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Size 9.5 Ankle Comfort Shoes On Sale

143 items found

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Dockers - Esmond. Color Cognac. Low Stock. On sale for $49.67. MSRP $95.00. 48% 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: Cognac
Price: $49.67MSRP: $9548% OFF
Rating: 4Rated 4 stars out of 5(2)

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)

Nunn Bush - Otto Plain Toe Chukka Boots. Color Brown Crazy Horse. Low Stock. On sale for $89.95. MSRP $120.00. 25% off. 4.1 out of 5 stars

Low Stock

Brown Nunn Bush Otto Plain Toe Chukka Boots

Brown Nunn Bush Otto Plain Toe Chukka Boots

+3

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Chukka Boots
Gender: Men's
Color: Brown Crazy Horse
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(33)

Dunham - Brisco. Color Dark Brown Leather. On sale for $143.33. MSRP $159.95. 10% off. 4.0 out of 5 stars

Brown Dunham Brisco

Brown Dunham Brisco

+2

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Dark Brown Leather
Price: $143.33MSRP: $159.9510% OFF
Rating: 4Rated 4 stars out of 5(1)

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)

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(9)

Columbia - Expeditionist Shield. Color Curry/Light Brown. On sale for $125.85. MSRP $140.00. 10% off. 4.2 out of 5 stars

Brown Columbia Expeditionist Shield

Brown Columbia Expeditionist Shield

+2

Brand Name: Columbia
Product Name: Expeditionist Shield
Gender: Men's
Color: Curry/Light Brown
Price: $125.85MSRP: $14010% OFF
Rating: 4Rated 4 stars out of 5(10)

Columbia - Peakfreak Rush Mid Outdry. Color Canvas Tan/Metal. On sale for $105.60. MSRP $130.00. 19% 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: $105.60MSRP: $13019% OFF
Rating: 5Rated 5 stars out of 5(2)

Propet - Ridge Walker. Color Gunsmoke/Orange. On sale for $93.45. MSRP $114.95. 19% off. 3.9 out of 5 stars

Black Propet Ridge Walker

Black Propet Ridge Walker

+3

Brand Name: Propet
Product Name: Ridge Walker
Gender: Men's
Color: Gunsmoke/Orange
Price: $93.45MSRP: $114.9519% OFF
Rating: 4Rated 4 stars out of 5(205)

Dockers - Dylan. Color Black. On sale for $69.99. MSRP $95.00. 26% 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: $69.99MSRP: $9526% OFF
Rating: 3Rated 3 stars out of 5(2)

Birkenstock - Highwood Deep Blue. Color Chocolate. Low Stock. On sale for $147.00. MSRP $210.00. 30% off. 4.1 out of 5 stars

Low Stock

Brown Birkenstock Highwood Deep Blue

Brown Birkenstock Highwood Deep Blue

+4

Brand Name: Birkenstock
Product Name: Highwood Deep Blue
Gender: Men's
Color: Chocolate
Price: $147MSRP: $21030% OFF
Rating: 4Rated 4 stars out of 5(8)

Clarks - Shepton. Color Dark Brown Leather. On sale for $88.00. MSRP $110.00. 20% 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: $88MSRP: $11020% OFF
Rating: 2Rated 2 stars out of 5(6)

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

+2

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)

Teva - AURORIS. Color Desert Taupe. Low Stock. On sale for $112.00. MSRP $160.00. 30% off. 5.0 out of 5 stars

Low Stock

Neutral Teva AURORIS

Neutral Teva AURORIS

+3

Brand Name: Teva
Product Name: AURORIS
Gender: Men's
Color: Desert Taupe
Price: $112MSRP: $16030% OFF
Rating: 5Rated 5 stars out of 5(3)

Merrell - Moab Adventure 3 Chelsea Wp. Color Black. On sale for $122.99. MSRP $170.00. 28% off. 2.9 out of 5 stars

