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

Men's Size 8.5 Chelsea Boots

76 items found

Sort By

Your Selections

Search Results

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

Brown Ariat Wexford Waterproof

Brown Ariat Wexford Waterproof

Brand Name: Ariat
Product Name: Wexford Waterproof
Gender: Men's
Color: Dark Brown
Price: $199.95
Rating: 5Rated 5 stars out of 5(178)

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
Gender: Unisex
Color: Stout Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(399)

Chaco - Fields Chelsea Waterproof. Color Chestnut Brown. On sale for $129.99. MSRP $160.00.. 4.1 out of 5 stars

Brown Chaco Fields Chelsea Waterproof

Brown Chaco Fields Chelsea Waterproof

+2

Brand Name: Chaco
Product Name: Fields Chelsea Waterproof
Gender: Men's
Color: Chestnut Brown
Price: $129.99MSRP: $160.00
Rating: 4Rated 4 stars out of 5(23)

Wolverine - Floorhand Waterproof Romeo. Color Dark Brown. Low Stock. On sale for $99.95. MSRP $110.00.. 3.5 out of 5 stars

4 left in stock

Brown Wolverine Floorhand Waterproof Romeo

Brown Wolverine Floorhand Waterproof Romeo

Brand Name: Wolverine
Product Name: Floorhand Waterproof Romeo
Gender: Men's
Color: Dark Brown
Price: $99.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(4)

Clarks - Morris Easy. Color Black Leather. On sale for $94.19. MSRP $130.00.. 3.0 out of 5 stars

Black Clarks Morris Easy

Black Clarks Morris Easy

+2

Brand Name: Clarks
Product Name: Morris Easy
Gender: Men's
Color: Black Leather
Price: $94.19MSRP: $130.00
Rating: 3Rated 3 stars out of 5(4)

Blundstone - Thermal All - Terrain. Color Black. $279.95. 4.4 out of 5 stars

Black Blundstone Thermal All - Terrain

Black Blundstone Thermal All - Terrain

+3

Brand Name: Blundstone
Product Name: Thermal All - Terrain
Gender: Unisex
Color: Black
Price: $279.95
Rating: 4Rated 4 stars out of 5(16)

Martin Dingman - Windsor Waterproof. Color Caramel. Low Stock. On sale for $107.50. MSRP $250.00.. 2.0 out of 5 stars

9 left in stock

Brown Martin Dingman Windsor Waterproof

Brown Martin Dingman Windsor Waterproof

+2

Brand Name: Martin Dingman
Product Name: Windsor Waterproof
Gender: Men's
Color: Caramel
Price: $107.50MSRP: $250.00
Rating: 2Rated 2 stars out of 5(1)

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
Gender: Unisex
Color: Rustic Black
Price: $229.95
Rating: 5Rated 5 stars out of 5(261)

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
Gender: Men's
Color: Black Cavello
Price: $149.95
Rating: 5Rated 5 stars out of 5(897)

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)
Gender: Unisex
Color: Black Nubuck
Price: $200.00
Rating: 4Rated 4 stars out of 5(42)

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
Gender: Men's
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(18)

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
Gender: Men's
Color: Matte Black
Price: $159.95
Rating: 5Rated 5 stars out of 5(3)

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
Gender: Men's
Color: Brown CH
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(95)

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
Gender: Men's
Color: Copper Rough & Tough Leather
Price: $259.99
Rating: 4Rated 4 stars out of 5(21)

Ariat - Booker Ultra Square Toe Western Boots. Color Oily Distressed Tan. $149.95. 4.7 out of 5 stars

Tan Ariat Booker Ultra Square Toe Western Boots

Tan Ariat Booker Ultra Square Toe Western Boots

+4

Brand Name: Ariat
Product Name: Booker Ultra Square Toe Western Boots
Gender: Men's
Color: Oily Distressed Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(40)

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
Gender: Men's
Color: Chocolate
Price: $210.00
Rating: 4Rated 4 stars out of 5(1)

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

Brown Born Hemlock

Brown Born Hemlock

+2

Brand Name: Born
Product Name: Hemlock
Gender: Men's
Color: Brown Full Grain
Price: $135.00
Rating: 4Rated 4 stars out of 5(189)

Florsheim - Lodge Plain Toe Gore Boot. Color Brown Crazy Horse. $129.95. 4.5 out of 5 stars

