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

Size 9.5 Ankle Casual Shoes On Sale

139 items found

Sort By

Your Selections

Search Results

. SOREL - Madson™ II Chukka Waterproof. Color Tobacco. On sale for $114.00. MSRP $190.00. 40% off. 4.4 out of 5 stars

Brown SOREL Madson™ II Chukka Waterproof

Brown SOREL Madson™ II Chukka Waterproof

+4

Brand Name: SOREL
Product Name: Madson™ II Chukka Waterproof
Gender: Men's
Color: Tobacco
Price: $114.00MSRP: $190.0040% OFF
Rating: 4Rated 4 stars out of 5(223)

Cole Haan - Grand Remix Chukka. Color British Tan/Ivory. On sale for $100.80. MSRP $140.00. 28% off. 5.0 out of 5 stars

Brown Cole Haan Grand Remix Chukka

Brown Cole Haan Grand Remix Chukka

+3

Brand Name: Cole Haan
Product Name: Grand Remix Chukka
Gender: Men's
Color: British Tan/Ivory
Price: $100.80MSRP: $140.0028% OFF
Rating: 5Rated 5 stars out of 5(1)

OluKai - Papaku 'Ili. Color Tan/Tan. On sale for $144.00. MSRP $160.00. 10% off. 4.0 out of 5 stars

Tan OluKai Papaku 'Ili

Tan OluKai Papaku 'Ili

+3

Brand Name: OluKai
Product Name: Papaku 'Ili
Gender: Men's
Color: Tan/Tan
Price: $144.00MSRP: $160.0010% OFF
Rating: 4Rated 4 stars out of 5(176)

Eastland 1955 Edition - Hoyt. Color Brown. On sale for $162.36. MSRP $250.00. 35% off.

Brown Eastland 1955 Edition Hoyt

Brown Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Brown
Price: $162.36MSRP: $250.0035% OFF
Rating

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $87.00. MSRP $130.00. 33% off.

Brown Clarks Shepton Easy

Brown Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Beeswax Leather
Price: $87.00MSRP: $130.0033% OFF
Rating

Dockers - Davis. Color Dark Brown. On sale for $69.95. MSRP $95.00. 26% off.

Brown Dockers Davis

Brown Dockers Davis

+3

Brand Name: Dockers
Product Name: Davis
Gender: Men's
Color: Dark Brown
Price: $69.95MSRP: $95.0026% OFF
Rating

Magnanni - Shaw. Color Rocia Taupe Suede. On sale for $396.00. MSRP $495.00. 20% off.

Beige Magnanni Shaw

Beige Magnanni Shaw

Brand Name: Magnanni
Product Name: Shaw
Gender: Men's
Color: Rocia Taupe Suede
Price: $396.00MSRP: $495.0020% OFF
Rating

. Steve Madden - Hestonn. Color Dark Taupe. On sale for $75.99. MSRP $99.99. 24% off. 3.8 out of 5 stars

Taupe Steve Madden Hestonn

Taupe Steve Madden Hestonn

+6

Brand Name: Steve Madden
Product Name: Hestonn
Gender: Men's
Color: Dark Taupe
Price: $75.99MSRP: $99.9924% OFF
Rating: 4Rated 4 stars out of 5(73)

Johnston & Murphy - Hartley Wingtip Boot. Color Snuff Italian Suede. Low Stock. On sale for $195.00. MSRP $325.00. 40% off.

Low Stock

Brown Johnston & Murphy Hartley Wingtip Boot

Brown Johnston & Murphy Hartley Wingtip Boot

Brand Name: Johnston & Murphy
Product Name: Hartley Wingtip Boot
Gender: Men's
Color: Snuff Italian Suede
Price: $195.00MSRP: $325.0040% OFF
Rating

. Clarks - Shacre Boot. Color Beeswax Leather. On sale for $91.00. MSRP $120.00. 24% off. 4.2 out of 5 stars

Brown Clarks Shacre Boot

Brown Clarks Shacre Boot

+4

Brand Name: Clarks
Product Name: Shacre Boot
Gender: Men's
Color: Beeswax Leather
Price: $91.00MSRP: $120.0024% OFF
Rating: 4Rated 4 stars out of 5(67)

Polo Ralph Lauren - Ranger Boot. Color Black 1. On sale for $131.25. MSRP $198.00. 34% off. 4.7 out of 5 stars

Black Polo Ralph Lauren Ranger Boot

Black Polo Ralph Lauren Ranger Boot

+2

Brand Name: Polo Ralph Lauren
Product Name: Ranger Boot
Gender: Men's
Color: Black 1
Price: $131.25MSRP: $198.0034% OFF
Rating: 5Rated 5 stars out of 5(15)

Clarks - Eastridge Mid. Color Beeswax Leather. On sale for $91.00. MSRP $120.00. 24% off. 1.0 out of 5 stars

Brown Clarks Eastridge Mid

Brown Clarks Eastridge Mid

+2

Brand Name: Clarks
Product Name: Eastridge Mid
Gender: Men's
Color: Beeswax Leather
Price: $91.00MSRP: $120.0024% OFF
Rating: 1Rated 1 star out of 5(1)

Eastland 1955 Edition - Lumber Up. Color Brown/Olive. On sale for $114.75. MSRP $135.00. 15% off. 4.2 out of 5 stars

Brown Eastland 1955 Edition Lumber Up

Brown Eastland 1955 Edition Lumber Up

Brand Name: Eastland 1955 Edition
Product Name: Lumber Up
Gender: Men's
Color: Brown/Olive
Price: $114.75MSRP: $135.0015% OFF
Rating: 4Rated 4 stars out of 5(52)

Martin Dingman - Bad Weather Boot. Color Chestnut. Low Stock. On sale for $173.80. MSRP $395.00. 56% off.

