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Size 8.5 Ankle Comfort On Sale Products

139 items found

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Columbia - Escape Thrive Titanium Mid Outdry. Color Moonstone/Graphite. On sale for $160.00. MSRP $180.00. 11% off.

Bone Columbia Escape Thrive Titanium Mid Outdry

Bone Columbia Escape Thrive Titanium Mid Outdry

+4

Brand Name: Columbia
Product Name: Escape Thrive Titanium Mid Outdry
Gender: Men's
Color: Moonstone/Graphite
Price: $160MSRP: $18011% OFF
Rating

Born - Ryker. Color Brown (Wood). On sale for $90.00. MSRP $150.00. 40% off. 1.0 out of 5 stars

Brown Born Ryker

Brown Born Ryker

+2

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Brown (Wood)
Price: $90MSRP: $15040% OFF
Rating: 1Rated 1 star out of 5(2)

Frye - Paul Chukka. Color Mushroom. Low Stock. On sale for $169.20. MSRP $188.00. 10% off. 4.0 out of 5 stars

Low Stock

Neutral Frye Paul Chukka

Neutral Frye Paul Chukka

+2

Brand Name: Frye
Product Name: Paul Chukka
Gender: Men's
Color: Mushroom
Price: $169.20MSRP: $18810% OFF
Rating: 4Rated 4 stars out of 5(7)

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Oatmeal/Brown. On sale for $105.00. MSRP $150.00. 30% off. 3.2 out of 5 stars

Neutral Vans Mte™ Standard Mid Chelsea Waterproof

Neutral Vans Mte™ Standard Mid Chelsea Waterproof

+4

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Oatmeal/Brown
Price: $105MSRP: $15030% OFF
Rating: 3Rated 3 stars out of 5(4)

Birkenstock - Highwood Deep Blue. Color Dark Tea. On sale for $105.00. MSRP $210.00. 50% off. 3.8 out of 5 stars

Beige Birkenstock Highwood Deep Blue

Beige Birkenstock Highwood Deep Blue

+4

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Dark Tea
Price: $105MSRP: $21050% OFF
Rating: 4Rated 4 stars out of 5(6)

Tommy Hilfiger - Bage. Color Cognac Tumble. On sale for $64.97. MSRP $119.00. 45% off. 4.5 out of 5 stars

Tan Tommy Hilfiger Bage

Tan Tommy Hilfiger Bage

+4

Brand Name: Tommy Hilfiger
Product Name: Bage
Gender: Men's
Color: Cognac Tumble
Price: $64.97MSRP: $11945% OFF
Rating: 5Rated 5 stars out of 5(2)

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)

Columbia - Newton Wander. Color Titanium Grey Steel/Dark Grey. On sale for $99.00. MSRP $110.00. 10% off. 4.3 out of 5 stars

Gray Columbia Newton Wander

Gray Columbia Newton Wander

+5

Brand Name: Columbia
Product Name: Newton Wander
Gender: Men's
Color: Titanium Grey Steel/Dark Grey
Price: $99MSRP: $11010% OFF
Rating: 4Rated 4 stars out of 5(3)

Eastland 1955 Edition - High Fidelity. Color Tan Leather. Low Stock. On sale for $79.59. MSRP $135.00. 41% off. 3.6 out of 5 stars

Low Stock

Tan Eastland 1955 Edition High Fidelity

Tan Eastland 1955 Edition High Fidelity

+2

Brand Name: Eastland 1955 Edition
Product Name: High Fidelity
Gender: Men's
Color: Tan Leather
Price: $79.59MSRP: $13541% OFF
Rating: 4Rated 4 stars out of 5(13)

Dockers - Esmond. Color Tan. Low Stock. On sale for $85.50. MSRP $95.00. 10% off. 3.5 out of 5 stars

Low Stock

Tan Dockers Esmond

Tan Dockers Esmond

+5

Brand Name: Dockers
Product Name: Esmond
Gender: Men's
Color: Tan
Price: $85.50MSRP: $9510% OFF
Rating: 4Rated 4 stars out of 5(2)

Dockers - Dylan. Color Black. On sale for $85.50. MSRP $95.00. 10% off. 3.0 out of 5 stars

Black Dockers Dylan

Black Dockers Dylan

+3

Brand Name: Dockers
Product Name: Dylan
Gender: Men's
Color: Black
Price: $85.50MSRP: $9510% OFF
Rating: 3Rated 3 stars out of 5(1)

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $140.00. MSRP $200.00. 30% off. 3.0 out of 5 stars

Taupe Cole Haan American Classics Chelsea Boots

Taupe Cole Haan American Classics Chelsea Boots

+3

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $140MSRP: $20030% OFF
Rating: 3Rated 3 stars out of 5(1)

Nunn Bush - Chase Plain Toe Chukka Contemporary Fashion Boot. Color Black. On sale for $64.95. MSRP $95.00. 32% off. 3.9 out of 5 stars

Black Nunn Bush Chase Plain Toe Chukka Contemporary Fashion Boot

Black 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: Black
Price: $64.95MSRP: $9532% OFF
Rating: 4Rated 4 stars out of 5(18)