Brown Florsheim Lodge Plain Toe Gore Boot

Brown Florsheim Lodge Plain Toe Gore Boot

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $129.95
Rating: 5Rated 5 stars out of 5(93)

Red Wing Heritage - Classic Chelsea. Color Amber Harness. $299.99. 4.8 out of 5 stars

Brown Red Wing Heritage Classic Chelsea

Brown Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Amber Harness
Price: $299.99
Rating: 5Rated 5 stars out of 5(10)

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

Brown Blundstone Lug Boot

Brown Blundstone Lug Boot

+1

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

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
Gender: Men's
Color: Black
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(8)

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

Gray Born Brody

Gray Born Brody

+3

Brand Name: Born
Product Name: Brody
Gender: Men's
Color: Dark Grey Dist
Price: $140.00
Rating: 5Rated 5 stars out of 5(23)

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
Gender: Men's
Color: Black
Price: $139.95
Rating: 5Rated 5 stars out of 5(25)

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
Gender: Men's
Color: Dark Brown
Price: $69.99MSRP: $95.00
Rating

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
Gender: Men's
Color: Black
Price: $295.00
Rating: 1Rated 1 star out of 5(1)

Marc Joseph New York - Chicago. Color Black Grainy. On sale for $89.95. MSRP $195.00..

Black Marc Joseph New York Chicago

Black Marc Joseph New York Chicago

+2 colors/patterns

Brand Name: Marc Joseph New York
Product Name: Chicago
Gender: Men's
Color: Black Grainy
Price: $89.95MSRP: $195.00
Rating

Columbia - Landroamer™ Scout. Color Peatmoss/Bright Orange. On sale for $85.16. MSRP $120.00.. 4.3 out of 5 stars

Khaki Columbia Landroamer™ Scout

Khaki Columbia Landroamer™ Scout

+3

Brand Name: Columbia
Product Name: Landroamer™ Scout
Gender: Men's
Color: Peatmoss/Bright Orange
Price: $85.16MSRP: $120.00
Rating: 4Rated 4 stars out of 5(19)

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
Gender: Men's
Color: Black Custom Calf
Price: $495.00
Rating: 4Rated 4 stars out of 5(89)

Marc Joseph New York - Austin. Color Truffle Washed 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
Gender: Men's
Color: Truffle Washed Grainy
Price: $89.95MSRP: $195.00
Rating: 5Rated 5 stars out of 5(5)

Johnston & Murphy - Kelton Chelsea. Color Black Full Grain. Low Stock. On sale for $114.70. MSRP $155.00.. 3.0 out of 5 stars

8 left in stock

Black Johnston & Murphy Kelton Chelsea

Black Johnston & Murphy Kelton Chelsea

Brand Name: Johnston & Murphy
Product Name: Kelton Chelsea
Gender: Men's
Color: Black Full Grain
Price: $114.70MSRP: $155.00
Rating: 3Rated 3 stars out of 5(1)

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
Gender: Men's
Color: Barn Brown
Price: $159.95
Rating: 4Rated 4 stars out of 5(248)

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
Gender: Men's
Color: Light Beige
Price: $136.06MSRP: $178.00
Rating: 3Rated 3 stars out of 5(1)

Johnston & Murphy - Upton Chelsea. Color Brown Oiled Full Grain. $169.00. 4.7 out of 5 stars

Brown Johnston & Murphy Upton Chelsea

Brown Johnston & Murphy Upton Chelsea

Brand Name: Johnston & Murphy
Product Name: Upton Chelsea
Gender: Men's
Color: Brown Oiled Full Grain
Price: $169.00
Rating: 5Rated 5 stars out of 5(3)

Deer Stags - Brayden. Color Brown. $100.00. 3.0 out of 5 stars

Brown Deer Stags Brayden

Brown Deer Stags Brayden

+2

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Brown
Price: $100.00
Rating: 3Rated 3 stars out of 5(1)

Stacy Adams - Kalen Chelsea Boot. Color Black. $130.00. 4.8 out of 5 stars

Black Stacy Adams Kalen Chelsea Boot

Black Stacy Adams Kalen Chelsea Boot

+2

Brand Name: Stacy Adams
Product Name: Kalen Chelsea Boot
Gender: Men's
Color: Black
Price: $130.00
Rating: 5Rated 5 stars out of 5(12)

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
Gender: Men's
Color: Stone
Price: $159.95
Rating: 5Rated 5 stars out of 5(60)

Deer Stags - Argos. Color Black/Blue. On sale for $54.99. 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
Gender: Men's
Color: Black/Blue
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(24)