Low Stock

Brown Martin Dingman Bad Weather Boot

Brown Martin Dingman Bad Weather Boot

Brand Name: Martin Dingman
Product Name: Bad Weather Boot
Gender: Men's
Color: Chestnut
Price: $173.80MSRP: $395.0056% OFF
Rating

To Boot New York - Largo. Color Black. On sale for $316.80. MSRP $495.00. 36% off. 5.0 out of 5 stars

Black To Boot New York Largo

Black To Boot New York Largo

+1

Brand Name: To Boot New York
Product Name: Largo
Gender: Men's
Color: Black
Price: $316.80MSRP: $495.0036% OFF
Rating: 5Rated 5 stars out of 5(3)

Steve Madden - Montreaux. Color Black. On sale for $78.00. MSRP $130.00. 40% off.

Black Steve Madden Montreaux

Black Steve Madden Montreaux

Brand Name: Steve Madden
Product Name: Montreaux
Gender: Men's
Color: Black
Price: $78.00MSRP: $130.0040% OFF
Rating

TOMS - Travel Lite Forrest. Color Tan. On sale for $104.00. MSRP $130.00. 20% off.

Tan TOMS Travel Lite Forrest

Tan TOMS Travel Lite Forrest

+2

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Tan
Price: $104.00MSRP: $130.0020% OFF
Rating

Tommy Hilfiger - Oregon. Color Cognac. On sale for $88.80. MSRP $89.95. 1% off.

Tan Tommy Hilfiger Oregon

Tan Tommy Hilfiger Oregon

Brand Name: Tommy Hilfiger
Product Name: Oregon
Gender: Men's
Color: Cognac
Price: $88.80MSRP: $89.951% OFF
Rating

ALDO - Aaren-L. Color Brown. Low Stock. On sale for $136.50. MSRP $175.00. 22% off. 3.0 out of 5 stars

Low Stock

Brown ALDO Aaren-L

Brown ALDO Aaren-L

Brand Name: ALDO
Product Name: Aaren-L
Gender: Men's
Color: Brown
Price: $136.50MSRP: $175.0022% OFF
Rating: 3Rated 3 stars out of 5(1)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Cognac. On sale for $51.50. MSRP $95.00. 46% off. 4.1 out of 5 stars

Tan Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Tan Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

+3

Brand Name: Nunn Bush
Product Name: Chase Plain Toe Chukka Contemporary Fashion Boot
Gender: Men's
Color: Cognac
Price: $51.50MSRP: $95.0046% OFF
Rating: 4Rated 4 stars out of 5(13)

Nunn Bush - Ozark 2.0 Plain Toe Chukka Leather Boot. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.6 out of 5 stars

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

Brown Nunn Bush Ozark 2.0 Plain Toe Chukka Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Ozark 2.0 Plain Toe Chukka Leather Boot
Gender: Men's
Color: Brown
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(8)

Sperry - A/O Plushwave Lug Chukka. Color Black 2. On sale for $56.00. MSRP $140.00. 60% off. 4.1 out of 5 stars

Black Sperry A/O Plushwave Lug Chukka

Black Sperry A/O Plushwave Lug Chukka

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $56.00MSRP: $140.0060% OFF
Rating: 4Rated 4 stars out of 5(35)

Rockport - Evan Waterproof Boots. Color Dark Taupe Multi. On sale for $64.60. MSRP $149.95. 57% off. 3.5 out of 5 stars

Brown Rockport Evan Waterproof Boots

Brown Rockport Evan Waterproof Boots

+3

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Dark Taupe Multi
Price: $64.60MSRP: $149.9557% OFF
Rating: 4Rated 4 stars out of 5(2)

ALDO - Brewster. Color Black. On sale for $104.98. MSRP $150.00. 30% off.

Black ALDO Brewster

Black ALDO Brewster

Brand Name: ALDO
Product Name: Brewster
Gender: Men's
Color: Black
Price: $104.98MSRP: $150.0030% OFF
Rating

Florsheim - Lodge Plain Toe Gore Boot. Color Brown Crazy Horse. On sale for $99.97. MSRP $145.00. 31% off. 4.4 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: $99.97MSRP: $145.0031% OFF
Rating: 4Rated 4 stars out of 5(112)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boot. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.6 out of 5 stars

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

Black Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boot

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boot
Gender: Men's
Color: Black
Price: $89.95MSRP: $120.0025% OFF
Rating: 5Rated 5 stars out of 5(9)

Propet - Blizzard Ankle Zip. Color Brown/Black. On sale for $84.95. MSRP $139.99. 39% off. 4.3 out of 5 stars

Brown Propet Blizzard Ankle Zip

Brown Propet Blizzard Ankle Zip

+2

Brand Name: Propet
Product Name: Blizzard Ankle Zip
Gender: Men's
Color: Brown/Black
Price: $84.95MSRP: $139.9939% OFF
Rating: 4Rated 4 stars out of 5(142)

Rockport - Storm Surge Water Proof Plain Toe Boot. Color Tan. On sale for $99.95. MSRP $159.95. 38% off. 3.1 out of 5 stars

