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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9.5 Dress Round Toe On Sale Products

23 items found

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Deer Stags - Oakland. Color Brown. On sale for $45.59. MSRP $90.00. 49% off. 3.0 out of 5 stars

Deer Stags Oakland

Deer Stags Oakland

Brand Name: Deer Stags
Product Name: Oakland
Gender: Men's
Color: Brown
Price: $45.59MSRP: $90

Kenneth Cole - Captain Combat. Color Black. On sale for $98.00. MSRP $139.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Black
Price: $98MSRP: $139.95

Tommy Hilfiger - Rosell. Color Black. On sale for $72.61. MSRP $79.95. 9% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Black
Price: $72.61MSRP: $79.95

Kenneth Cole - Nio Wing Lace Up Oxford. Color Medium Brown Leather. On sale for $76.30. MSRP $108.95. 30% 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: Medium Brown Leather
Price: $76.30MSRP: $108.95

Steve Madden - Harpoon. Color Tan Leather. On sale for $66.09. MSRP $90.00. 27% off. 4.0 out of 5 stars

Steve Madden Harpoon

Steve Madden Harpoon

Brand Name: Steve Madden
Product Name: Harpoon
Gender: Men's
Color: Tan Leather
Price: $66.09MSRP: $90

Clarks - Shepton. Color Sand Suede. On sale for $77.00. MSRP $110.00. 30% off. 2.0 out of 5 stars

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $77MSRP: $110

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $97.64. MSRP $139.95. 30% off. 5.0 out of 5 stars

Kenneth Cole Captain Combat

Kenneth Cole Captain Combat

Brand Name: Kenneth Cole
Product Name: Captain Combat
Gender: Men's
Color: Medium Brown
Price: $97.64MSRP: $139.95

Stacy Adams - Glendon Slip-On Loafer. Color Blue. Low Stock. On sale for $76.96. MSRP $109.95. 30% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Glendon Slip-On Loafer

Stacy Adams Glendon Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Glendon Slip-On Loafer
Gender: Men's
Color: Blue
Price: $76.96MSRP: $109.95

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $74.75. MSRP $115.00. 35% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $74.75MSRP: $115

TOMS - Navi Oxford Dress Casual. Color Oatmeal Heavy Twill/Suede. On sale for $79.64. MSRP $99.95. 20% 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: $79.64MSRP: $99.95

Calvin Klein - Fasa. Color Black Patent. On sale for $82.50. MSRP $110.00. 25% off.

Calvin Klein Fasa

Calvin Klein Fasa

Brand Name: Calvin Klein
Product Name: Fasa
Gender: Men's
Color: Black Patent
Price: $82.50MSRP: $110

Johnston & Murphy - Braydon Plain Toe. Color Grey. Low Stock. On sale for $99.99. MSRP $139.00. 28% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Braydon Plain Toe

Johnston & Murphy Braydon Plain Toe

Brand Name: Johnston & Murphy
Product Name: Braydon Plain Toe
Gender: Men's
Color: Grey
Price: $99.99MSRP: $139

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $79.11. MSRP $104.95. 25% 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: $79.11MSRP: $104.95

Johnston & Murphy - Upton Knit Wingtip. Color Brown Heathered Knit. On sale for $99.99. MSRP $159.00. 37% off. 4.8 out of 5 stars

Johnston & Murphy Upton Knit Wingtip

Johnston & Murphy Upton Knit Wingtip

Brand Name: Johnston & Murphy
Product Name: Upton Knit Wingtip
Gender: Men's
Color: Brown Heathered Knit
Price: $99.99MSRP: $159

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $76.51. MSRP $90.00. 15% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Silver
Price: $76.51MSRP: $90

Roper - Gumsticker Romeo. Color Brown. Low Stock. On sale for $76.19. MSRP $126.99. 40% off.

Low Stock

Roper Gumsticker Romeo

Roper Gumsticker Romeo

Brand Name: Roper
Product Name: Gumsticker Romeo
Gender: Men's
Color: Brown
Price: $76.19MSRP: $126.99

Steve Madden - Nunan. Color Tan. On sale for $76.21. MSRP $80.00. 5% off. 4.4 out of 5 stars

Steve Madden Nunan

Steve Madden Nunan

Brand Name: Steve Madden
Product Name: Nunan
Gender: Men's
Color: Tan
Price: $76.21MSRP: $80

Deer Stags - Matthew. Color Brown. On sale for $60.50. 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: $60.50MSRP: $85

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $88.00. MSRP $125.00. 30% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $88MSRP: $125

Kenneth Cole - Nio Wing Lace Up Oxford. Color Black Leather. On sale for $76.30. MSRP $108.95. 30% 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: $76.30MSRP: $108.95

Tommy Hilfiger - Rosell. Color Brown. On sale for $72.50. MSRP $79.95. 9% off.

Tommy Hilfiger Rosell

Tommy Hilfiger Rosell

Brand Name: Tommy Hilfiger
Product Name: Rosell
Gender: Men's
Color: Brown
Price: $72.50MSRP: $79.95

Stacy Adams - Kinsley. Color Black. Low Stock. On sale for $79.99. MSRP $90.00. 11% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Kinsley

Stacy Adams Kinsley

Brand Name: Stacy Adams
Product Name: Kinsley
Gender: Men's
Color: Black
Price: $79.99MSRP: $90

Massimo Matteo - Ponte Vecchio Formal Loafer. Color Black. Low Stock. On sale for $69.72. MSRP $154.95. 55% off. 3.2 out of 5 stars

Low Stock

Massimo Matteo Ponte Vecchio Formal Loafer

Massimo Matteo Ponte Vecchio Formal Loafer

Brand Name: Massimo Matteo
Product Name: Ponte Vecchio Formal Loafer
Gender: Men's
Color: Black
Price: $69.72MSRP: $154.95