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Size 8.5 Ankle Leather On Sale Products

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Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boots. Color Black. On sale for $89.95. MSRP $120.00. 25% off. 4.2 out of 5 stars

Black Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

Black Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boots
Gender: Men's
Color: Black
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(9)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boots. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.5 out of 5 stars

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boots
Gender: Men's
Color: Tan
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(13)

Frye - Paul Mid Lace. Color Black. On sale for $205.20. MSRP $228.00. 10% off. 5.0 out of 5 stars

Black Frye Paul Mid Lace

Black Frye Paul Mid Lace

+3

Brand Name: Frye
Product Name: Paul Mid Lace
Gender: Men's
Color: Black
Price: $205.20MSRP: $22810% OFF
Rating: 5Rated 5 stars out of 5(1)

Clarks - Shepton. Color Black Leather. On sale for $94.99. MSRP $110.00. 14% off. 1.7 out of 5 stars

Black Clarks Shepton

Black Clarks Shepton

+6

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Black Leather
Price: $94.99MSRP: $11014% OFF
Rating: 2Rated 2 stars out of 5(6)

Caterpillar - Striver Waterproof Steel Toe. Color Brown 1. On sale for $89.99. MSRP $100.00. 10% off. 3.4 out of 5 stars

Brown Caterpillar Striver Waterproof Steel Toe

Brown Caterpillar Striver Waterproof Steel Toe

Brand Name: Caterpillar
Product Name: Striver Waterproof Steel Toe
Gender: Men's
Color: Brown 1
Price: $89.99MSRP: $10010% OFF
Rating: 3Rated 3 stars out of 5(5)

Frye - Barrett Lace Up. Color Black. On sale for $223.20. MSRP $248.00. 10% off. 5.0 out of 5 stars

Black Frye Barrett Lace Up

Black Frye Barrett Lace Up

+3

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Black
Price: $223.20MSRP: $24810% OFF
Rating: 5Rated 5 stars out of 5(2)

Florsheim - Rucci Plain Toe Chukka Boot. Color Brown Smooth. On sale for $134.95. MSRP $155.00. 13% off. 4.3 out of 5 stars

Brown Florsheim Rucci Plain Toe Chukka Boot

Brown Florsheim Rucci Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Rucci Plain Toe Chukka Boot
Gender: Men's
Color: Brown Smooth
Price: $134.95MSRP: $15513% OFF
Rating: 4Rated 4 stars out of 5(51)

Dunham - Brisco. Color Black Leather. On sale for $125.54. MSRP $159.95. 22% off. 4.0 out of 5 stars

Black Dunham Brisco

Black Dunham Brisco

+2

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $125.54MSRP: $159.9522% OFF
Rating: 4Rated 4 stars out of 5(1)

Florsheim - Rucci Wingtip Lace Boots. Color Cognac. On sale for $134.43. MSRP $155.00. 13% off. 4.9 out of 5 stars

Tan Florsheim Rucci Wingtip Lace Boots

Tan Florsheim Rucci Wingtip Lace Boots

+2

Brand Name: Florsheim
Product Name: Rucci Wingtip Lace Boots
Gender: Men's
Color: Cognac
Price: $134.43MSRP: $15513% OFF
Rating: 5Rated 5 stars out of 5(26)

Stacy Adams - Platt Chelsea Boots. Color Cognac. On sale for $99.00. MSRP $110.00. 10% off.

Tan Stacy Adams Platt Chelsea Boots

Tan Stacy Adams Platt Chelsea Boots

+2

Brand Name: Stacy Adams
Product Name: Platt Chelsea Boots
Gender: Men's
Color: Cognac
Price: $99MSRP: $11010% OFF
Rating

Sperry - Newton Boots. Color Taupe. On sale for $148.50. MSRP $165.00. 10% off. 5.0 out of 5 stars

Taupe Sperry Newton Boots

Taupe Sperry Newton Boots

Brand Name: Sperry
Product Name: Newton Boots
Gender: Men's
Color: Taupe
Price: $148.50MSRP: $16510% OFF
Rating: 5Rated 5 stars out of 5(1)

Rockport - Flynn. Color Medium Natural Leather. On sale for $119.96. MSRP $159.95. 25% off. 2.8 out of 5 stars

Brown Rockport Flynn

Brown Rockport Flynn

+2

Brand Name: Rockport
Product Name: Flynn
Gender: Men's
Color: Medium Natural Leather
Price: $119.96MSRP: $159.9525% OFF
Rating: 3Rated 3 stars out of 5(6)

Stacy Adams - Brumley Moc Toe Lace-Up Boots. Color Brown Multi. On sale for $114.99. MSRP $160.00. 28% off.

