potting Soil
Price: $190.00
Rating: 3Rated 3 stars out of 5(4)

Forsake - Phil Chelsea. Color Black. Low Stock. $145.00.

9 left in stock

Black Forsake Phil Chelsea

Black Forsake Phil Chelsea

+2

Brand Name: Forsake
Product Name: Phil Chelsea
Color: Black
Price: $145.00
Rating

Red Wing Heritage - Weekend Chelsea. Color Copper Rough & Tough Leather. $259.99. 4.1 out of 5 stars

Brown Red Wing Heritage Weekend Chelsea

Brown Red Wing Heritage Weekend Chelsea

Brand Name: Red Wing Heritage
Product Name: Weekend Chelsea
Color: Copper Rough & Tough Leather
Price: $259.99
Rating: 4Rated 4 stars out of 5(21)

Bogs - Classic Casual Chelsea II. Color Brown. $149.95. 4.9 out of 5 stars

Brown Bogs Classic Casual Chelsea II

Brown Bogs Classic Casual Chelsea II

+2

Brand Name: Bogs
Product Name: Classic Casual Chelsea II
Color: Brown
Price: $149.95
Rating: 5Rated 5 stars out of 5(7)

Deer Stags - Argos. Color Black/Blue. On sale for $60.00. MSRP $100.00.. 3.7 out of 5 stars

Black Deer Stags Argos

Black Deer Stags Argos

+2

Brand Name: Deer Stags
Product Name: Argos
Color: Black/Blue
Price: $60.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(24)

Dr. Martens - 2976 Bex. Color Dark Brown. On sale for $139.95. MSRP $180.00.. 3.7 out of 5 stars

Brown Dr. Martens 2976 Bex

Brown Dr. Martens 2976 Bex

Brand Name: Dr. Martens
Product Name: 2976 Bex
Color: Dark Brown
Price: $139.95MSRP: $180.00
Rating: 4Rated 4 stars out of 5(3)

Allen Edmonds - Liverpool. Color Black Custom Calf. $495.00. 4.2 out of 5 stars

Black Allen Edmonds Liverpool

Black Allen Edmonds Liverpool

+3

Brand Name: Allen Edmonds
Product Name: Liverpool
Color: Black Custom Calf
Price: $495.00
Rating: 4Rated 4 stars out of 5(89)

UGG - Burleigh Chelsea. Color Black. Low Stock. $179.95. 4.5 out of 5 stars

7 left in stock

Black UGG Burleigh Chelsea

Black UGG Burleigh Chelsea

+2

Brand Name: UGG
Product Name: Burleigh Chelsea
Color: Black
Price: $179.95
Rating: 5Rated 5 stars out of 5(16)

Johnston & Murphy - Barrett Chelsea. Color Mahogany Full Grain. Low Stock. $185.00. 4.3 out of 5 stars

10 left in stock

Brown Johnston & Murphy Barrett Chelsea

Brown Johnston & Murphy Barrett Chelsea

+2

Brand Name: Johnston & Murphy
Product Name: Barrett Chelsea
Color: Mahogany Full Grain
Price: $185.00
Rating: 4Rated 4 stars out of 5(131)

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Black Full Grain. $185.00. 4.5 out of 5 stars

Black Johnston & Murphy XC Flex Raleigh Chelsea

Black Johnston & Murphy XC Flex Raleigh Chelsea

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Chelsea
Color: Black Full Grain
Price: $185.00
Rating: 5Rated 5 stars out of 5(50)

Cole Haan - Berkshire Lug Chelsea Boot. Color Madeira Truffle Water-Resistant. Low Stock. On sale for $181.66. MSRP $226.00.. 4.3 out of 5 stars

3 left in stock

Black Cole Haan Berkshire Lug Chelsea Boot

Black Cole Haan Berkshire Lug Chelsea Boot

Brand Name: Cole Haan
Product Name: Berkshire Lug Chelsea Boot
Color: Madeira Truffle Water-Resistant
Price: $181.66MSRP: $226.00
Rating: 4Rated 4 stars out of 5(32)

Marc Joseph New York - Crosby ST. Color Black Soft Grainy. On sale for $99.95. MSRP $195.00..