Black Merrell Moab Adventure 3 Chelsea Wp

Black Merrell Moab Adventure 3 Chelsea Wp

+2

Brand Name: Merrell
Product Name: Moab Adventure 3 Chelsea Wp
Gender: Men's
Color: Black
Price: $122.99MSRP: $17028% OFF
Rating: 3Rated 3 stars out of 5(9)

Florsheim - Lodge Plain Toe 3-eye Chukka Boots. Color Black Crazy Horse. On sale for $126.00. MSRP $140.00. 10% off. 4.0 out of 5 stars

Black Florsheim Lodge Plain Toe 3-eye Chukka Boots

Black Florsheim Lodge Plain Toe 3-eye Chukka Boots

+2

Brand Name: Florsheim
Product Name: Lodge Plain Toe 3-eye Chukka Boots
Gender: Men's
Color: Black Crazy Horse
Price: $126MSRP: $14010% OFF
Rating: 4Rated 4 stars out of 5(5)

Propet - Tanner. Color Black. On sale for $144.99. MSRP $164.99. 12% off. 3.3 out of 5 stars

Black Propet Tanner

Black Propet Tanner

+2

Brand Name: Propet
Product Name: Tanner
Gender: Men's
Color: Black
Price: $144.99MSRP: $164.9912% OFF
Rating: 3Rated 3 stars out of 5(3)

Dockers - Telford. Color Black. On sale for $80.75. MSRP $95.00. 15% off. 5.0 out of 5 stars

Black Dockers Telford

Black Dockers Telford

Brand Name: Dockers
Product Name: Telford
Gender: Men's
Color: Black
Price: $80.75MSRP: $9515% OFF
Rating: 5Rated 5 stars out of 5(1)

Vance - Rogue. Color Wheat. On sale for $71.99. MSRP $89.99. 20% off.

Tan Vance Rogue

Tan Vance Rogue

+3

Brand Name: Vance
Product Name: Rogue
Gender: Men's
Color: Wheat
Price: $71.99MSRP: $89.9920% OFF
Rating

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 $115.37. 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: $115.37MSRP: $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)

Rockport - Northfield Waterproof Boots. Color Chocolate. On sale for $135.00. MSRP $159.95. 16% off. 4.3 out of 5 stars

Brown Rockport Northfield Waterproof Boots

Brown Rockport Northfield Waterproof Boots

+2

Brand Name: Rockport
Product Name: Northfield Waterproof Boots
Gender: Men's
Color: Chocolate
Price: $135MSRP: $159.9516% OFF
Rating: 4Rated 4 stars out of 5(218)

Dockers - Weston. Color Cognac. On sale for $69.99. MSRP $95.00. 26% off.

Tan Dockers Weston

Tan Dockers Weston

+3

Brand Name: Dockers
Product Name: Weston
Gender: Men's
Color: Cognac
Price: $69.99MSRP: $9526% OFF
Rating

Dockers - Thomas. Color Chestnut. On sale for $59.97. MSRP $95.00. 37% off.

Brown Dockers Thomas

Brown Dockers Thomas

+2

Brand Name: Dockers
Product Name: Thomas
Gender: Men's
Color: Chestnut
Price: $59.97MSRP: $9537% OFF
Rating

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $117.00. MSRP $130.00. 10% 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: $117MSRP: $13010% OFF
Rating: 5Rated 5 stars out of 5(1)

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

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)

Vans - Mte™ Standard Mid Chelsea Waterproof. Color 30th Anniversary Gray Olive. Low Stock. On sale for $67.50. MSRP $150.00. 55% off. 3.2 out of 5 stars

Low Stock

White Vans Mte™ Standard Mid Chelsea Waterproof

White Vans Mte™ Standard Mid Chelsea Waterproof

+3

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: 30th Anniversary Gray Olive
Price: $67.50MSRP: $15055% OFF
Rating: 3Rated 3 stars out of 5(4)

SOREL - Slabtown 62' Six Waterproof. Color Canoe/Bleached Ceramic. Low Stock. On sale for $105.00. MSRP $175.00. 40% off.