Black Stacy Adams Brumley Moc Toe Lace-Up Boots

Black Stacy Adams Brumley Moc Toe Lace-Up Boots

+2 colors/patterns

Brand Name: Stacy Adams
Product Name: Brumley Moc Toe Lace-Up Boots
Gender: Men's
Color: Brown Multi
Price: $114.99MSRP: $16028% OFF
Rating

Dansko - Sigourney. Color Honey Distressed. On sale for $123.95. MSRP $184.95. 33% off. 3.5 out of 5 stars

Brown Dansko Sigourney

Brown Dansko Sigourney

+2

Brand Name: Dansko
Product Name: Sigourney
Gender: Women's
Color: Honey Distressed
Price: $123.95MSRP: $184.9533% OFF
Rating: 4Rated 4 stars out of 5(30)

To Boot New York - Christophe. Color Dark Brown. On sale for $346.50. MSRP $495.00. 30% off.

Brown To Boot New York Christophe

Brown To Boot New York Christophe

+3

Brand Name: To Boot New York
Product Name: Christophe
Gender: Men's
Color: Dark Brown
Price: $346.50MSRP: $49530% OFF
Rating

Johnston & Murphy - Barrett Plain Toe Boots. Color Tan Full Grain 1. On sale for $179.10. MSRP $199.00. 10% off. 4.5 out of 5 stars

Brown Johnston & Murphy Barrett Plain Toe Boots

Brown Johnston & Murphy Barrett Plain Toe Boots

Brand Name: Johnston & Murphy
Product Name: Barrett Plain Toe Boots
Gender: Men's
Color: Tan Full Grain 1
Price: $179.10MSRP: $19910% OFF
Rating: 5Rated 5 stars out of 5(131)

Sperry - Stringer. Color Tan. On sale for $117.00. MSRP $130.00. 10% off.

Tan Sperry Stringer

Tan Sperry Stringer

Brand Name: Sperry
Product Name: Stringer
Gender: Men's
Color: Tan
Price: $117MSRP: $13010% OFF
Rating

Born - Ethan. Color Taupe (Avola). On sale for $119.96. MSRP $150.00. 20% off. 2.0 out of 5 stars

Taupe Born Ethan

Taupe Born Ethan

Brand Name: Born
Product Name: Ethan
Gender: Men's
Color: Taupe (Avola)
Price: $119.96MSRP: $15020% OFF
Rating: 2Rated 2 stars out of 5(1)

To Boot New York - Largo. Color Black. On sale for $445.50. MSRP $495.00. 10% off. 5.0 out of 5 stars

Black To Boot New York Largo

Black To Boot New York Largo

Brand Name: To Boot New York
Product Name: Largo
Gender: Men's
Color: Black
Price: $445.50MSRP: $49510% OFF
Rating: 5Rated 5 stars out of 5(3)

To Boot New York - Jarreau. Color Dark Brown. Low Stock. On sale for $476.00. MSRP $595.00. 20% off.

Low Stock

Brown To Boot New York Jarreau

Brown To Boot New York Jarreau

Brand Name: To Boot New York
Product Name: Jarreau
Gender: Men's
Color: Dark Brown
Price: $476MSRP: $59520% OFF
Rating

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Tan Full Grain. Low Stock. On sale for $129.99. MSRP $185.00. 30% off. 4.4 out of 5 stars

Low Stock

Tan Johnston & Murphy XC Flex Raleigh Chelsea

Tan Johnston & Murphy XC Flex Raleigh Chelsea

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Chelsea
Gender: Men's
Color: Tan Full Grain
Price: $129.99MSRP: $18530% OFF
Rating: 4Rated 4 stars out of 5(69)

Eastland 1955 Edition - Chimney Pond. Color Black. On sale for $87.00. MSRP $145.00. 40% off. 5.0 out of 5 stars

Black Eastland 1955 Edition Chimney Pond

Black Eastland 1955 Edition Chimney Pond

+2

Brand Name: Eastland 1955 Edition
Product Name: Chimney Pond
Gender: Men's
Color: Black
Price: $87MSRP: $14540% OFF
Rating: 5Rated 5 stars out of 5(1)

L.L.Bean - Allagash Handsewn Chukka Boot. Color Canyon. On sale for $143.99. MSRP $180.00. 20% 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: $143.99MSRP: $18020% OFF
Rating: 4Rated 4 stars out of 5(35)

Taft - Lewis. Color Oro Viejo. On sale for $295.00. MSRP $349.00. 15% off.