Black Marc Joseph New York Crosby ST

Black Marc Joseph New York Crosby ST

Brand Name: Marc Joseph New York
Product Name: Crosby ST
Color: Black Soft Grainy
Price: $99.95MSRP: $195.00
Rating

Mephisto - Murray. Color Dark Brown Leather. Low Stock. $498.95.

7 left in stock

Brown Mephisto Murray

Brown Mephisto Murray

+2

Brand Name: Mephisto
Product Name: Murray
Color: Dark Brown Leather
Price: $498.95
Rating

Bruno Magli - Byron. Color Black. Low Stock. On sale for $266.00. MSRP $475.00..

1 left in stock

Black Bruno Magli Byron

Black Bruno Magli Byron

Brand Name: Bruno Magli
Product Name: Byron
Color: Black
Price: $266.00MSRP: $475.00
Rating

Marc Joseph New York - Crosby Boots. Color Cognac Grainy. On sale for $85.21. MSRP $195.00.. 5.0 out of 5 stars

Brown Marc Joseph New York Crosby Boots

Brown Marc Joseph New York Crosby Boots

Brand Name: Marc Joseph New York
Product Name: Crosby Boots
Color: Cognac Grainy
Price: $85.21MSRP: $195.00
Rating: 5Rated 5 stars out of 5(1)

Allen Edmonds - Dawson. Color Mahogany. On sale for $380.00. MSRP $475.00.. 4.6 out of 5 stars

Mahogany Allen Edmonds Dawson

Mahogany Allen Edmonds Dawson

Brand Name: Allen Edmonds
Product Name: Dawson
Color: Mahogany
Price: $380.00MSRP: $475.00
Rating: 5Rated 5 stars out of 5(14)

Vince - Erik. Color Coca Brown. Low Stock. On sale for $276.50. MSRP $450.00..

2 left in stock

Brown Vince Erik

Brown Vince Erik

+2

Brand Name: Vince
Product Name: Erik
Color: Coca Brown
Price: $276.50MSRP: $450.00
Rating

Polo Ralph Lauren - Oslo Chelsea. Color Light Beige. On sale for $136.06. MSRP $178.00.. 3.0 out of 5 stars

Beige Polo Ralph Lauren Oslo Chelsea

Beige Polo Ralph Lauren Oslo Chelsea

+2 colors/patterns

Brand Name: Polo Ralph Lauren
Product Name: Oslo Chelsea
Color: Light Beige
Price: $136.06MSRP: $178.00
Rating: 3Rated 3 stars out of 5(1)

Dockers - Novato. Color Dark Brown. On sale for $69.99. MSRP $95.00..

Brown Dockers Novato

Brown Dockers Novato

Brand Name: Dockers
Product Name: Novato
Color: Dark Brown
Price: $69.99MSRP: $95.00
Rating

Eastland 1955 Edition - Daily Double. Color Tan. Low Stock. On sale for $94.87. MSRP $125.00.. 3.5 out of 5 stars

8 left in stock

Tan Eastland 1955 Edition Daily Double

Tan Eastland 1955 Edition Daily Double

+2

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Color: Tan
Price: $94.87MSRP: $125.00
Rating: 4Rated 4 stars out of 5(12)

Naot - Business. Color French Roast Leather/Saddle Brown Leather/Seal Brown Suede. Low Stock. $239.95. 4.6 out of 5 stars

8 left in stock

Black Naot Business

Black Naot Business

+1

Brand Name: Naot
Product Name: Business
Color: French Roast Leather/Saddle Brown Leather/Seal Brown Suede
Price: $239.95
Rating: 5Rated 5 stars out of 5(35)

L.L.Bean - Bean Boot 6.5" Chelsea. Color Allspice/Bean Boot Brown/Gum. $159.00. 3.0 out of 5 stars