Tan Rockport Storm Surge Water Proof Plain Toe Boot

Tan Rockport Storm Surge Water Proof Plain Toe Boot

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boot
Gender: Men's
Color: Tan
Price: $99.95MSRP: $159.9538% OFF
Rating: 3Rated 3 stars out of 5(14)

Rockport - Northfield Waterproof Boot. Color Black. On sale for $119.95. MSRP $159.95. 25% off. 4.3 out of 5 stars

Black Rockport Northfield Waterproof Boot

Black Rockport Northfield Waterproof Boot

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boot
Gender: Men's
Color: Black
Price: $119.95MSRP: $159.9525% OFF
Rating: 4Rated 4 stars out of 5(211)

Red Wing Heritage - Classic Chelsea. Color Black Harness. On sale for $298.95. MSRP $329.99. 9% off. 4.3 out of 5 stars

Black Red Wing Heritage Classic Chelsea

Black Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Black Harness
Price: $298.95MSRP: $329.999% OFF
Rating: 5Rated 5 stars out of 5(15)

Polo Ralph Lauren - Ranger Mid Camo Suede Boot. Color Black/Camo. On sale for $158.40. MSRP $198.00. 20% off.

Black Polo Ralph Lauren Ranger Mid Camo Suede Boot

Black Polo Ralph Lauren Ranger Mid Camo Suede Boot

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Camo Suede Boot
Gender: Men's
Color: Black/Camo
Price: $158.40MSRP: $198.0020% OFF
Rating

Nunn Bush - Circuit DC Plain Toe Chukka. Color Brown. On sale for $59.95. MSRP $90.00. 33% off. 3.8 out of 5 stars

Brown Nunn Bush Circuit DC Plain Toe Chukka

Brown Nunn Bush Circuit DC Plain Toe Chukka

+3

Brand Name: Nunn Bush
Product Name: Circuit DC Plain Toe Chukka
Gender: Men's
Color: Brown
Price: $59.95MSRP: $90.0033% OFF
Rating: 4Rated 4 stars out of 5(49)

MOON BOOT - Icon Low Felt. Color Grey. Low Stock. On sale for $132.75. MSRP $295.00. 55% off.

Low Stock

Gray MOON BOOT Icon Low Felt

Gray MOON BOOT Icon Low Felt

Brand Name: MOON BOOT
Product Name: Icon Low Felt
Gender: Unisex
Color: Grey
Price: $132.75MSRP: $295.0055% OFF
Rating

To Boot New York - Whitman. Color Dark Brown Suede. Low Stock. On sale for $206.96. MSRP $398.00. 48% off. 4.0 out of 5 stars

Low Stock

Brown To Boot New York Whitman

Brown To Boot New York Whitman

Brand Name: To Boot New York
Product Name: Whitman
Gender: Men's
Color: Dark Brown Suede
Price: $206.96MSRP: $398.0048% OFF
Rating: 4Rated 4 stars out of 5(1)

Eastland 1955 Edition - Daily Double. Color Dark Brown 2. Low Stock. On sale for $111.13. MSRP $125.00. 11% off. 3.4 out of 5 stars

Low Stock

Black Eastland 1955 Edition Daily Double

Black Eastland 1955 Edition Daily Double

+3

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Dark Brown 2
Price: $111.13MSRP: $125.0011% OFF
Rating: 3Rated 3 stars out of 5(14)

Eastland 1955 Edition - Allagash Standard. Color Oak. Low Stock. On sale for $81.20. MSRP $145.00. 44% off.

Low Stock

Brown Eastland 1955 Edition Allagash Standard

Brown Eastland 1955 Edition Allagash Standard

+3

Brand Name: Eastland 1955 Edition
Product Name: Allagash Standard
Gender: Men's
Color: Oak
Price: $81.20MSRP: $145.0044% OFF
Rating

Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boot. Color Brown. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Brown Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

Brown Nunn Bush Otis 2.0 Chelsea Fashion Leather Boot

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boot
Gender: Men's
Color: Brown
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(7)

To Boot New York - Lynn. Color Grey Suede. Low Stock. On sale for $204.00. MSRP $425.00. 52% off.

Low Stock

Gray To Boot New York Lynn

Gray To Boot New York Lynn

Brand Name: To Boot New York
Product Name: Lynn
Gender: Men's
Color: Grey Suede
Price: $204.00MSRP: $425.0052% OFF
Rating

L.L.Bean - Rubber Moc. Color Graphite/Black/Slate. On sale for $84.99. MSRP $99.95. 15% off. 3.9 out of 5 stars

Black L.L.Bean Rubber Moc

Black L.L.Bean Rubber Moc

+4

Brand Name: L.L.Bean
Product Name: Rubber Moc
Gender: Men's
Color: Graphite/Black/Slate
Price: $84.99MSRP: $99.9515% OFF
Rating: 4Rated 4 stars out of 5(140)

Johnston & Murphy - Brody Chelsea Boots. Color Brown Hand-Stained Calfskin. Low Stock. On sale for $112.20. MSRP $165.00. 32% off.