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

Black Bogs Classic Casual Chelsea II

Black Bogs Classic Casual Chelsea II

+2

Brand Name: Bogs
Product Name: Classic Casual Chelsea II
Gender: Men's
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(7)

Blundstone - BL2391 Ankle Boots. Color Brown Suede. Low Stock. $254.95. 3.0 out of 5 stars

8 left in stock

Brown Blundstone BL2391 Ankle Boots

Brown Blundstone BL2391 Ankle Boots

Brand Name: Blundstone
Product Name: BL2391 Ankle Boots
Gender: Men's
Color: Brown Suede
Price: $254.95
Rating: 3Rated 3 stars out of 5(1)

XTRATUF - Leather Ankle Deck Boot. Color Black. Low Stock. On sale for $79.99. MSRP $155.00.. 4.1 out of 5 stars

5 left in stock

Black XTRATUF Leather Ankle Deck Boot

Black XTRATUF Leather Ankle Deck Boot

Brand Name: XTRATUF
Product Name: Leather Ankle Deck Boot
Gender: Men's
Color: Black
Price: $79.99MSRP: $155.00
Rating: 4Rated 4 stars out of 5(17)

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

Tan Twisted X MCA0013

Tan Twisted X MCA0013

Brand Name: Twisted X
Product Name: MCA0013
Gender: Men's
Color: Oiled Saddle
Price: $159.95
Rating

Allen Edmonds - Dawson. Color Mahogany. Low Stock. On sale for $365.75. MSRP $475.00.. 4.6 out of 5 stars

10 left in stock

Mahogany Allen Edmonds Dawson

Mahogany Allen Edmonds Dawson

Brand Name: Allen Edmonds
Product Name: Dawson
Gender: Men's
Color: Mahogany
Price: $365.75MSRP: $475.00
Rating: 5Rated 5 stars out of 5(14)

Eastland 1955 Edition - Daily Double. Color Tan. Low Stock. On sale for $87.50. MSRP $125.00.. 3.5 out of 5 stars

10 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
Gender: Men's
Color: Tan
Price: $87.50MSRP: $125.00
Rating: 4Rated 4 stars out of 5(12)

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Black Full Grain. $185.00. 4.4 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
Gender: Men's
Color: Black Full Grain
Price: $185.00
Rating: 4Rated 4 stars out of 5(25)

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
Gender: Men's
Color: Black Leather
Price: $65.52MSRP: $94.95
Rating

Blundstone - BL1901 Dress Ankle Chelsea Boot. Color Black. Low Stock. $244.95. 3.6 out of 5 stars

2 left in stock

Black Blundstone BL1901 Dress Ankle Chelsea Boot

Black Blundstone BL1901 Dress Ankle Chelsea Boot

Brand Name: Blundstone
Product Name: BL1901 Dress Ankle Chelsea Boot
Gender: Unisex
Color: Black
Price: $244.95
Rating: 4Rated 4 stars out of 5(18)

Blundstone - BL519 Original 500 Chelsea Boot. Color Stout Brown/Olive. $214.95. 4.5 out of 5 stars

Brown Blundstone BL519 Original 500 Chelsea Boot

Brown Blundstone BL519 Original 500 Chelsea Boot

Brand Name: Blundstone
Product Name: BL519 Original 500 Chelsea Boot
Gender: Unisex
Color: Stout Brown/Olive
Price: $214.95
Rating: 4Rated 4 stars out of 5(224)

Thomas & Vine - Oswald. Color Black. Low Stock. On sale for $97.74. MSRP $169.99.. 3.0 out of 5 stars

5 left in stock

Black Thomas & Vine Oswald

Black Thomas & Vine Oswald

Brand Name: Thomas & Vine
Product Name: Oswald
Gender: Men's
Color: Black
Price: $97.74MSRP: $169.99
Rating: 3Rated 3 stars out of 5(1)

Steve Madden - Sverne. Color Tan Leather. On sale for $100.15. MSRP $150.00.. 3.0 out of 5 stars

Tan Steve Madden Sverne

Tan Steve Madden Sverne

Brand Name: Steve Madden
Product Name: Sverne
Gender: Men's
Color: Tan Leather
Price: $100.15MSRP: $150.00
Rating: 3Rated 3 stars out of 5(1)

COACH - Carver Boot. Color Black. On sale for $266.61. MSRP $295.00..

