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

Size 8.5 Brown Chelsea Boots

35 items found

Sort By

Your Selections

Search Results

Dansko - Frankie. Color Brown Oiled. $159.95. 4.2 out of 5 stars

Brown Dansko Frankie

Brown Dansko Frankie

+2

Brand Name: Dansko
Product Name: Frankie
Gender: Women's
Color: Brown Oiled
Price: $159.95
Rating: 4Rated 4 stars out of 5(278)

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
Gender: Men's
Color: Brown Oiled Full Grain
Price: $169.00
Rating: 5Rated 5 stars out of 5(82)

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)

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

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)

Ariat - Midtown Rambler. Color Barn Brown. $159.95. 4.5 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(255)

Florsheim - Lodge Plain Toe Gore Boot. Color Brown Crazy Horse. $129.95. 4.6 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(96)

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
Gender: Men's
Color: Dark Brown
Price: $199.95
Rating: 5Rated 5 stars out of 5(182)

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)

Deer Stags - Brayden. Color Brown. On sale for $62.00. MSRP $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: $62.00MSRP: $100.00
Rating: 3Rated 3 stars out of 5(1)

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
Gender: Men's
Color: Brown
Price: $149.95
Rating: 5Rated 5 stars out of 5(7)

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)

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

Brown Twisted X MHKB003

Brown Twisted X MHKB003

Brand Name: Twisted X
Product Name: MHKB003
Gender: Men's
Color: Distressed Saddle/Saddle
Price: $159.95
Rating

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

Brown Born Brody

Brown Born Brody

+3

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

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)

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
Gender: Men's
Color: Cognac Grainy
Price: $89.95MSRP: $195.00
Rating: 5Rated 5 stars out of 5(5)

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

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

8 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(131)

Ariat - Booker Ultra Square Toe Western Boots. Color Rough Tan. $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
Gender: Men's
Color: Rough Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(42)

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
Gender: Men's
Color: Potting Soil
Price: $190.00
Rating: 3Rated 3 stars out of 5(4)

Teva - Tusayan Chelsea. Color Chocolate Brown. Low Stock. $149.95. 4.3 out of 5 stars

9 left in stock

Brown Teva Tusayan Chelsea

Brown Teva Tusayan Chelsea

+2

Brand Name: Teva
Product Name: Tusayan Chelsea
Gender: Men's
Color: Chocolate Brown
Price: $149.95
Rating: 4Rated 4 stars out of 5(7)

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

Brown UGG Burleigh Chelsea

Brown UGG Burleigh Chelsea

+3

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

Ariat - Booker Ultra Western Boots. Color Charro Tan. $149.95. 4.8 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
Gender: Men's
Color: Charro Tan
Price: $149.95
Rating: 5Rated 5 stars out of 5(186)

Nunn Bush - 1912 Plain Toe Chelsea Boot. Color Brown Crazy Horse. Low Stock. On sale for $84.95. MSRP $115.00.. 3.6 out of 5 stars

10 left in stock

Brown Nunn Bush 1912 Plain Toe Chelsea Boot

Brown Nunn Bush 1912 Plain Toe Chelsea Boot

Brand Name: Nunn Bush
Product Name: 1912 Plain Toe Chelsea Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $84.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(8)

Martin Dingman - Windsor Waterproof. Color Caramel. Low Stock. On sale for $135.00. 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
Gender: Men's
Color: Caramel
Price: $135.00MSRP: $250.00
Rating: 2Rated 2 stars out of 5(1)

ECCO - Grainer Chelsea Boot. Color Coffee Suede. On sale for $146.32. MSRP $190.00.. 4.8 out of 5 stars

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: $146.32MSRP: $190.00
Rating: 5Rated 5 stars out of 5(4)

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

8 left in stock

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

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)

Deer Stags - Rockland. Color Redwood/Dark Brown. On sale for $54.99. 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
Gender: Men's
Color: Redwood/Dark Brown
Price: $54.99MSRP: $100.00
Rating: 4Rated 4 stars out of 5(29)

Stacy Adams - Gabriel Chelsea Boot. Color Chocolate Suede. $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: $120.00
Rating: 5Rated 5 stars out of 5(8)

Steve Madden - Highline. Color Chocolate Brown Suede. $100.00. 4.1 out of 5 stars

Brown Steve Madden Highline

Brown Steve Madden Highline

+5

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Chocolate Brown Suede
Price: $100.00
Rating: 4Rated 4 stars out of 5(21)

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
Gender: Men's
Color: Cocoa Brown Nubuck
Price: $149.99MSRP: $200.00
Rating: 5Rated 5 stars out of 5(2)

Steve Madden - Huston. Color Brown Suede. On sale for $116.61. 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: $116.61MSRP: $150.00
Rating

L.L.Bean - Wellie Sport Rubber Chelsea. Color Dark Cocoa. Low Stock. On sale for $86.93. MSRP $109.00.. 3.6 out of 5 stars

7 left in stock

Brown L.L.Bean Wellie Sport Rubber Chelsea

Brown L.L.Bean Wellie Sport Rubber Chelsea

Brand Name: L.L.Bean
Product Name: Wellie Sport Rubber Chelsea
Gender: Men's
Color: Dark Cocoa
Price: $86.93MSRP: $109.00
Rating: 4Rated 4 stars out of 5(20)

Johnston & Murphy Collection - Hartley Chelsea. Color Snuff Italian Suede. $325.00.

Brown Johnston & Murphy Collection Hartley Chelsea

Brown Johnston & Murphy Collection Hartley Chelsea

+3

Brand Name: Johnston & Murphy Collection
Product Name: Hartley Chelsea
Gender: Men's
Color: Snuff Italian Suede
Price: $325.00
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)

Get on the List

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