Low Stock

Brown Johnston & Murphy Brody Chelsea Boots

Brown Johnston & Murphy Brody Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Brody Chelsea Boots
Gender: Men's
Color: Brown Hand-Stained Calfskin
Price: $112.20MSRP: $165.0032% OFF
Rating

Florsheim - Rucci Plain Toe Gore Boot. Color Cognac. On sale for $125.25. MSRP $155.00. 19% off. 4.6 out of 5 stars

Tan Florsheim Rucci Plain Toe Gore Boot

Tan Florsheim Rucci Plain Toe Gore Boot

+2

Brand Name: Florsheim
Product Name: Rucci Plain Toe Gore Boot
Gender: Men's
Color: Cognac
Price: $125.25MSRP: $155.0019% OFF
Rating: 5Rated 5 stars out of 5(45)

Original S.W.A.T. - Alpha Fury 2.0 8" Side Zip Boot. Color Black. On sale for $129.99. MSRP $139.99. 7% off. 4.5 out of 5 stars

Black Original S.W.A.T. Alpha Fury 2.0 8" Side Zip Boot

Black Original S.W.A.T. Alpha Fury 2.0 8" Side Zip Boot

Brand Name: Original S.W.A.T.
Product Name: Alpha Fury 2.0 8" Side Zip Boot
Gender: Unisex
Color: Black
Price: $129.99MSRP: $139.997% OFF
Rating: 5Rated 5 stars out of 5(2)

. Steve Madden - Highline. Color Tobacco Suede. On sale for $104.76. MSRP $109.95. 5% off. 4.2 out of 5 stars

Brown Steve Madden Highline

Brown Steve Madden Highline

+5

Brand Name: Steve Madden
Product Name: Highline
Gender: Men's
Color: Tobacco Suede
Price: $104.76MSRP: $109.955% OFF
Rating: 4Rated 4 stars out of 5(22)

Tommy Hilfiger - Sesame. Color Medium Brown Burnished. On sale for $60.67. MSRP $119.00. 49% off. 5.0 out of 5 stars

Brown Tommy Hilfiger Sesame

Brown Tommy Hilfiger Sesame

+2

Brand Name: Tommy Hilfiger
Product Name: Sesame
Gender: Men's
Color: Medium Brown Burnished
Price: $60.67MSRP: $119.0049% OFF
Rating: 5Rated 5 stars out of 5(2)

Steve Madden - Jotting. Color Dark Tan Leather. On sale for $77.99. MSRP $99.99. 22% off.

Brown Steve Madden Jotting

Brown Steve Madden Jotting

+2

Brand Name: Steve Madden
Product Name: Jotting
Gender: Men's
Color: Dark Tan Leather
Price: $77.99MSRP: $99.9922% OFF
Rating

Rockport - Classic Break Chukka. Color Dark Brown Leather. On sale for $119.99. MSRP $159.95. 25% off. 4.3 out of 5 stars

Brown Rockport Classic Break Chukka

Brown Rockport Classic Break Chukka

Brand Name: Rockport
Product Name: Classic Break Chukka
Gender: Men's
Color: Dark Brown Leather
Price: $119.99MSRP: $159.9525% OFF
Rating: 4Rated 4 stars out of 5(212)

Dunham - 8000 Mid Boot. Color Black Leather. On sale for $151.96. MSRP $189.95. 20% off. 4.3 out of 5 stars

Black Dunham 8000 Mid Boot

Black Dunham 8000 Mid Boot

+2

Brand Name: Dunham
Product Name: 8000 Mid Boot
Gender: Men's
Color: Black Leather
Price: $151.96MSRP: $189.9520% OFF
Rating: 4Rated 4 stars out of 5(121)

Tommy Hilfiger - Berton. Color Cognac. On sale for $80.35. MSRP $119.00. 32% off.

Tan Tommy Hilfiger Berton

Tan Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $80.35MSRP: $119.0032% OFF
Rating

Wolverine - Carlsbad Waterproof 6" Steel Toe Work Boot. Color Dark Brown. On sale for $94.95. MSRP $120.00. 21% off. 3.6 out of 5 stars

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brown Wolverine Carlsbad Waterproof 6" Steel Toe Work Boot

Brand Name: Wolverine
Product Name: Carlsbad Waterproof 6" Steel Toe Work Boot
Gender: Men's
Color: Dark Brown
Price: $94.95MSRP: $120.0021% OFF
Rating: 4Rated 4 stars out of 5(29)

Frye - Tyler Flex Chelsea. Color Bark. On sale for $192.96. MSRP $268.00. 28% off. 3.0 out of 5 stars

Brown Frye Tyler Flex Chelsea

Brown Frye Tyler Flex Chelsea

+4

Brand Name: Frye
Product Name: Tyler Flex Chelsea
Gender: Men's
Color: Bark
Price: $192.96MSRP: $268.0028% OFF
Rating: 3Rated 3 stars out of 5(4)

Harley-Davidson - Distortion. Color Black. On sale for $179.95. MSRP $187.00. 4% off. 4.8 out of 5 stars

Black Harley-Davidson Distortion

Black Harley-Davidson Distortion

Brand Name: Harley-Davidson
Product Name: Distortion
Gender: Men's
Color: Black
Price: $179.95MSRP: $187.004% OFF
Rating: 5Rated 5 stars out of 5(8)

Propet - Traverse. Color Grey/Black. On sale for $74.34. MSRP $129.99. 43% off. 3.3 out of 5 stars

Gray Propet Traverse

Gray Propet Traverse

+1

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Grey/Black
Price: $74.34MSRP: $129.9943% OFF
Rating: 3Rated 3 stars out of 5(23)