Brown Taft Lewis

Brown Taft Lewis

Brand Name: Taft
Product Name: Lewis
Gender: Men's
Color: Oro Viejo
Price: $295MSRP: $34915% OFF
Rating

Johnston & Murphy - Larkin Chukka. Color Tan Italian Calfskin. On sale for $99.99. MSRP $159.00. 37% off. 1.0 out of 5 stars

Tan Johnston & Murphy Larkin Chukka

Tan Johnston & Murphy Larkin Chukka

Brand Name: Johnston & Murphy
Product Name: Larkin Chukka
Gender: Men's
Color: Tan Italian Calfskin
Price: $99.99MSRP: $15937% OFF
Rating: 1Rated 1 star out of 5(1)

To Boot New York - Parker. Color Dark Brown. Low Stock. On sale for $299.25. MSRP $399.00. 25% off.

Low Stock

Brown To Boot New York Parker

Brown To Boot New York Parker

Brand Name: To Boot New York
Product Name: Parker
Gender: Men's
Color: Dark Brown
Price: $299.25MSRP: $39925% OFF
Rating

Frye - Astor Chukka. Color Tan. On sale for $133.50. MSRP $178.00. 25% off. 4.0 out of 5 stars

Tan Frye Astor Chukka

Tan Frye Astor Chukka

Brand Name: Frye
Product Name: Astor Chukka
Gender: Men's
Color: Tan
Price: $133.50MSRP: $17825% OFF
Rating: 4Rated 4 stars out of 5(23)

To Boot New York - Piero. Color Brown. Low Stock. On sale for $385.00. MSRP $550.00. 30% off.

Low Stock

Brown To Boot New York Piero

Brown To Boot New York Piero

Brand Name: To Boot New York
Product Name: Piero
Gender: Men's
Color: Brown
Price: $385MSRP: $55030% OFF
Rating

To Boot New York - Jonathan. Color Dark Brown. Low Stock. On sale for $360.00. MSRP $450.00. 20% off.

Low Stock

Brown To Boot New York Jonathan

Brown To Boot New York Jonathan

Brand Name: To Boot New York
Product Name: Jonathan
Gender: Men's
Color: Dark Brown
Price: $360MSRP: $45020% OFF
Rating

Frye - Hudson Workboot Wedge. Color Saddle. Low Stock. On sale for $243.60. MSRP $378.00. 36% off. 3.6 out of 5 stars

Low Stock

Yellow Frye Hudson Workboot Wedge

Yellow Frye Hudson Workboot Wedge

Brand Name: Frye
Product Name: Hudson Workboot Wedge
Gender: Men's
Color: Saddle
Price: $243.60MSRP: $37836% OFF
Rating: 4Rated 4 stars out of 5(7)

Orthofeet - Verno. Color Black. Low Stock. On sale for $88.00. MSRP $160.00. 45% off.

Low Stock

Black Orthofeet Verno

Black Orthofeet Verno

Brand Name: Orthofeet
Product Name: Verno
Gender: Men's
Color: Black
Price: $88MSRP: $16045% OFF
Rating

Frye - Hudson Workboot Plain Toe. Color Whiskey. On sale for $276.00. MSRP $368.00. 25% off. 4.0 out of 5 stars

Brown Frye Hudson Workboot Plain Toe

Brown Frye Hudson Workboot Plain Toe

+2

Brand Name: Frye
Product Name: Hudson Workboot Plain Toe
Gender: Men's
Color: Whiskey
Price: $276MSRP: $36825% OFF
Rating: 4Rated 4 stars out of 5(3)

Dan Post - Winslow. Color Dark Brown/Blue. Low Stock. On sale for $179.99. MSRP $249.95. 28% off. 4.2 out of 5 stars

Low Stock

Brown Dan Post Winslow

Brown Dan Post Winslow

Brand Name: Dan Post
Product Name: Winslow
Gender: Men's
Color: Dark Brown/Blue
Price: $179.99MSRP: $249.9528% OFF
Rating: 4Rated 4 stars out of 5(12)

Steve Madden - Millsen. Color Tan. Low Stock. On sale for $117.00. MSRP $130.00. 10% off.