Black COACH Carver Boot

Black COACH Carver Boot

Brand Name: COACH
Product Name: Carver Boot
Gender: Men's
Color: Black
Price: $266.61MSRP: $295.00
Rating

Roper - Clearcut Romeo. Color Tan. Low Stock. On sale for $39.98. MSRP $100.00.. 4.0 out of 5 stars

1 left in stock

Tan Roper Clearcut Romeo

Tan Roper Clearcut Romeo

Brand Name: Roper
Product Name: Clearcut Romeo
Gender: Men's
Color: Tan
Price: $39.98MSRP: $100.00
Rating: 4Rated 4 stars out of 5(1)

UGG - Burleigh Chelsea. Color Chestnut. $169.95. 4.5 out of 5 stars

Brown UGG Burleigh Chelsea

Brown UGG Burleigh Chelsea

+2

Brand Name: UGG
Product Name: Burleigh Chelsea
Gender: Men's
Color: Chestnut
Price: $169.95
Rating: 5Rated 5 stars out of 5(16)

Forsake - Phil Chelsea. Color Gray. $145.00.

Gray Forsake Phil Chelsea

Gray Forsake Phil Chelsea

+2

Brand Name: Forsake
Product Name: Phil Chelsea
Gender: Men's
Color: Gray
Price: $145.00
Rating

Johnston & Murphy - Barrett Chelsea. Color Mahogany Full Grain. Low Stock. $185.00. 4.5 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
Gender: Men's
Color: Mahogany Full Grain
Price: $185.00
Rating: 4Rated 4 stars out of 5(73)

BOSS - Colby Chelsea Boot. Color Medium Beige. On sale for $136.93. MSRP $199.00.. 5.0 out of 5 stars

Beige BOSS Colby Chelsea Boot

Beige BOSS Colby Chelsea Boot

+2

Brand Name: BOSS
Product Name: Colby Chelsea Boot
Gender: Men's
Color: Medium Beige
Price: $136.93MSRP: $199.00
Rating: 5Rated 5 stars out of 5(1)

Vince - Erik. Color Black. On sale for $301.50. MSRP $450.00..

Black Vince Erik

Black Vince Erik

+2

Brand Name: Vince
Product Name: Erik
Gender: Men's
Color: Black
Price: $301.50MSRP: $450.00
Rating

Cole Haan - Grand Atlantic Chelsea. Color Earthen Nubuck/Ivory Water Resistant. On sale for $118.31. MSRP $130.00..

Taupe Cole Haan Grand Atlantic Chelsea

Taupe Cole Haan Grand Atlantic Chelsea

Brand Name: Cole Haan
Product Name: Grand Atlantic Chelsea
Gender: Men's
Color: Earthen Nubuck/Ivory Water Resistant
Price: $118.31MSRP: $130.00
Rating

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

Black Steve Madden Hawke

Black Steve Madden Hawke

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

SeaVees - Ballard Boot. Color Stone. On sale for $96.64. MSRP $110.00..

White SeaVees Ballard Boot

White SeaVees Ballard Boot

Brand Name: SeaVees
Product Name: Ballard Boot
Gender: Men's
Color: Stone
Price: $96.64MSRP: $110.00
Rating

Thomas & Vine - Jaylon. Color Black. Low Stock. On sale for $118.99. 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
Gender: Men's
Color: Black
Price: $118.99MSRP: $169.99
Rating: 3Rated 3 stars out of 5(1)

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

Brown UGG Biltmore Chelsea

Brown UGG Biltmore Chelsea

+3

Brand Name: UGG
Product Name: Biltmore Chelsea
Gender: Men's
Color: Chestnut Suede
Price: $149.95
Rating: 4Rated 4 stars out of 5(204)

Steve Madden - Highline. Color Taupe Suede. $99.57. 4.1 out of 5 stars

Taupe Steve Madden Highline

Taupe Steve Madden Highline

+5

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Taupe Suede
Price: $99.57
Rating: 4Rated 4 stars out of 5(21)

Dockers - Brookside. Color Black. $85.00.

Black Dockers Brookside

Black Dockers Brookside

+2

Brand Name: Dockers
Product Name: Brookside
Gender: Men's
Color: Black
Price: $85.00
Rating

Dockers - Durham. Color Dark Brown. Low Stock. On sale for $50.78. MSRP $85.00..