Tommy Hilfiger - Bage. Color Dark Brown. On sale for $77.46. MSRP $119.00. 35% off. 5.0 out of 5 stars

Brown Tommy Hilfiger Bage

Brown Tommy Hilfiger Bage

+4

Brand Name: Tommy Hilfiger
Product Name: Bage
Gender: Men's
Color: Dark Brown
Price: $77.46MSRP: $119.0035% OFF
Rating: 5Rated 5 stars out of 5(1)

Propet - Blizzard Mid Lace. Color Black. On sale for $93.45. MSRP $149.99. 38% off. 4.2 out of 5 stars

Black Propet Blizzard Mid Lace

Black Propet Blizzard Mid Lace

+2

Brand Name: Propet
Product Name: Blizzard Mid Lace
Gender: Men's
Color: Black
Price: $93.45MSRP: $149.9938% OFF
Rating: 4Rated 4 stars out of 5(123)

To Boot New York - Edwards. Color Taupe Suede. Low Stock. On sale for $187.53. MSRP $399.00. 53% off.

Low Stock

Taupe To Boot New York Edwards

Taupe To Boot New York Edwards

Brand Name: To Boot New York
Product Name: Edwards
Gender: Men's
Color: Taupe Suede
Price: $187.53MSRP: $399.0053% OFF
Rating

Nunn Bush - Cam Moc Toe Boot. Color Black Tumbled. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Black Nunn Bush Cam Moc Toe Boot

Black Nunn Bush Cam Moc Toe Boot

Brand Name: Nunn Bush
Product Name: Cam Moc Toe Boot
Gender: Men's
Color: Black Tumbled
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(61)

Columbia - Landroamer™ Scout NB. Color Curry/Poppy Red. On sale for $75.00. MSRP $100.00. 25% off. 3.4 out of 5 stars

Tan Columbia Landroamer™ Scout NB

Tan Columbia Landroamer™ Scout NB

Brand Name: Columbia
Product Name: Landroamer™ Scout NB
Gender: Men's
Color: Curry/Poppy Red
Price: $75.00MSRP: $100.0025% OFF
Rating: 3Rated 3 stars out of 5(5)

SOREL - Carson™ Moc Waterproof. Color Velvet Tan/Gum 2. On sale for $82.50. MSRP $165.00. 50% off. 4.3 out of 5 stars

Tan SOREL Carson™ Moc Waterproof

Tan SOREL Carson™ Moc Waterproof

+3

Brand Name: SOREL
Product Name: Carson™ Moc Waterproof
Gender: Men's
Color: Velvet Tan/Gum 2
Price: $82.50MSRP: $165.0050% OFF
Rating: 4Rated 4 stars out of 5(50)

L.L.Bean - Allagash Handsewn Chukka Boot. Color Canyon. On sale for $162.00. MSRP $180.00. 10% off. 3.9 out of 5 stars

Multi L.L.Bean Allagash Handsewn Chukka Boot

Multi L.L.Bean Allagash Handsewn Chukka Boot

+2

Brand Name: L.L.Bean
Product Name: Allagash Handsewn Chukka Boot
Gender: Men's
Color: Canyon
Price: $162.00MSRP: $180.0010% OFF
Rating: 4Rated 4 stars out of 5(30)

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Tan CH. Low Stock. On sale for $100.69. MSRP $110.00. 8% off. 4.2 out of 5 stars

Low Stock

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

+3

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Tan CH
Price: $100.69MSRP: $110.008% OFF
Rating: 4Rated 4 stars out of 5(128)

Deer Stags - Argos. Color Black/Blue. On sale for $51.00. MSRP $100.00. 49% off. 3.7 out of 5 stars

Black Deer Stags Argos

Black Deer Stags Argos

Brand Name: Deer Stags
Product Name: Argos
Gender: Men's
Color: Black/Blue
Price: $51.00MSRP: $100.0049% OFF
Rating: 4Rated 4 stars out of 5(24)

Columbia - Landroamer Explorer Waterproof. Color Espresso II/Warp Red. On sale for $94.73. MSRP $120.00. 21% off. 3.8 out of 5 stars

Tan Columbia Landroamer Explorer Waterproof

Tan Columbia Landroamer Explorer Waterproof

+2

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof
Gender: Men's
Color: Espresso II/Warp Red
Price: $94.73MSRP: $120.0021% OFF
Rating: 4Rated 4 stars out of 5(4)

Forsake - Phil Chelsea. Color Black. On sale for $110.28. MSRP $145.00. 24% off. 4.0 out of 5 stars

Black Forsake Phil Chelsea

Black Forsake Phil Chelsea

+3

Brand Name: Forsake
Product Name: Phil Chelsea
Gender: Men's
Color: Black
Price: $110.28MSRP: $145.0024% OFF
Rating: 4Rated 4 stars out of 5(43)

Nunn Bush - Otto Plain Toe Chukka Boot. Color Black. On sale for $69.97. MSRP $120.00. 42% off. 4.1 out of 5 stars

Black Nunn Bush Otto Plain Toe Chukka Boot

Black Nunn Bush Otto Plain Toe Chukka Boot

+4

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boot
Gender: Men's
Color: Black
Price: $69.97MSRP: $120.0042% OFF
Rating: 4Rated 4 stars out of 5(27)

Zamberlan - Vioz GTX. Color Dark Brown. On sale for $347.53. MSRP $390.00. 11% off. 4.7 out of 5 stars