Black L.L.Bean Bean Boot 6.5" Chelsea

Black L.L.Bean Bean Boot 6.5" Chelsea

+2

Brand Name: L.L.Bean
Product Name: Bean Boot 6.5" Chelsea
Color: Allspice/Bean Boot Brown/Gum
Price: $159.00
Rating: 3Rated 3 stars out of 5(32)

Ariat - Booker Ultra Western Boots. Color Charro Tan. $149.95. 4.7 out of 5 stars

Brown Ariat Booker Ultra Western Boots

Brown Ariat Booker Ultra Western Boots

Brand Name: Ariat
Product Name: Booker Ultra Western Boots
Color: Charro Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(168)

Ariat - Midtown Rambler. Color Barn Brown. $159.95. 4.4 out of 5 stars

Brown Ariat Midtown Rambler

Brown Ariat Midtown Rambler

+2 colors/patterns

Brand Name: Ariat
Product Name: Midtown Rambler
Color: Barn Brown
Price: $159.95
Rating: 4Rated 4 stars out of 5(251)

Ariat - Hybrid Low Western Boot. Color Stone. $159.95. 4.6 out of 5 stars

White Ariat Hybrid Low Western Boot

White Ariat Hybrid Low Western Boot

Brand Name: Ariat
Product Name: Hybrid Low Western Boot
Color: Stone
Price: $159.95
Rating: 5Rated 5 stars out of 5(62)

Ariat - Booker Ultra Square Toe Western Boots. Color Almond Roca. $149.95. 4.7 out of 5 stars

Brown Ariat Booker Ultra Square Toe Western Boots

Brown Ariat Booker Ultra Square Toe Western Boots

+4

Brand Name: Ariat
Product Name: Booker Ultra Square Toe Western Boots
Color: Almond Roca
Price: $149.95
Rating: 5Rated 5 stars out of 5(42)

Ariat - Sport Booker Ultra. Color Distressed Tan. Low Stock. $149.95. 4.8 out of 5 stars

7 left in stock

Tan Ariat Sport Booker Ultra

Tan Ariat Sport Booker Ultra

Brand Name: Ariat
Product Name: Sport Booker Ultra
Color: Distressed Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(443)

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $84.95. MSRP $115.00.. 4.2 out of 5 stars

Brown Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brown Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Color: Brown CH
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(95)

Florsheim - Duke. Color Black Cavello. $149.95. 4.5 out of 5 stars

Black Florsheim Duke

Black Florsheim Duke

+2

Brand Name: Florsheim
Product Name: Duke
Color: Black Cavello
Price: $149.95
Rating: 5Rated 5 stars out of 5(898)

Stacy Adams - Martindale Chukka Boot. Color Bordeaux. On sale for $93.60. MSRP $130.00.. 4.0 out of 5 stars

Burgundy Stacy Adams Martindale Chukka Boot

Burgundy Stacy Adams Martindale Chukka Boot

Brand Name: Stacy Adams
Product Name: Martindale Chukka Boot
Color: Bordeaux
Price: $93.60MSRP: $130.00
Rating: 4Rated 4 stars out of 5(1)

Johnston & Murphy - Upton Chelsea. Color Brown Oiled Full Grain. $169.00. 4.8 out of 5 stars

Brown Johnston & Murphy Upton Chelsea

Brown Johnston & Murphy Upton Chelsea

Brand Name: Johnston & Murphy
Product Name: Upton Chelsea
Color: Brown Oiled Full Grain
Price: $169.00
Rating: 5Rated 5 stars out of 5(82)

Dr. Martens - 2976 Quad Smooth Leather Platform Chelsea Boots. Color Black Polished Smooth. $210.00. 4.3 out of 5 stars

Black Dr. Martens 2976 Quad Smooth Leather Platform Chelsea Boots

Black Dr. Martens 2976 Quad Smooth Leather Platform Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Quad Smooth Leather Platform Chelsea Boots
Color: Black Polished Smooth
Price: $210.00
Rating: 4Rated 4 stars out of 5(32)