Low Stock

Tan Steve Madden Millsen

Tan Steve Madden Millsen

Brand Name: Steve Madden
Product Name: Millsen
Gender: Men's
Color: Tan
Price: $117MSRP: $13010% OFF
Rating

Martin Dingman - Blue Ridge Chukka Boot. Color Camo. Low Stock. On sale for $191.75. MSRP $295.00. 35% off.

Low Stock

Multi Martin Dingman Blue Ridge Chukka Boot

Multi Martin Dingman Blue Ridge Chukka Boot

+3

Brand Name: Martin Dingman
Product Name: Blue Ridge Chukka Boot
Gender: Men's
Color: Camo
Price: $191.75MSRP: $29535% OFF
Rating

Stacy Adams - Madison Cap Toe Lace-Up Boots. Color Cognac. On sale for $131.25. MSRP $175.00. 25% off. 5.0 out of 5 stars

Tan Stacy Adams Madison Cap Toe Lace-Up Boots

Tan Stacy Adams Madison Cap Toe Lace-Up Boots

+4

Brand Name: Stacy Adams
Product Name: Madison Cap Toe Lace-Up Boots
Gender: Men's
Color: Cognac
Price: $131.25MSRP: $17525% OFF
Rating: 5Rated 5 stars out of 5(1)

Clarks - Wallabee Boots. Color Beeswax. On sale for $109.99. MSRP $150.00. 27% off. 4.5 out of 5 stars

Brown Clarks Wallabee Boots

Brown Clarks Wallabee Boots

+4

Brand Name: Clarks
Product Name: Wallabee Boots
Gender: Men's
Color: Beeswax
Price: $109.99MSRP: $15027% OFF
Rating: 4Rated 4 stars out of 5(62)

Frye - Tyler Flex Chelsea. Color Cognac. On sale for $241.20. MSRP $268.00. 10% off. 3.5 out of 5 stars

Tan Frye Tyler Flex Chelsea

Tan Frye Tyler Flex Chelsea

+4

Brand Name: Frye
Product Name: Tyler Flex Chelsea
Gender: Men's
Color: Cognac
Price: $241.20MSRP: $26810% OFF
Rating: 4Rated 4 stars out of 5(6)

Josef Seibel - Erroll 52 Boots. Color Black. Low Stock. On sale for $166.50. MSRP $185.00. 10% off. 5.0 out of 5 stars

Low Stock

Black Josef Seibel Erroll 52 Boots

Black Josef Seibel Erroll 52 Boots

Brand Name: Josef Seibel
Product Name: Erroll 52 Boots
Gender: Men's
Color: Black
Price: $166.50MSRP: $18510% OFF
Rating: 5Rated 5 stars out of 5(1)

Tommy Hilfiger - Berton. Color Cognac. On sale for $89.25. MSRP $119.00. 25% off.

Tan Tommy Hilfiger Berton

Tan Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $89.25MSRP: $11925% OFF
Rating

KEEN - KNX Chukka. Color Brindle/Plaza Taupe. Low Stock. On sale for $95.97. MSRP $159.95. 40% off. 3.8 out of 5 stars

Low Stock

Taupe KEEN KNX Chukka

Taupe KEEN KNX Chukka

Brand Name: KEEN
Product Name: KNX Chukka
Gender: Men's
Color: Brindle/Plaza Taupe
Price: $95.97MSRP: $159.9540% OFF
Rating: 4Rated 4 stars out of 5(20)

Johnston & Murphy - Brody Chukka. Color Snuff Suede. Low Stock. On sale for $115.00. MSRP $165.00. 30% off.

Low Stock

Brown Johnston & Murphy Brody Chukka

Brown Johnston & Murphy Brody Chukka

Brand Name: Johnston & Murphy
Product Name: Brody Chukka
Gender: Men's
Color: Snuff Suede
Price: $115MSRP: $16530% OFF
Rating

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