Brown Zamberlan Vioz GTX

Brown Zamberlan Vioz GTX

Brand Name: Zamberlan
Product Name: Vioz GTX
Gender: Men's
Color: Dark Brown
Price: $347.53MSRP: $390.0011% OFF
Rating: 5Rated 5 stars out of 5(94)

Johnston & Murphy - Jenson Chelsea Boot. Color Brown Hand-Stained Calfskin. Low Stock. On sale for $227.50. MSRP $325.00. 30% off. 5.0 out of 5 stars

Low Stock

Brown Johnston & Murphy Jenson Chelsea Boot

Brown Johnston & Murphy Jenson Chelsea Boot

+2

Brand Name: Johnston & Murphy
Product Name: Jenson Chelsea Boot
Gender: Men's
Color: Brown Hand-Stained Calfskin
Price: $227.50MSRP: $325.0030% OFF
Rating: 5Rated 5 stars out of 5(1)

Forsake - Cascade Peak Mid. Color Black Olive. On sale for $104.90. MSRP $140.00. 25% off. 4.0 out of 5 stars

Olive Forsake Cascade Peak Mid

Olive Forsake Cascade Peak Mid

+3

Brand Name: Forsake
Product Name: Cascade Peak Mid
Gender: Men's
Color: Black Olive
Price: $104.90MSRP: $140.0025% OFF
Rating: 4Rated 4 stars out of 5(26)

Eastland 1955 Edition - Hoyt. Color Black. On sale for $180.00. MSRP $250.00. 28% off.

Black Eastland 1955 Edition Hoyt

Black Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Black
Price: $180.00MSRP: $250.0028% OFF
Rating

Cole Haan - Zerogrand Remastered Hiking Boots Water Proof. Color December Sky/Black/Pavement. On sale for $224.44. MSRP $250.00. 10% off. 4.0 out of 5 stars

Silver Cole Haan Zerogrand Remastered Hiking Boots Water Proof

Silver Cole Haan Zerogrand Remastered Hiking Boots Water Proof

+3

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Hiking Boots Water Proof
Gender: Men's
Color: December Sky/Black/Pavement
Price: $224.44MSRP: $250.0010% OFF
Rating: 4Rated 4 stars out of 5(3)

Stacy Adams - Maury Cap Toe Chelsea Boot. Color Chocolate. On sale for $91.00. MSRP $145.00. 37% off. 4.7 out of 5 stars

Brown Stacy Adams Maury Cap Toe Chelsea Boot

Brown Stacy Adams Maury Cap Toe Chelsea Boot

+3

Brand Name: Stacy Adams
Product Name: Maury Cap Toe Chelsea Boot
Gender: Men's
Color: Chocolate
Price: $91.00MSRP: $145.0037% OFF
Rating: 5Rated 5 stars out of 5(41)

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Black Full Grain. On sale for $148.00. MSRP $185.00. 20% off. 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: $148.00MSRP: $185.0020% OFF
Rating: 4Rated 4 stars out of 5(69)

Eastland 1955 Edition - Jason. Color Tan. On sale for $54.00. MSRP $90.00. 40% off.

Tan Eastland 1955 Edition Jason

Tan Eastland 1955 Edition Jason

+3

Brand Name: Eastland 1955 Edition
Product Name: Jason
Gender: Men's
Color: Tan
Price: $54.00MSRP: $90.0040% OFF
Rating

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. On sale for $138.25. MSRP $164.95. 16% off. 3.2 out of 5 stars

Taupe Dunham Alpine Mid Boots

Taupe Dunham Alpine Mid Boots

+3

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Taupe Leather
Price: $138.25MSRP: $164.9516% OFF
Rating: 3Rated 3 stars out of 5(4)

ALDO - Fort. Color Black. On sale for $99.35. MSRP $110.00. 10% off. 2.0 out of 5 stars

Black ALDO Fort

Black ALDO Fort

+3

Brand Name: ALDO
Product Name: Fort
Gender: Men's
Color: Black
Price: $99.35MSRP: $110.0010% OFF
Rating: 2Rated 2 stars out of 5(2)

Deer Stags - Brayden. Color Brown. On sale for $55.25. MSRP $100.00. 45% off. 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: $55.25MSRP: $100.0045% OFF
Rating: 3Rated 3 stars out of 5(1)

Columbia - Landroamer Explorer Waterproof Nubuck. Color Black/Canyon Sun. On sale for $108.00. MSRP $120.00. 10% off. 5.0 out of 5 stars

Black Columbia Landroamer Explorer Waterproof Nubuck

Black Columbia Landroamer Explorer Waterproof Nubuck

+2

Brand Name: Columbia
Product Name: Landroamer Explorer Waterproof Nubuck
Gender: Men's
Color: Black/Canyon Sun
Price: $108.00MSRP: $120.0010% OFF
Rating: 5Rated 5 stars out of 5(4)

L.L.Bean - Hybrid Wellie. Color Deepest Brown. Low Stock. On sale for $69.30. MSRP $99.00. 30% off. 4.4 out of 5 stars

Low Stock

Brown L.L.Bean Hybrid Wellie

Brown L.L.Bean Hybrid Wellie

+2 colors/patterns

Brand Name: L.L.Bean
Product Name: Hybrid Wellie
Gender: Men's
Color: Deepest Brown
Price: $69.30MSRP: $99.0030% OFF
Rating: 4Rated 4 stars out of 5(45)

