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Size 8.5 Ankle Leather On Sale Products

27 items found

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Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boots. Color Tan. On sale for $84.99. MSRP $120.00. 29% off. 4.2 out of 5 stars

Tan Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

Tan 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: Tan
Price: $84.99MSRP: $12029% 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 $84.99. MSRP $120.00. 29% 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: $84.99MSRP: $12029% OFF
Rating: 4Rated 4 stars out of 5(13)

Caterpillar - Striver Waterproof Steel Toe. Color Brown 1. On sale for $80.75. MSRP $100.00. 19% 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: $80.75MSRP: $10019% OFF
Rating: 3Rated 3 stars out of 5(5)

Florsheim - Renegade 4-Eye Boot. Color Brown Crazy Horse. On sale for $112.00. MSRP $140.00. 20% off. 4.6 out of 5 stars

Brown Florsheim Renegade 4-Eye Boot

Brown Florsheim Renegade 4-Eye Boot

Brand Name: Florsheim
Product Name: Renegade 4-Eye Boot
Gender: Men's
Color: Brown Crazy Horse
Price: $112MSRP: $14020% OFF
Rating: 5Rated 5 stars out of 5(28)

Dunham - Brisco. Color Black Leather. On sale for $136.13. MSRP $159.95. 15% 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: $136.13MSRP: $159.9515% OFF
Rating: 4Rated 4 stars out of 5(1)

Stacy Adams - Kaius Double Monk Strap Boots. Color Cognac. On sale for $135.00. MSRP $150.00. 10% off. 4.0 out of 5 stars

Tan Stacy Adams Kaius Double Monk Strap Boots

Tan Stacy Adams Kaius Double Monk Strap Boots

+2

Brand Name: Stacy Adams
Product Name: Kaius Double Monk Strap Boots
Gender: Men's
Color: Cognac
Price: $135MSRP: $15010% OFF
Rating: 4Rated 4 stars out of 5(2)

Florsheim - Rucci Wingtip Lace Boots. Color Black. On sale for $131.57. MSRP $155.00. 15% off. 4.9 out of 5 stars

Black Florsheim Rucci Wingtip Lace Boots

Black Florsheim Rucci Wingtip Lace Boots

+2

Brand Name: Florsheim
Product Name: Rucci Wingtip Lace Boots
Gender: Men's
Color: Black
Price: $131.57MSRP: $15515% OFF
Rating: 5Rated 5 stars out of 5(27)

Johnston & Murphy - Upton Chukka Boots. Color Tan Full Grain. On sale for $152.10. MSRP $169.00. 10% off. 4.7 out of 5 stars

Tan Johnston & Murphy Upton Chukka Boots

Tan Johnston & Murphy Upton Chukka Boots

Brand Name: Johnston & Murphy
Product Name: Upton Chukka Boots
Gender: Men's
Color: Tan Full Grain
Price: $152.10MSRP: $16910% OFF
Rating: 5Rated 5 stars out of 5(173)

Stacy Adams - Platt Chelsea Boots. Color Black. Low Stock. On sale for $89.99. MSRP $110.00. 18% off.

Low Stock

Black Stacy Adams Platt Chelsea Boots

Black Stacy Adams Platt Chelsea Boots

+2

Brand Name: Stacy Adams
Product Name: Platt Chelsea Boots
Gender: Men's
Color: Black
Price: $89.99MSRP: $11018% OFF
Rating

Rockport - Flynn. Color Medium Natural Leather. On sale for $143.95. MSRP $159.95. 10% 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: $143.95MSRP: $159.9510% OFF
Rating: 3Rated 3 stars out of 5(6)

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)

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)

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)

Stacy Adams - Brumley Moc Toe Lace-Up Boots. Color Tan Multi. On sale for $112.00. MSRP $160.00. 30% off.

Brown Stacy Adams Brumley Moc Toe Lace-Up Boots

Brown 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: Tan Multi
Price: $112MSRP: $16030% 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)

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

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. 3.8 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(39)

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)

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)

Ariat - Barrett Western Boots. Color Nearly Brown. Low Stock. On sale for $129.97. MSRP $259.95. 50% off.

Low Stock

Brown Ariat Barrett Western Boots

Brown Ariat Barrett Western Boots

+2

Brand Name: Ariat
Product Name: Barrett Western Boots
Gender: Men's
Color: Nearly Brown
Price: $129.97MSRP: $259.9550% OFF
Rating

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. 5.0 out of 5 stars

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: 5Rated 5 stars out of 5(1)

Clarks - Shepton. Color Dark Brown Leather. On sale for $77.00. MSRP $110.00. 30% off. 1.7 out of 5 stars

Brown Clarks Shepton

Brown Clarks Shepton

+6

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Dark Brown Leather
Price: $77MSRP: $11030% OFF
Rating: 2Rated 2 stars out of 5(6)

Frye - Paul Mid Lace. Color Saddle. On sale for $193.80. MSRP $228.00. 15% off. 5.0 out of 5 stars

Yellow Frye Paul Mid Lace

Yellow Frye Paul Mid Lace

+3

Brand Name: Frye
Product Name: Paul Mid Lace
Gender: Men's
Color: Saddle
Price: $193.80MSRP: $22815% OFF
Rating: 5Rated 5 stars out of 5(1)

Tommy Hilfiger - Berton. Color Cognac. On sale for $71.40. MSRP $119.00. 40% off.

Tan Tommy Hilfiger Berton

Tan Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $71.40MSRP: $11940% 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)

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