Low Stock

Tan SOREL Slabtown 62' Six Waterproof

Tan SOREL Slabtown 62' Six Waterproof

+2

Brand Name: SOREL
Product Name: Slabtown 62' Six Waterproof
Gender: Men's
Color: Canoe/Bleached Ceramic
Price: $105MSRP: $17540% OFF
Rating

Teva - Ellwood Mid. Color Dark Olive/Desert Taupe. On sale for $78.00. MSRP $120.00. 35% off. 2.0 out of 5 stars

Olive Teva Ellwood Mid

Olive Teva Ellwood Mid

+3

Brand Name: Teva
Product Name: Ellwood Mid
Gender: Men's
Color: Dark Olive/Desert Taupe
Price: $78MSRP: $12035% OFF
Rating: 2Rated 2 stars out of 5(1)

Vance - Zeus. Color Black. On sale for $62.99. MSRP $89.99. 30% off.

Black Vance Zeus

Black Vance Zeus

+2

Brand Name: Vance
Product Name: Zeus
Gender: Men's
Color: Black
Price: $62.99MSRP: $89.9930% OFF
Rating

Clarks - Eastridge Mid. Color Beeswax Leather. On sale for $81.57. MSRP $120.00. 32% off. 2.0 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: $81.57MSRP: $12032% OFF
Rating: 2Rated 2 stars out of 5(2)

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)

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)

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

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

Brand Name: Clarks
Product Name: Bushacre 3
Gender: Men's
Color: Dark Brown Leather
Price: $74.98MSRP: $11032% OFF
Rating: 4Rated 4 stars out of 5(177)

Propet - Findley. Color Black. Low Stock. On sale for $97.50. MSRP $154.99. 37% off. 3.6 out of 5 stars

Low Stock

Black Propet Findley

Black Propet Findley

+2

Brand Name: Propet
Product Name: Findley
Gender: Men's
Color: Black
Price: $97.50MSRP: $154.9937% OFF
Rating: 4Rated 4 stars out of 5(12)

Asolo - Tahoe Mid GTX MM. Color SHARK G./BLACK/BEIGE. Low Stock. On sale for $139.93. MSRP $200.00. 30% off.

Low Stock

Black Asolo Tahoe Mid GTX MM

Black Asolo Tahoe Mid GTX MM

+2 colors/patterns

Brand Name: Asolo
Product Name: Tahoe Mid GTX MM
Gender: Men's
Color: SHARK G./BLACK/BEIGE
Price: $139.93MSRP: $20030% OFF
Rating

Allen Edmonds - Tompkins. Color Snuff Suede. On sale for $346.50. MSRP $495.00. 30% off. 3.5 out of 5 stars

Brown Allen Edmonds Tompkins

Brown Allen Edmonds Tompkins

+2

Brand Name: Allen Edmonds
Product Name: Tompkins
Gender: Men's
Color: Snuff Suede
Price: $346.50MSRP: $49530% OFF
Rating: 4Rated 4 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)

Asolo - Tps 520 GV MW Evo. Color Chestnut. Low Stock. On sale for $291.12. MSRP $400.00. 27% off. 5.0 out of 5 stars

Low Stock

Brown Asolo Tps 520 GV MW Evo

Brown Asolo Tps 520 GV MW Evo

Brand Name: Asolo
Product Name: Tps 520 GV MW Evo
Gender: Men's
Color: Chestnut
Price: $291.12MSRP: $40027% OFF
Rating: 5Rated 5 stars out of 5(1)

New Balance - Calibre Comp Toe EH PR SR. Color Wheat. On sale for $143.99. MSRP $179.99. 20% off. 3.9 out of 5 stars

Tan New Balance Calibre Comp Toe EH PR SR

Tan New Balance Calibre Comp Toe EH PR SR

+3

Brand Name: New Balance
Product Name: Calibre Comp Toe EH PR SR
Gender: Men's
Color: Wheat
Price: $143.99MSRP: $179.9920% OFF
Rating: 4Rated 4 stars out of 5(106)

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