Cole Haan - American Classics Plain Toe Boot Waterproof. Color British Tan/A. On sale for $200.00. MSRP $210.00. 5% off. 4.4 out of 5 stars

Brown Cole Haan American Classics Plain Toe Boot Waterproof

Brown Cole Haan American Classics Plain Toe Boot Waterproof

+3

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: British Tan/A
Price: $200.00MSRP: $210.005% OFF
Rating: 4Rated 4 stars out of 5(140)

Dr. Scholl's - Madison Men's Chukka. Color Dark Grey Textured Nubuck. Low Stock. On sale for $103.50. MSRP $115.00. 10% off. 5.0 out of 5 stars

Low Stock

Black Dr. Scholl's Madison Men's Chukka

Black Dr. Scholl's Madison Men's Chukka

+2

Brand Name: Dr. Scholl's
Product Name: Madison Men's Chukka
Gender: Men's
Color: Dark Grey Textured Nubuck
Price: $103.50MSRP: $115.0010% OFF
Rating: 5Rated 5 stars out of 5(1)

ALDO - Kenora. Color Brown. On sale for $122.68. MSRP $130.00. 6% off. 4.7 out of 5 stars

Brown ALDO Kenora

Brown ALDO Kenora

Brand Name: ALDO
Product Name: Kenora
Gender: Men's
Color: Brown
Price: $122.68MSRP: $130.006% OFF
Rating: 5Rated 5 stars out of 5(3)

Dockers - Esmond. Color Cognac. On sale for $69.99. MSRP $95.00. 26% off. 3.0 out of 5 stars

Tan Dockers Esmond

Tan Dockers Esmond

+4

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Cognac
Price: $69.99MSRP: $95.0026% OFF
Rating: 3Rated 3 stars out of 5(1)

Eastland 1955 Edition - Jack. Color Peanut. On sale for $89.97. MSRP $125.00. 28% off. 4.3 out of 5 stars

Brown Eastland 1955 Edition Jack

Brown Eastland 1955 Edition Jack

+1

Brand Name: Eastland 1955 Edition
Product Name: Jack
Gender: Men's
Color: Peanut
Price: $89.97MSRP: $125.0028% OFF
Rating: 4Rated 4 stars out of 5(9)

Nunn Bush - Karnak Moc Toe Boot Lightweight Comfortable Chukka. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.3 out of 5 stars

Tan Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

Tan Nunn Bush Karnak Moc Toe Boot Lightweight Comfortable Chukka

+1

Brand Name: Nunn Bush
Product Name: Karnak Moc Toe Boot Lightweight Comfortable Chukka
Gender: Men's
Color: Tan
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(10)

Cole Haan - Hawthorne Chelsea Boot. Color Black. On sale for $154.93. MSRP $168.00. 8% off. 5.0 out of 5 stars

Black Cole Haan Hawthorne Chelsea Boot

Black Cole Haan Hawthorne Chelsea Boot

+2

Brand Name: Cole Haan
Product Name: Hawthorne Chelsea Boot
Gender: Men's
Color: Black
Price: $154.93MSRP: $168.008% OFF
Rating: 5Rated 5 stars out of 5(3)

Johnston & Murphy - Bolivar Plain Toe Boot. Color Snuff Italian Suede. Low Stock. On sale for $136.80. MSRP $285.00. 52% off.

Low Stock

Brown Johnston & Murphy Bolivar Plain Toe Boot

Brown Johnston & Murphy Bolivar Plain Toe Boot

Brand Name: Johnston & Murphy
Product Name: Bolivar Plain Toe Boot
Gender: Men's
Color: Snuff Italian Suede
Price: $136.80MSRP: $285.0052% OFF
Rating

Propet - Blizzard Mid Zip. Color Brown/Black. On sale for $110.45. MSRP $149.99. 26% off. 4.0 out of 5 stars

Brown Propet Blizzard Mid Zip

Brown Propet Blizzard Mid Zip

Brand Name: Propet
Product Name: Blizzard Mid Zip
Gender: Men's
Color: Brown/Black
Price: $110.45MSRP: $149.9926% OFF
Rating: 4Rated 4 stars out of 5(134)

Clarks - Bushacre 3. Color Dark Brown Leather. On sale for $74.98. MSRP $110.00. 32% off. 3.9 out of 5 stars

Brown Clarks Bushacre 3

Brown Clarks Bushacre 3

+2

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Dark Brown Leather
Price: $74.98MSRP: $110.0032% OFF
Rating: 4Rated 4 stars out of 5(177)

Eastland 1955 Edition - Seneca. Color Bomber Brown. Low Stock. On sale for $99.99. MSRP $120.00. 17% off. 4.4 out of 5 stars

Low Stock

Brown Eastland 1955 Edition Seneca

Brown Eastland 1955 Edition Seneca

+3

Brand Name: Eastland 1955 Edition
Product Name: Seneca
Gender: Men's
Color: Bomber Brown
Price: $99.99MSRP: $120.0017% OFF
Rating: 4Rated 4 stars out of 5(42)

Nunn Bush - Excavate Plain Toe Chukka Boot. Color Brown. On sale for $64.95. MSRP $95.00. 32% off. 4.4 out of 5 stars

Brown Nunn Bush Excavate Plain Toe Chukka Boot

Brown Nunn Bush Excavate Plain Toe Chukka Boot

+1

Brand Name: Nunn Bush
Product Name: Excavate Plain Toe Chukka Boot
Gender: Men's
Color: Brown
Price: $64.95MSRP: $95.0032% OFF
Rating: 4Rated 4 stars out of 5(23)