Blundstone - Lug Boot. Color Rustic Black. $234.95. 4.5 out of 5 stars

Black Blundstone Lug Boot

Black Blundstone Lug Boot

+1

Brand Name: Blundstone
Product Name: Lug Boot
Color: Rustic Black
Price: $234.95
Rating: 4Rated 4 stars out of 5(17)

Florsheim - Renegade Plain Toe Gore Boot. Color Black. $149.95. 4.6 out of 5 stars

Black Florsheim Renegade Plain Toe Gore Boot

Black Florsheim Renegade Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Renegade Plain Toe Gore Boot
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(18)

Steve Madden - Hawke. Color Black/Grey. Low Stock. On sale for $130.95. MSRP $170.00.. 5.0 out of 5 stars

7 left in stock

Black Steve Madden Hawke

Black Steve Madden Hawke

Brand Name: Steve Madden
Product Name: Hawke
Color: Black/Grey
Price: $130.95MSRP: $170.00
Rating: 5Rated 5 stars out of 5(1)

Dr. Martens - 2976 Bex Smooth Leather Chelsea Boots. Color Black Smooth. $180.00. 3.8 out of 5 stars

Black Dr. Martens 2976 Bex Smooth Leather Chelsea Boots

Black Dr. Martens 2976 Bex Smooth Leather Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Bex Smooth Leather Chelsea Boots
Color: Black Smooth
Price: $180.00
Rating: 4Rated 4 stars out of 5(22)

Blundstone - BL2305 Original Chelsea Boots. Color Sierra Brown. $224.95. 5.0 out of 5 stars

Brown Blundstone BL2305 Original Chelsea Boots

Brown Blundstone BL2305 Original Chelsea Boots

Brand Name: Blundstone
Product Name: BL2305 Original Chelsea Boots
Color: Sierra Brown
Price: $224.95
Rating: 5Rated 5 stars out of 5(1)

Deer Stags - Brayden. Color Black. On sale for $63.16. MSRP $100.00.. 3.0 out of 5 stars

Black Deer Stags Brayden

Black Deer Stags Brayden

+2

Brand Name: Deer Stags
Product Name: Brayden
Color: Black
Price: $63.16MSRP: $100.00
Rating: 3Rated 3 stars out of 5(1)

BOSS - Colby Chelsea Boot. Color Dark Blue. $199.00. 5.0 out of 5 stars

Blue BOSS Colby Chelsea Boot

Blue BOSS Colby Chelsea Boot

+2

Brand Name: BOSS
Product Name: Colby Chelsea Boot
Color: Dark Blue
Price: $199.00
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - Austin. Color Cognac Grainy. On sale for $89.95. MSRP $195.00.. 5.0 out of 5 stars

Brown Marc Joseph New York Austin

Brown Marc Joseph New York Austin

+2

Brand Name: Marc Joseph New York
Product Name: Austin
Color: Cognac Grainy
Price: $89.95MSRP: $195.00
Rating: 5Rated 5 stars out of 5(5)

Cole Haan - Hawthorne Chelsea Boot. Color Dark Chocolate. $140.00. 5.0 out of 5 stars

Brown Cole Haan Hawthorne Chelsea Boot

Brown Cole Haan Hawthorne Chelsea Boot

+1

Brand Name: Cole Haan
Product Name: Hawthorne Chelsea Boot
Color: Dark Chocolate
Price: $140.00
Rating: 5Rated 5 stars out of 5(2)

ECCO - Grainer Chelsea Boot. Color Black. On sale for $132.49. MSRP $190.00.. 4.8 out of 5 stars

Black ECCO Grainer Chelsea Boot

Black ECCO Grainer Chelsea Boot

Brand Name: ECCO
Product Name: Grainer Chelsea Boot
Color: Black
Price: $132.49MSRP: $190.00
Rating: 5Rated 5 stars out of 5(4)

La Canadienne - Luke. Color Black Leather. On sale for $247.50. MSRP $450.00..