Stacy Adams - Eastmont Elastic Lace Boots. Color White. Low Stock. On sale for $77.00. MSRP $140.00. 45% off. 4.0 out of 5 stars

Low Stock

White Stacy Adams Eastmont Elastic Lace Boots

White Stacy Adams Eastmont Elastic Lace Boots

+2

Brand Name: Stacy Adams
Product Name: Eastmont Elastic Lace Boots
Gender: Men's
Color: White
Price: $77MSRP: $14045% OFF
Rating: 4Rated 4 stars out of 5(1)

Columbia - Newton Wander Leather. Color Black/Shark. On sale for $99.00. MSRP $110.00. 10% off. 4.3 out of 5 stars

Black Columbia Newton Wander Leather

Black Columbia Newton Wander Leather

+4

Brand Name: Columbia
Product Name: Newton Wander Leather
Gender: Men's
Color: Black/Shark
Price: $99MSRP: $11010% OFF
Rating: 4Rated 4 stars out of 5(10)

Florsheim - Lodge Plain Toe Gore Boots. Color Black Crazy Horse. On sale for $108.75. MSRP $145.00. 25% off. 4.4 out of 5 stars

Black Florsheim Lodge Plain Toe Gore Boots

Black Florsheim Lodge Plain Toe Gore Boots

+3

Brand Name: Florsheim
Product Name: Lodge Plain Toe Gore Boots
Gender: Men's
Color: Black Crazy Horse
Price: $108.75MSRP: $14525% OFF
Rating: 4Rated 4 stars out of 5(125)

Rockport - Storm Surge Water Proof Plain Toe Boots. Color Tan. On sale for $99.95. MSRP $159.95. 38% off. 3.3 out of 5 stars

Tan Rockport Storm Surge Water Proof Plain Toe Boots

Tan Rockport Storm Surge Water Proof Plain Toe Boots

+2

Brand Name: Rockport
Product Name: Storm Surge Water Proof Plain Toe Boots
Gender: Men's
Color: Tan
Price: $99.95MSRP: $159.9538% OFF
Rating: 3Rated 3 stars out of 5(19)

Propet - Blizzard Mid Zip. Color Brown/Black. On sale for $119.95. MSRP $149.99. 20% 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: $119.95MSRP: $149.9920% OFF
Rating: 4Rated 4 stars out of 5(146)

Johnston & Murphy - Xc+ Parker Chukka. Color Brown Waterproof Full Grain. Low Stock. On sale for $115.32. MSRP $189.00. 39% off.

Low Stock

Red Johnston & Murphy Xc+ Parker Chukka

Red Johnston & Murphy Xc+ Parker Chukka

+2

Brand Name: Johnston & Murphy
Product Name: Xc+ Parker Chukka
Gender: Men's
Color: Brown Waterproof Full Grain
Price: $115.32MSRP: $18939% OFF
Rating

Orthofeet - Graphite. Color Black. On sale for $143.99. MSRP $179.99. 20% off. 3.0 out of 5 stars

Black Orthofeet Graphite

Black Orthofeet Graphite

+2

Brand Name: Orthofeet
Product Name: Graphite
Gender: Men's
Color: Black
Price: $143.99MSRP: $179.9920% OFF
Rating: 3Rated 3 stars out of 5(1)

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $101.50. MSRP $130.00. 22% off. 5.0 out of 5 stars

Brown Clarks Shepton Easy

Brown Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Beeswax Leather
Price: $101.50MSRP: $13022% OFF
Rating: 5Rated 5 stars out of 5(1)

Steve Madden - Hatford. Color Black. On sale for $81.03. MSRP $100.00. 19% off.

Black Steve Madden Hatford

Black Steve Madden Hatford

+4

Brand Name: Steve Madden
Product Name: Hatford
Gender: Men's
Color: Black
Price: $81.03MSRP: $10019% OFF
Rating

Dansko - Tony. Color Black. On sale for $114.98. MSRP $194.95. 41% off.

Black Dansko Tony

Black Dansko Tony

+2

Brand Name: Dansko
Product Name: Tony
Gender: Men's
Color: Black
Price: $114.98MSRP: $194.9541% OFF
Rating

SOREL - Slabtown 62'™ Moc Waterproof. Color Velvet Tan/Tobacco. Low Stock. On sale for $108.00. MSRP $180.00. 40% off. 4.1 out of 5 stars

Low Stock

Brown SOREL Slabtown 62'™ Moc Waterproof

Brown SOREL Slabtown 62'™ Moc Waterproof

+2

Brand Name: SOREL
Product Name: Slabtown 62'™ Moc Waterproof
Gender: Men's
Color: Velvet Tan/Tobacco
Price: $108MSRP: $18040% OFF
Rating: 4Rated 4 stars out of 5(33)

TOMS - Travel Lite Forrest. Color Brown. On sale for $78.00. MSRP $130.00. 40% off.

