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

Men's Size 8.5 Boots

32 items found

Sort By

Your Selections

Search Results

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)

Carolina - Elm Plain Toe Logger Steel Toe 1821. Color Briar. On sale for $144.99. MSRP $150.00.. 5.0 out of 5 stars

Brown Carolina Elm Plain Toe Logger Steel Toe 1821

Brown Carolina Elm Plain Toe Logger Steel Toe 1821

Brand Name: Carolina
Product Name: Elm Plain Toe Logger Steel Toe 1821
Color: Briar
Price: $144.99MSRP: $150.00
Rating: 5Rated 5 stars out of 5(5)

Massimo Matteo - Chelsea Classic Boots. Color Black Leather. On sale for $79.76. 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: $79.76MSRP: $94.95
Rating

Hoka - Men's Tennine Hike GORE-TEX®. Color Thyme/Evening Primrose. $274.95. 4.3 out of 5 stars

Green Hoka Men's Tennine Hike GORE-TEX®

Green Hoka Men's Tennine Hike GORE-TEX®

+4

Brand Name: Hoka
Product Name: Men's Tennine Hike GORE-TEX®
Color: Thyme/Evening Primrose
Price: $274.95
Rating: 4Rated 4 stars out of 5(176)

TOMS - Travel Lite Moc Chukka. Color Dark Brown. On sale for $90.14. MSRP $119.95..

Brown TOMS Travel Lite Moc Chukka

Brown TOMS Travel Lite Moc Chukka

Brand Name: TOMS
Product Name: Travel Lite Moc Chukka
Color: Dark Brown
Price: $90.14MSRP: $119.95
Rating

Bogs - Classic Casual Lace. Color Taupe. $159.95. 3.0 out of 5 stars

Taupe Bogs Classic Casual Lace

Taupe Bogs Classic Casual Lace

+2

Brand Name: Bogs
Product Name: Classic Casual Lace
Color: Taupe
Price: $159.95
Rating: 3Rated 3 stars out of 5(2)

Bogs - Classic Casual Chelsea II. Color Black. $149.95. 4.8 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
Color: Black
Price: $149.95
Rating: 5Rated 5 stars out of 5(6)

Carhartt - Ironwood Waterproof 8" Alloy Toe Work Boot. Color Bison Brown Oil Tan. $189.99.

Brown Carhartt Ironwood Waterproof 8" Alloy Toe Work Boot

Brown Carhartt Ironwood Waterproof 8" Alloy Toe Work Boot

Brand Name: Carhartt
Product Name: Ironwood Waterproof 8" Alloy Toe Work Boot
Color: Bison Brown Oil Tan
Price: $189.99
Rating

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
Color: Chestnut
Price: $169.95
Rating: 5Rated 5 stars out of 5(16)

Deer Stags - Rockland. Color Brown/Dark Brown. On sale for $56.33. MSRP $90.00.. 3.6 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Color: Brown/Dark Brown
Price: $56.33MSRP: $90.00
Rating: 4Rated 4 stars out of 5(29)

KEEN Utility - Independence 6" WP Int Met. Color Dark Earth/Black. $204.95. 1.0 out of 5 stars

Brown KEEN Utility Independence 6" WP Int Met

Brown KEEN Utility Independence 6" WP Int Met

Brand Name: KEEN Utility
Product Name: Independence 6" WP Int Met
Color: Dark Earth/Black
Price: $204.95
Rating: 1Rated 1 star out of 5(2)

Carhartt - Ironwood Waterproof 8" Soft Toe Work Boot. Color Bison Brown Oil Tan. $184.99. 3.0 out of 5 stars

Brown Carhartt Ironwood Waterproof 8" Soft Toe Work Boot

Brown Carhartt Ironwood Waterproof 8" Soft Toe Work Boot

+2 colors/patterns

Brand Name: Carhartt
Product Name: Ironwood Waterproof 8" Soft Toe Work Boot
Color: Bison Brown Oil Tan
Price: $184.99
Rating: 3Rated 3 stars out of 5(1)

Carhartt - Ironwood Waterproof Insulated 8" Alloy Toe Work Boot. Color Brown Oiltan/Black Coated. $199.99.