Black La Canadienne Luke

Black La Canadienne Luke

Brand Name: La Canadienne
Product Name: Luke
Color: Black Leather
Price: $247.50MSRP: $450.00
Rating

Polo Ralph Lauren - Oslo Chelsea Boot. Color Black. $158.00. 4.0 out of 5 stars

Black Polo Ralph Lauren Oslo Chelsea Boot

Black Polo Ralph Lauren Oslo Chelsea Boot

Brand Name: Polo Ralph Lauren
Product Name: Oslo Chelsea Boot
Color: Black
Price: $158.00
Rating: 4Rated 4 stars out of 5(6)

COACH - Dalton Chelsea Boot. Color Black. $295.00. 1.0 out of 5 stars

Black COACH Dalton Chelsea Boot

Black COACH Dalton Chelsea Boot

+2

Brand Name: COACH
Product Name: Dalton Chelsea Boot
Color: Black
Price: $295.00
Rating: 1Rated 1 star out of 5(1)

Steve Madden - Sverne. Color Black Leather. Low Stock. On sale for $126.72. MSRP $150.00.. 3.0 out of 5 stars

7 left in stock

Black Steve Madden Sverne

Black Steve Madden Sverne

Brand Name: Steve Madden
Product Name: Sverne
Color: Black Leather
Price: $126.72MSRP: $150.00
Rating: 3Rated 3 stars out of 5(1)

AllSaints - Creed Boot. Color Black. On sale for $199.99. MSRP $299.00..

Black AllSaints Creed Boot

Black AllSaints Creed Boot

Brand Name: AllSaints
Product Name: Creed Boot
Color: Black
Price: $199.99MSRP: $299.00
Rating

Twisted X - MCA0013. Color Oiled Saddle. $159.95.

Tan Twisted X MCA0013

Tan Twisted X MCA0013

Brand Name: Twisted X
Product Name: MCA0013
Color: Oiled Saddle
Price: $159.95
Rating

Thomas & Vine - Jaylon. Color Black. Low Stock. On sale for $99.05. MSRP $169.99.. 3.0 out of 5 stars

8 left in stock

Black Thomas & Vine Jaylon

Black Thomas & Vine Jaylon

Brand Name: Thomas & Vine
Product Name: Jaylon
Color: Black
Price: $99.05MSRP: $169.99
Rating: 3Rated 3 stars out of 5(1)

GANT - Brockwill. Color Dark Brown. Low Stock. On sale for $188.65. MSRP $245.00..

2 left in stock

Brown GANT Brockwill

Brown GANT Brockwill

+2

Brand Name: GANT
Product Name: Brockwill
Color: Dark Brown
Price: $188.65MSRP: $245.00
Rating

Steve Madden - Duke. Color Cognac Leather. $139.96. 5.0 out of 5 stars

Brown Steve Madden Duke

Brown Steve Madden Duke

Brand Name: Steve Madden
Product Name: Duke
Color: Cognac Leather
Price: $139.96
Rating: 5Rated 5 stars out of 5(1)

Nisolo - Marco Everyday Chelsea Boot. Color Mahogany. $259.99.

Mahogany Nisolo Marco Everyday Chelsea Boot

Mahogany Nisolo Marco Everyday Chelsea Boot

+3

Brand Name: Nisolo
Product Name: Marco Everyday Chelsea Boot
Color: Mahogany
Price: $259.99
Rating

Massimo Matteo - Chelsea Classic Boots. Color Black Leather. On sale for $65.52. MSRP $94.95..

Black Massimo Matteo Chelsea Classic Boots

Black Massimo Matteo Chelsea Classic Boots

Brand Name: Massimo Matteo
Product Name: Chelsea Classic Boots
Color: Black Leather
Price: $65.52MSRP: $94.95
Rating

Twisted X - MHKB003. Color Distressed Saddle/Saddle. $159.95.

