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Boots on Sale $50 & Under

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Size 9.5 Dress Comfort Products

31 items found

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TOMS - Navi Oxford Dress Casual. Color Oatmeal Heavy Twill/Suede. On sale for $29.98. MSRP $99.95. 70% off. 4.6 out of 5 stars

TOMS Navi Oxford Dress Casual

TOMS Navi Oxford Dress Casual

Brand Name: TOMS
Product Name: Navi Oxford Dress Casual
Gender: Men's
Color: Oatmeal Heavy Twill/Suede
Price: $29.98MSRP: $99.95

Stacy Adams - Penley Cap Toe Oxford. Color Brown. Low Stock. On sale for $40.50. MSRP $135.00. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Penley Cap Toe Oxford

Stacy Adams Penley Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Penley Cap Toe Oxford
Gender: Men's
Color: Brown
Price: $40.50MSRP: $135

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $98.77. MSRP $120.00. 18% off. 5.0 out of 5 stars

Cole Haan Bedford Plain-Toe Oxford

Cole Haan Bedford Plain-Toe Oxford

Brand Name: Cole Haan
Product Name: Bedford Plain-Toe Oxford
Gender: Men's
Color: British Tan
Price: $98.77MSRP: $120

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $59.95. MSRP $95.00. 37% off. 3.8 out of 5 stars

Clarks Whiddon Cap

Clarks Whiddon Cap

Brand Name: Clarks
Product Name: Whiddon Cap
Gender: Men's
Color: Mahogany Leather
Price: $59.95MSRP: $95

ECCO - Classic Moc 2.0 Slip-On. Color Coffee. Low Stock. On sale for $89.97. MSRP $99.95. 10% off. 3.8 out of 5 stars

Low Stock

ECCO Classic Moc 2.0 Slip-On

ECCO Classic Moc 2.0 Slip-On

Brand Name: ECCO
Product Name: Classic Moc 2.0 Slip-On
Gender: Men's
Color: Coffee
Price: $89.97MSRP: $99.95

Kenneth Cole - Mike. Color Black. On sale for $89.05. MSRP $98.95. 10% off. 3.7 out of 5 stars

Kenneth Cole Mike

Kenneth Cole Mike

Brand Name: Kenneth Cole
Product Name: Mike
Gender: Men's
Color: Black
Price: $89.05MSRP: $98.95

Stacy Adams - Corvell Slip-On Driver Loafer. Color Black. Low Stock. On sale for $71.32. MSRP $90.00. 21% off. 2.0 out of 5 stars

Low Stock

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Black
Price: $71.32MSRP: $90

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $85.75. MSRP $104.95. 18% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Gill Saddle Slip-On Loafer

Stacy Adams Gill Saddle Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Gill Saddle Slip-On Loafer
Gender: Men's
Color: Mushroom Multi
Price: $85.75MSRP: $104.95

Stacy Adams - Corvell Slip-On Driver Loafer. Color Navy. Low Stock. On sale for $79.95. MSRP $90.00. 11% off. 2.0 out of 5 stars

Low Stock

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Navy
Price: $79.95MSRP: $90

Stacy Adams - Prentice Slip-On Loafer. Color White. Low Stock. On sale for $91.00. MSRP $130.00. 30% off. 3.5 out of 5 stars

Low Stock

Stacy Adams Prentice Slip-On Loafer

Stacy Adams Prentice Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Prentice Slip-On Loafer
Gender: Men's
Color: White
Price: $91MSRP: $130

Nunn Bush - Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up. Color Cognac. On sale for $74.38. MSRP $100.00. 26% off. 4.0 out of 5 stars

Nunn Bush Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Nunn Bush Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Brand Name: Nunn Bush
Product Name: Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up
Gender: Men's
Color: Cognac
Price: $74.38MSRP: $100

Clarks - Steadwell Mid. Color Black Leather. Low Stock. On sale for $99.00. MSRP $110.00. 10% off.

Low Stock

Clarks Steadwell Mid

Clarks Steadwell Mid

Brand Name: Clarks
Product Name: Steadwell Mid
Gender: Men's
Color: Black Leather
Price: $99MSRP: $110

Kenneth Cole - Nio Wing Lace Up Oxford. Color Black Leather. On sale for $98.05. MSRP $108.95. 10% off.

Kenneth Cole Nio Wing Lace Up Oxford

Kenneth Cole Nio Wing Lace Up Oxford

Brand Name: Kenneth Cole
Product Name: Nio Wing Lace Up Oxford
Gender: Men's
Color: Black Leather
Price: $98.05MSRP: $108.95

Kenneth Cole - Paco. Color Dark Red Leather. On sale for $74.97. MSRP $149.95. 50% off.

Kenneth Cole Paco

Kenneth Cole Paco

Brand Name: Kenneth Cole
Product Name: Paco
Gender: Men's
Color: Dark Red Leather
Price: $74.97MSRP: $149.95

Kenneth Cole - Stan. Color Cognac. On sale for $68.11. MSRP $98.95. 31% off.