Brown Carhartt Ironwood Waterproof Insulated 8" Alloy Toe Work Boot

Brown Carhartt Ironwood Waterproof Insulated 8" Alloy Toe Work Boot

Brand Name: Carhartt
Product Name: Ironwood Waterproof Insulated 8" Alloy Toe Work Boot
Color: Brown Oiltan/Black Coated
Price: $199.99
Rating

Vince Camuto - Tadesse Chukka Boot. Color Mocha. On sale for $129.98. MSRP $179.00..

Brown Vince Camuto Tadesse Chukka Boot

Brown Vince Camuto Tadesse Chukka Boot

Brand Name: Vince Camuto
Product Name: Tadesse Chukka Boot
Color: Mocha
Price: $129.98MSRP: $179.00
Rating

Wolverine - Reforce 6" Waterproof Composite Toe. Color Cashew. On sale for $154.95. MSRP $170.00..

Beige Wolverine Reforce 6" Waterproof Composite Toe

Beige Wolverine Reforce 6" Waterproof Composite Toe

+2

Brand Name: Wolverine
Product Name: Reforce 6" Waterproof Composite Toe
Color: Cashew
Price: $154.95MSRP: $170.00
Rating

Wolverine - Trade Wedge 6" Unlined Composite Toe. Color Dark Brown. On sale for $124.95. MSRP $135.00..

Brown Wolverine Trade Wedge 6" Unlined Composite Toe

Brown Wolverine Trade Wedge 6" Unlined Composite Toe

+2

Brand Name: Wolverine
Product Name: Trade Wedge 6" Unlined Composite Toe
Color: Dark Brown
Price: $124.95MSRP: $135.00
Rating

Carhartt - Gilmore WP 8" Side Zip Soft Toe Boot. Color Black. $174.99. 4.3 out of 5 stars

Black Carhartt Gilmore WP 8" Side Zip Soft Toe Boot

Black Carhartt Gilmore WP 8" Side Zip Soft Toe Boot

Brand Name: Carhartt
Product Name: Gilmore WP 8" Side Zip Soft Toe Boot
Color: Black
Price: $174.99
Rating: 4Rated 4 stars out of 5(3)

Vince Camuto - Ferko Lace-Up Cap Toe Boot. Color Dark Brown. On sale for $75.53. MSRP $189.00..

Brown Vince Camuto Ferko Lace-Up Cap Toe Boot

Brown Vince Camuto Ferko Lace-Up Cap Toe Boot

+2 colors/patterns

Brand Name: Vince Camuto
Product Name: Ferko Lace-Up Cap Toe Boot
Color: Dark Brown
Price: $75.53MSRP: $189.00
Rating

Vince Camuto - Bendmore Lace-Up Boot. Color Black. On sale for $111.30. MSRP $179.00..

Black Vince Camuto Bendmore Lace-Up Boot

Black Vince Camuto Bendmore Lace-Up Boot

+2

Brand Name: Vince Camuto
Product Name: Bendmore Lace-Up Boot
Color: Black
Price: $111.30MSRP: $179.00
Rating

Carhartt - Gilmore WP 8" Side Zip Soft Toe Boot. Color Coyote Suede. $174.99. 5.0 out of 5 stars

Tan Carhartt Gilmore WP 8" Side Zip Soft Toe Boot

Tan Carhartt Gilmore WP 8" Side Zip Soft Toe Boot

Brand Name: Carhartt
Product Name: Gilmore WP 8" Side Zip Soft Toe Boot
Color: Coyote Suede
Price: $174.99
Rating: 5Rated 5 stars out of 5(1)

KEEN Utility - Cincinnati 90 Degree 6" Waterproof. Color Black/Sandshell. $194.95. 2.0 out of 5 stars

Black KEEN Utility Cincinnati 90 Degree 6" Waterproof

Black KEEN Utility Cincinnati 90 Degree 6" Waterproof

+3

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 6" Waterproof
Color: Black/Sandshell
Price: $194.95
Rating: 2Rated 2 stars out of 5(1)

Bates Footwear - Sentinel Buckle Chukka. Color Black. $129.95.