9 left in stock

Brown Dockers Durham

Brown Dockers Durham

+3

Brand Name: Dockers
Product Name: Durham
Gender: Men's
Color: Dark Brown
Price: $50.78MSRP: $85.00
Rating

ECCO - Grainer Chelsea Boot. Color Coffee Suede. Low Stock. On sale for $144.58. MSRP $190.00.. 4.7 out of 5 stars

7 left in stock

Brown ECCO Grainer Chelsea Boot

Brown ECCO Grainer Chelsea Boot

Brand Name: ECCO
Product Name: Grainer Chelsea Boot
Gender: Men's
Color: Coffee Suede
Price: $144.58MSRP: $190.00
Rating: 5Rated 5 stars out of 5(3)

Dockers - Novi. Color Dark Tan. On sale for $49.99. MSRP $85.00..

Brown Dockers Novi

Brown Dockers Novi

+2

Brand Name: Dockers
Product Name: Novi
Gender: Men's
Color: Dark Tan
Price: $49.99MSRP: $85.00
Rating

Deer Stags - Rockland. Color Black/Black. On sale for $54.99. MSRP $100.00.. 3.6 out of 5 stars

Black Deer Stags Rockland

Black Deer Stags Rockland

+2

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Black/Black
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

Vance Co. - Garrett Cap Toe Chelsea Boot. Color Tan Man-made. Low Stock. On sale for $63.00. MSRP $69.99.. 3.2 out of 5 stars

7 left in stock

Unknown Color Vance Co. Garrett Cap Toe Chelsea Boot

Unknown Color Vance Co. Garrett Cap Toe Chelsea Boot

+2

Brand Name: Vance Co.
Product Name: Garrett Cap Toe Chelsea Boot
Gender: Men's
Color: Tan Man-made
Price: $63.00MSRP: $69.99
Rating: 3Rated 3 stars out of 5(10)

Stacy Adams - Gabriel Chelsea Boot. Color Chocolate Suede. On sale for $96.00. MSRP $120.00.. 4.6 out of 5 stars

Brown Stacy Adams Gabriel Chelsea Boot

Brown Stacy Adams Gabriel Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Gabriel Chelsea Boot
Gender: Men's
Color: Chocolate Suede
Price: $96.00MSRP: $120.00
Rating: 5Rated 5 stars out of 5(8)

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

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

Johnston & Murphy Collection - Hartley Chelsea. Color Black Italian Calfskin. $325.00.

Black Johnston & Murphy Collection Hartley Chelsea

Black Johnston & Murphy Collection Hartley Chelsea

+3

Brand Name: Johnston & Murphy Collection
Product Name: Hartley Chelsea
Gender: Men's
Color: Black Italian Calfskin
Price: $325.00
Rating

Roper - Gum Sticker Romeo. Color Tan. $116.99.

Tan Roper Gum Sticker Romeo

Tan Roper Gum Sticker Romeo

Brand Name: Roper
Product Name: Gum Sticker Romeo
Gender: Men's
Color: Tan
Price: $116.99
Rating

Dockers - Ransom. Color Dark Brown. On sale for $59.99. MSRP $80.00.. 2.0 out of 5 stars

Brown Dockers Ransom

Brown Dockers Ransom

Brand Name: Dockers
Product Name: Ransom
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $80.00
Rating: 2Rated 2 stars out of 5(1)

Steve Madden - Huston. Color Brown Suede. On sale for $115.97. MSRP $150.00..

Brown Steve Madden Huston

Brown Steve Madden Huston

Brand Name: Steve Madden
Product Name: Huston
Gender: Men's
Color: Brown Suede
Price: $115.97MSRP: $150.00
Rating

Steve Madden - Noah. Color Taupe Suede. On sale for $59.99. MSRP $79.99.. 4.3 out of 5 stars

Taupe Steve Madden Noah

Brand Name: Steve Madden
Product Name: Noah
Gender: Men's
Color: Taupe Suede
Price: $59.99MSRP: $79.99
Rating: 4Rated 4 stars out of 5(3)

Stacy Adams - Tigran Chelsea Boot. Color Cocoa. Low Stock. On sale for $47.02. MSRP $119.95.. 3.9 out of 5 stars

10 left in stock

Brown Stacy Adams Tigran Chelsea Boot

Brown Stacy Adams Tigran Chelsea Boot

+2

Brand Name: Stacy Adams
Product Name: Tigran Chelsea Boot
Gender: Men's
Color: Cocoa
Price: $47.02MSRP: $119.95
Rating: 4Rated 4 stars out of 5(19)

Get on the List

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