Kenneth Cole Stan

Kenneth Cole Stan

Brand Name: Kenneth Cole
Product Name: Stan
Gender: Men's
Color: Cognac
Price: $68.11MSRP: $98.95

Kenneth Cole - Estate Belt Oxford. Color Dark Grey. On sale for $68.12. MSRP $108.95. 37% off. 5.0 out of 5 stars

Kenneth Cole Estate Belt Oxford

Kenneth Cole Estate Belt Oxford

Brand Name: Kenneth Cole
Product Name: Estate Belt Oxford
Gender: Men's
Color: Dark Grey
Price: $68.12MSRP: $108.95

Deer Stags - Bangor. Color Black/Black. On sale for $63.00. MSRP $90.00. 30% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $63MSRP: $90

Deer Stags - Bangor. Color Redwood/Dark Brown. On sale for $50.45. MSRP $90.00. 44% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Redwood/Dark Brown
Price: $50.45MSRP: $90

Kenneth Cole - Stan. Color Black. On sale for $71.51. MSRP $98.95. 28% off.

Kenneth Cole Stan

Kenneth Cole Stan

Brand Name: Kenneth Cole
Product Name: Stan
Gender: Men's
Color: Black
Price: $71.51MSRP: $98.95

Stacy Adams - Corvell Slip-On Driver Loafer. Color Tan. Low Stock. On sale for $65.91. MSRP $90.00. 27% off. 2.0 out of 5 stars

Low Stock

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Tan
Price: $65.91MSRP: $90

Dockers - Elmer. Color Cognac. On sale for $45.00. MSRP $90.00. 50% off. 3.0 out of 5 stars

Dockers Elmer

Dockers Elmer

Brand Name: Dockers
Product Name: Elmer
Gender: Men's
Color: Cognac
Price: $45MSRP: $90

Dockers - Elmer. Color Chestnut. On sale for $45.00. MSRP $90.00. 50% off. 3.0 out of 5 stars

Dockers Elmer

Dockers Elmer

Brand Name: Dockers
Product Name: Elmer
Gender: Men's
Color: Chestnut
Price: $45MSRP: $90

Nunn Bush - Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer. Color Navy Multi. Low Stock. On sale for $67.50. MSRP $90.00. 25% off. 4.5 out of 5 stars

Low Stock

Nunn Bush Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer

Nunn Bush Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer

Brand Name: Nunn Bush
Product Name: Chase Moccasin Toe Slip-On Lightweight Contemporary Loafer
Gender: Men's
Color: Navy Multi
Price: $67.50MSRP: $90

Kenneth Cole - Wilhem. Color Mocha. On sale for $87.67. MSRP $164.95. 47% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Mocha
Price: $87.67MSRP: $164.95

Kenneth Cole - Wilhem. Color Light Brown. On sale for $85.07. MSRP $164.95. 48% off.

Kenneth Cole Wilhem

Kenneth Cole Wilhem

Brand Name: Kenneth Cole
Product Name: Wilhem
Gender: Men's
Color: Light Brown
Price: $85.07MSRP: $164.95

Deer Stags - Matthew. Color Brown. On sale for $60.15. MSRP $85.00. 29% off. 4.3 out of 5 stars

Deer Stags Matthew

Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $60.15MSRP: $85

Dockers - Thacher. Color Black. Low Stock. On sale for $67.50. MSRP $75.00. 10% off.

Low Stock

Dockers Thacher

Dockers Thacher

Brand Name: Dockers
Product Name: Thacher
Gender: Men's
Color: Black
Price: $67.50MSRP: $75

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

Born Ryker

Born Ryker

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Brown (Wood)
Price: $90MSRP: $150

Calvin Klein - Fasa. Color Black Patent. On sale for $77.00. MSRP $110.00. 30% off.

Calvin Klein Fasa

Calvin Klein Fasa

Brand Name: Calvin Klein
Product Name: Fasa
Gender: Men's
Color: Black Patent
Price: $77MSRP: $110

Nunn Bush - Centro Flex Wing Tip Oxford. Color Brown Crazy Horse. On sale for $84.92. MSRP $110.00. 23% off. 4.2 out of 5 stars

Nunn Bush Centro Flex Wing Tip Oxford

Nunn Bush Centro Flex Wing Tip Oxford

Brand Name: Nunn Bush
Product Name: Centro Flex Wing Tip Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $84.92MSRP: $110

Calvin Klein - Fayze. Color Black Patent. Low Stock. On sale for $74.75. MSRP $115.00. 35% off. 5.0 out of 5 stars

Low Stock

Calvin Klein Fayze

Calvin Klein Fayze

Brand Name: Calvin Klein
Product Name: Fayze
Gender: Men's
Color: Black Patent
Price: $74.75MSRP: $115