Brown Twisted X MHKB003

Brown Twisted X MHKB003

Brand Name: Twisted X
Product Name: MHKB003
Color: Distressed Saddle/Saddle
Price: $159.95
Rating

Thomas & Vine - Oswald. Color Black. Low Stock. On sale for $99.05. MSRP $169.99.. 3.0 out of 5 stars

6 left in stock

Black Thomas & Vine Oswald

Black Thomas & Vine Oswald

Brand Name: Thomas & Vine
Product Name: Oswald
Color: Black
Price: $99.05MSRP: $169.99
Rating: 3Rated 3 stars out of 5(1)

Steve Madden - Hamlin. Color Black Leather. Low Stock. On sale for $118.24. MSRP $150.00.. 1.0 out of 5 stars

3 left in stock

Black Steve Madden Hamlin

Black Steve Madden Hamlin

Brand Name: Steve Madden
Product Name: Hamlin
Color: Black Leather
Price: $118.24MSRP: $150.00
Rating: 1Rated 1 star out of 5(2)

COACH - Carver Boot. Color Black. On sale for $265.16. MSRP $295.00..

Black COACH Carver Boot

Black COACH Carver Boot

Brand Name: COACH
Product Name: Carver Boot
Color: Black
Price: $265.16MSRP: $295.00
Rating

La Canadienne - Lev. Color Black Suede. On sale for $252.00. MSRP $450.00..

Black La Canadienne Lev

Black La Canadienne Lev

Brand Name: La Canadienne
Product Name: Lev
Color: Black Suede
Price: $252.00MSRP: $450.00
Rating

SeaVees - Ballard Boot. Color Stone. On sale for $103.60. MSRP $110.00..

White SeaVees Ballard Boot

White SeaVees Ballard Boot

Brand Name: SeaVees
Product Name: Ballard Boot
Color: Stone
Price: $103.60MSRP: $110.00
Rating

Frye - Bowery Chelsea. Color Cognac Antique Pull Up. Low Stock. On sale for $278.76. MSRP $328.00.. 3.9 out of 5 stars

8 left in stock

Brown Frye Bowery Chelsea

Brown Frye Bowery Chelsea

Brand Name: Frye
Product Name: Bowery Chelsea
Color: Cognac Antique Pull Up
Price: $278.76MSRP: $328.00
Rating: 4Rated 4 stars out of 5(15)

Vince Camuto - Huntsley. Color Honey 2. Low Stock. $169.00.

9 left in stock

Tan Vince Camuto Huntsley

Tan Vince Camuto Huntsley

Brand Name: Vince Camuto
Product Name: Huntsley
Color: Honey 2
Price: $169.00
Rating

HUGO - Ryan Chelsea Boot. Color Dark Brown. On sale for $160.04. MSRP $199.00..

Brown HUGO Ryan Chelsea Boot

Brown HUGO Ryan Chelsea Boot

+2

Brand Name: HUGO
Product Name: Ryan Chelsea Boot
Color: Dark Brown
Price: $160.04MSRP: $199.00
Rating

AllSaints - Rhett Boot Two. Color Sand. Low Stock. On sale for $187.84. MSRP $289.00..

9 left in stock

Beige AllSaints Rhett Boot Two

Beige AllSaints Rhett Boot Two

Brand Name: AllSaints
Product Name: Rhett Boot Two
Color: Sand
Price: $187.84MSRP: $289.00
Rating

Cole Haan - Grand Atlantic Chelsea. Color Earthen Nubuck/Ivory Water Resistant. Low Stock. On sale for $116.34. MSRP $130.00..