Bruno Magli - Raging Boot. Color Black. Low Stock. On sale for $337.50. MSRP $450.00. 25% off. 4.0 out of 5 stars

Low Stock

Black Bruno Magli Raging Boot

Black Bruno Magli Raging Boot

Brand Name: Bruno Magli
Product Name: Raging Boot
Gender: Men's
Color: Black
Price: $337.50MSRP: $450.0025% OFF
Rating: 4Rated 4 stars out of 5(2)

SKECHERS - Relaxed Fit Segment - Melego. Color Dark Brown. On sale for $94.30. MSRP $102.95. 8% off. 4.4 out of 5 stars

Brown SKECHERS Relaxed Fit Segment - Melego

Brown SKECHERS Relaxed Fit Segment - Melego

Brand Name: SKECHERS
Product Name: Relaxed Fit Segment - Melego
Gender: Men's
Color: Dark Brown
Price: $94.30MSRP: $102.958% OFF
Rating: 4Rated 4 stars out of 5(191)

Tommy Hilfiger - Vitus. Color Black. On sale for $80.16. MSRP $119.00. 33% off.

Black Tommy Hilfiger Vitus

Black Tommy Hilfiger Vitus

Brand Name: Tommy Hilfiger
Product Name: Vitus
Gender: Men's
Color: Black
Price: $80.16MSRP: $119.0033% OFF
Rating

Eastland 1955 Edition - High Fidelity. Color Dark Brown Leather. Low Stock. On sale for $88.09. MSRP $135.00. 35% off. 3.6 out of 5 stars

Low Stock

Brown Eastland 1955 Edition High Fidelity

Brown Eastland 1955 Edition High Fidelity

+5

Brand Name: Eastland 1955 Edition
Product Name: High Fidelity
Gender: Men's
Color: Dark Brown Leather
Price: $88.09MSRP: $135.0035% OFF
Rating: 4Rated 4 stars out of 5(13)

Nunn Bush - Denali Plain Toe Chukka. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.4 out of 5 stars

Black Nunn Bush Denali Plain Toe Chukka

Black Nunn Bush Denali Plain Toe Chukka

+2

Brand Name: Nunn Bush
Product Name: Denali Plain Toe Chukka
Gender: Men's
Color: Black
Price: $89.95MSRP: $120.0025% OFF
Rating: 4Rated 4 stars out of 5(100)

Eastland 1955 Edition - Lace Up Boots. Color Peanut Leather. On sale for $125.00. MSRP $135.00. 7% off. 4.2 out of 5 stars

Tan Eastland 1955 Edition Lace Up Boots

Tan Eastland 1955 Edition Lace Up Boots

+7

Brand Name: Eastland 1955 Edition
Product Name: Lace Up Boots
Gender: Men's
Color: Peanut Leather
Price: $125.00MSRP: $135.007% OFF
Rating: 4Rated 4 stars out of 5(52)

SOREL - Carson™ Chelsea Waterproof. Color Brown. On sale for $82.15. MSRP $155.00. 47% off. 1.0 out of 5 stars

Brown SOREL Carson™ Chelsea Waterproof

Brown SOREL Carson™ Chelsea Waterproof

Brand Name: SOREL
Product Name: Carson™ Chelsea Waterproof
Gender: Men's
Color: Brown
Price: $82.15MSRP: $155.0047% OFF
Rating: 1Rated 1 star out of 5(1)

Dockers - Dudley. Color Dark Brown. Low Stock. On sale for $49.99. MSRP $85.00. 41% off. 3.3 out of 5 stars

Low Stock

Brown Dockers Dudley

Brown Dockers Dudley

+2

Brand Name: Dockers
Product Name: Dudley
Gender: Men's
Color: Dark Brown
Price: $49.99MSRP: $85.0041% OFF
Rating: 3Rated 3 stars out of 5(3)

Cole Haan - Berkshire Lug Chukka Boot. Color British Tan/C. On sale for $247.23. MSRP $260.00. 5% off. 4.5 out of 5 stars

Brown Cole Haan Berkshire Lug Chukka Boot

Brown Cole Haan Berkshire Lug Chukka Boot

+5

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boot
Gender: Men's
Color: British Tan/C
Price: $247.23MSRP: $260.005% OFF
Rating: 5Rated 5 stars out of 5(25)

Bogs - Arcata Urban Leather Chelsea. Color Chocolate. On sale for $155.00. MSRP $170.00. 9% off. 4.3 out of 5 stars

Brown Bogs Arcata Urban Leather Chelsea

Brown Bogs Arcata Urban Leather Chelsea

+4

Brand Name: Bogs
Product Name: Arcata Urban Leather Chelsea
Gender: Men's
Color: Chocolate
Price: $155.00MSRP: $170.009% OFF
Rating: 4Rated 4 stars out of 5(35)

Deer Stags - Rockland. Color Brown/Dark Brown. On sale for $59.99. MSRP $90.00. 33% off. 3.7 out of 5 stars

Brown Deer Stags Rockland

Brown Deer Stags Rockland

+1

Brand Name: Deer Stags
Product Name: Rockland
Gender: Men's
Color: Brown/Dark Brown
Price: $59.99MSRP: $90.0033% OFF
Rating: 4Rated 4 stars out of 5(31)

1 of 2

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)