Brown TOMS Travel Lite Forrest

Brown TOMS Travel Lite Forrest

+2

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $78MSRP: $13040% OFF
Rating

Oboz - Sawtooth X Mid B-DRY. Color Olive Branch. On sale for $108.00. MSRP $180.00. 40% off. 4.0 out of 5 stars

Olive Oboz Sawtooth X Mid B-DRY

Olive Oboz Sawtooth X Mid B-DRY

+1

Brand Name: Oboz
Product Name: Sawtooth X Mid B-DRY
Gender: Men's
Color: Olive Branch
Price: $108MSRP: $18040% OFF
Rating: 4Rated 4 stars out of 5(147)

Johnston & Murphy - Connelly Wing Tip Boot. Color Tan Full Grain. Low Stock. On sale for $149.99. MSRP $219.00. 32% off. 3.2 out of 5 stars

Low Stock

Tan Johnston & Murphy Connelly Wing Tip Boot

Tan Johnston & Murphy Connelly Wing Tip Boot

Brand Name: Johnston & Murphy
Product Name: Connelly Wing Tip Boot
Gender: Men's
Color: Tan Full Grain
Price: $149.99MSRP: $21932% OFF
Rating: 3Rated 3 stars out of 5(58)

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $141.12. MSRP $194.95. 28% off. 4.0 out of 5 stars

Tan ECCO Metropole Milan Chukka Boots

Tan ECCO Metropole Milan Chukka Boots

+2

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $141.12MSRP: $194.9528% OFF
Rating: 4Rated 4 stars out of 5(1)

Johnston & Murphy - Upton Chelsea Boots. Color Tan Full Grain. On sale for $119.99. MSRP $179.00. 33% off. 2.0 out of 5 stars

Tan Johnston & Murphy Upton Chelsea Boots

Tan Johnston & Murphy Upton Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Upton Chelsea Boots
Gender: Men's
Color: Tan Full Grain
Price: $119.99MSRP: $17933% OFF
Rating: 2Rated 2 stars out of 5(1)

Cole Haan - Berkshire Chelsea Boots. Color Dark Sequoia/Natural. On sale for $135.28. MSRP $250.00. 46% off. 4.5 out of 5 stars

Brown Cole Haan Berkshire Chelsea Boots

Brown Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: Dark Sequoia/Natural
Price: $135.28MSRP: $25046% OFF
Rating: 5Rated 5 stars out of 5(26)

Rockport - Seamus. Color Grey Suede. On sale for $89.98. MSRP $149.95. 40% off. 1.0 out of 5 stars

Gray Rockport Seamus

Gray Rockport Seamus

Brand Name: Rockport
Product Name: Seamus
Gender: Men's
Color: Grey Suede
Price: $89.98MSRP: $149.9540% OFF
Rating: 1Rated 1 star out of 5(1)

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(2)

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 - KS Moc Chukka. Color Black/Black. On sale for $125.95. MSRP $139.95. 10% off.

Black KEEN KS Moc Chukka

Black KEEN KS Moc Chukka

Brand Name: KEEN
Product Name: KS Moc Chukka
Gender: Men's
Color: Black/Black
Price: $125.95MSRP: $139.9510% OFF
Rating

Asolo - Fugitive GTX MM. Color Wool/Black. On sale for $299.99. MSRP $335.00. 10% off. 4.0 out of 5 stars

Brown Asolo Fugitive GTX MM

Brown Asolo Fugitive GTX MM

+1

Brand Name: Asolo
Product Name: Fugitive GTX MM
Gender: Men's
Color: Wool/Black
Price: $299.99MSRP: $33510% OFF
Rating: 4Rated 4 stars out of 5(1)

Columbia - Peakfreak Rush Mid Outdry. Color Canvas Tan/Metal. On sale for $113.08. MSRP $130.00. 13% off. 5.0 out of 5 stars

Beige Columbia Peakfreak Rush Mid Outdry

Beige Columbia Peakfreak Rush Mid Outdry

+2

Brand Name: Columbia
Product Name: Peakfreak Rush Mid Outdry
Gender: Men's
Color: Canvas Tan/Metal
Price: $113.08MSRP: $13013% OFF
Rating: 5Rated 5 stars out of 5(2)

Deer Stags - Bangor. Color Black/Black. On sale for $59.99. MSRP $90.00. 33% off. 3.9 out of 5 stars

Black Deer Stags Bangor

Black Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $59.99MSRP: $9033% OFF
Rating: 4Rated 4 stars out of 5(14)

Propet - Veymont. Color Grey/Blue. On sale for $108.80. MSRP $169.95. 36% off. 3.4 out of 5 stars

Gray Propet Veymont

Gray Propet Veymont

Brand Name: Propet
Product Name: Veymont
Gender: Men's
Color: Grey/Blue
Price: $108.80MSRP: $169.9536% OFF
Rating: 3Rated 3 stars out of 5(15)

Allen Edmonds - Park Boot. Color Chili. Low Stock. On sale for $385.00. MSRP $550.00. 30% off. 3.9 out of 5 stars

Low Stock

Brown Allen Edmonds Park Boot

Brown Allen Edmonds Park Boot

+2

Brand Name: Allen Edmonds
Product Name: Park Boot
Gender: Men's
Color: Chili
Price: $385MSRP: $55030% OFF
Rating: 4Rated 4 stars out of 5(15)

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