9 left in stock

Taupe Cole Haan Grand Atlantic Chelsea

Taupe Cole Haan Grand Atlantic Chelsea

Brand Name: Cole Haan
Product Name: Grand Atlantic Chelsea
Color: Earthen Nubuck/Ivory Water Resistant
Price: $116.34MSRP: $130.00
Rating

Hey Dude - Branson Craft Leather Boot. Color Walnut. On sale for $89.99. MSRP $99.99.. 4.4 out of 5 stars

Brown Hey Dude Branson Craft Leather Boot

Brown Hey Dude Branson Craft Leather Boot

Brand Name: Hey Dude
Product Name: Branson Craft Leather Boot
Color: Walnut
Price: $89.99MSRP: $99.99
Rating: 4Rated 4 stars out of 5(121)

Blundstone - BL587 Classic 550 Chelsea Boot. Color Rustic Black. $229.95. 4.6 out of 5 stars

Black Blundstone BL587 Classic 550 Chelsea Boot

Black Blundstone BL587 Classic 550 Chelsea Boot

Brand Name: Blundstone
Product Name: BL587 Classic 550 Chelsea Boot
Color: Rustic Black
Price: $229.95
Rating: 5Rated 5 stars out of 5(261)

MCM - Col VST MN Knit Ankle Boot. Color Black/Cognac. On sale for $517.50. MSRP $750.00.. 4.0 out of 5 stars

Black MCM Col VST MN Knit Ankle Boot

Black MCM Col VST MN Knit Ankle Boot

Brand Name: MCM
Product Name: Col VST MN Knit Ankle Boot
Color: Black/Cognac
Price: $517.50MSRP: $750.00
Rating: 4Rated 4 stars out of 5(1)

Vince Camuto - Firat Chelsea Boot. Color Black. Low Stock. $169.00.

6 left in stock

Black Vince Camuto Firat Chelsea Boot

Black Vince Camuto Firat Chelsea Boot

Brand Name: Vince Camuto
Product Name: Firat Chelsea Boot
Color: Black
Price: $169.00
Rating

BOSS - Adley Suede Chelsea Boot. Color Medium Beige. On sale for $188.03. MSRP $230.00..

Beige BOSS Adley Suede Chelsea Boot

Beige BOSS Adley Suede Chelsea Boot

+2

Brand Name: BOSS
Product Name: Adley Suede Chelsea Boot
Color: Medium Beige
Price: $188.03MSRP: $230.00
Rating

Dockers - Durham. Color Black. On sale for $53.55. MSRP $85.00..

Black Dockers Durham

Black Dockers Durham

+3

Brand Name: Dockers
Product Name: Durham
Color: Black
Price: $53.55MSRP: $85.00
Rating

Deer Stags - Rockland. Color Redwood/Dark Brown. On sale for $59.99. MSRP $100.00.. 3.6 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+2

Brand Name: Deer Stags
Product Name: Rockland
Color: Redwood/Dark Brown
Price: $59.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

ECCO - Track 25 Hydromax Water Resistant Chelsea Boot. Color Cocoa Brown Nubuck. On sale for $149.99. MSRP $200.00.. 5.0 out of 5 stars

Brown ECCO Track 25 Hydromax Water Resistant Chelsea Boot

Brown ECCO Track 25 Hydromax Water Resistant Chelsea Boot

+2

Brand Name: ECCO
Product Name: Track 25 Hydromax Water Resistant Chelsea Boot
Color: Cocoa Brown Nubuck
Price: $149.99MSRP: $200.00
Rating: 5Rated 5 stars out of 5(2)

Stacy Adams - Gabriel Chelsea Boot. Color Black Suede. On sale for $87.93. MSRP $120.00.. 4.6 out of 5 stars

Black Stacy Adams Gabriel Chelsea Boot

Black Stacy Adams Gabriel Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Color: Black Suede
Price: $87.93MSRP: $120.00
Rating: 5Rated 5 stars out of 5(8)

UGG - Neumel Chelsea. Color Chestnut. $139.95. 4.6 out of 5 stars

Brown UGG Neumel Chelsea

Brown UGG Neumel Chelsea

+4

Brand Name: UGG
Product Name: Neumel Chelsea
Color: Chestnut
Price: $139.95
Rating: 5Rated 5 stars out of 5(109)

1 of 2

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.