Black Bates Footwear Sentinel Buckle Chukka

Black Bates Footwear Sentinel Buckle Chukka

Brand Name: Bates Footwear
Product Name: Sentinel Buckle Chukka
Color: Black
Price: $129.95
Rating

Bates Footwear - OpSpeed Tall Side Zip. Color Black. $104.95. 3.5 out of 5 stars

Black Bates Footwear OpSpeed Tall Side Zip

Black Bates Footwear OpSpeed Tall Side Zip

Brand Name: Bates Footwear
Product Name: OpSpeed Tall Side Zip
Color: Black
Price: $104.95
Rating: 4Rated 4 stars out of 5(4)

KEEN Utility - Cincinnati 90 Degree 6" Waterproof Soft Toe. Color Tuscan Red/Sandshell. $189.95.

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof Soft Toe

Brown KEEN Utility Cincinnati 90 Degree 6" Waterproof Soft Toe

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 6" Waterproof Soft Toe
Color: Tuscan Red/Sandshell
Price: $189.95
Rating

KEEN Utility - Independence 8" Waterproof Soft Toe. Color Dark Earth/Black. $199.95. 3.7 out of 5 stars

Brown KEEN Utility Independence 8" Waterproof Soft Toe

Brown KEEN Utility Independence 8" Waterproof Soft Toe

Brand Name: KEEN Utility
Product Name: Independence 8" Waterproof Soft Toe
Color: Dark Earth/Black
Price: $199.95
Rating: 4Rated 4 stars out of 5(3)

KEEN Utility - Cincinnati 90 Degree 8" Waterproof. Color Belgian/Sandshell. $204.95.

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof

Brown KEEN Utility Cincinnati 90 Degree 8" Waterproof

Brand Name: KEEN Utility
Product Name: Cincinnati 90 Degree 8" Waterproof
Color: Belgian/Sandshell
Price: $204.95
Rating

Cole Haan - Grand Atlantic Chelsea. Color Earthen Nubuck/Ivory Water Resistant. Low Stock. On sale for $114.82. MSRP $130.00..

10 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: $114.82MSRP: $130.00
Rating

Cole Haan - Hawthorne Chukka Boot. Color Dark Chocolate. On sale for $123.40. MSRP $140.00.. 4.4 out of 5 stars

Brown Cole Haan Hawthorne Chukka Boot

Brown Cole Haan Hawthorne Chukka Boot

+3

Brand Name: Cole Haan
Product Name: Hawthorne Chukka Boot
Color: Dark Chocolate
Price: $123.40MSRP: $140.00
Rating: 4Rated 4 stars out of 5(9)

Carhartt - Waterproof 8" Moc Soft Toe Wedge Boot. Color Dark Brown. $189.99.

Brown Carhartt Waterproof 8" Moc Soft Toe Wedge Boot

Brown Carhartt Waterproof 8" Moc Soft Toe Wedge Boot

Brand Name: Carhartt
Product Name: Waterproof 8" Moc Soft Toe Wedge Boot
Color: Dark Brown
Price: $189.99
Rating

Carhartt - Waterproof 8" Moc Steel Toe Wedge Work Boot. Color Red Brown. Low Stock. $199.99. 3.0 out of 5 stars

8 left in stock

Mahogany Carhartt Waterproof 8" Moc Steel Toe Wedge Work Boot

Mahogany Carhartt Waterproof 8" Moc Steel Toe Wedge Work Boot

Brand Name: Carhartt
Product Name: Waterproof 8" Moc Steel Toe Wedge Work Boot
Color: Red Brown
Price: $199.99
Rating: 3Rated 3 stars out of 5(1)

KEEN Utility - 6" Independence WP 400G. Color Dark Earth/Black. $199.95. 4.3 out of 5 stars

Brown KEEN Utility 6" Independence WP 400G

Brown KEEN Utility 6" Independence WP 400G

Brand Name: KEEN Utility
Product Name: 6" Independence WP 400G
Color: Dark Earth/Black
Price: $199.95
Rating: 4Rated 4 stars out of 5(3)

KEEN Utility - 8" Independence WP 600G. Color Dark Earth/Black. $209.95.

Brown KEEN Utility 8" Independence WP 600G

Brown KEEN Utility 8" Independence WP 600G

Brand Name: KEEN Utility
Product Name: 8" Independence WP 600G
Color: Dark Earth/Black
Price: $209.95
Rating

Get on the List

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