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Boots on Sale $50 & Under

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Size 8.5 Dress Round Toe Shoes

26 items found

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Clarks - Steadwell Bit. Color Black Leather. On sale for $79.99. MSRP $105.00. 24% off. 4.5 out of 5 stars

Clarks Steadwell Bit

Clarks Steadwell Bit

Brand Name: Clarks
Product Name: Steadwell Bit
Gender: Men's
Color: Black Leather
Price: $79.99MSRP: $105

Born - Ryker Oxford. Color Natural (latte). On sale for $39.00. MSRP $130.00. 70% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Natural (latte)
Price: $39MSRP: $130

Calvin Klein - Fasa. Color Black Patent. On sale for $76.20. MSRP $110.00. 31% off.

Calvin Klein Fasa

Calvin Klein Fasa

Brand Name: Calvin Klein
Product Name: Fasa
Gender: Men's
Color: Black Patent
Price: $76.20MSRP: $110

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

Clarks Steadwell Mid

Clarks Steadwell Mid

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

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $99.66. MSRP $120.00. 17% 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: $99.66MSRP: $120

Johnston & Murphy - Braydon Plain Toe. Color Grey. Low Stock. On sale for $69.50. MSRP $139.00. 50% 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: $69.50MSRP: $139

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $71.25. MSRP $95.00. 25% 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: $71.25MSRP: $95

Cole Haan - Go To Wing. Color Black/Gray Midsole. On sale for $98.87. MSRP $160.00. 38% off. 4.5 out of 5 stars

Cole Haan Go To Wing

Cole Haan Go To Wing

Brand Name: Cole Haan
Product Name: Go To Wing
Gender: Men's
Color: Black/Gray Midsole
Price: $98.87MSRP: $160

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $75.51. MSRP $104.95. 28% 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: $75.51MSRP: $104.95

Born - Ryker. Color Dark Grey. Low Stock. On sale for $45.00. MSRP $150.00. 70% off. 1.0 out of 5 stars

Low Stock

Born Ryker

Born Ryker

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Dark Grey
Price: $45MSRP: $150

Dr. Scholl's - Russell. Color Black Faux Leather. Low Stock. On sale for $59.50. MSRP $85.00. 30% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Russell

Dr. Scholl's Russell

Brand Name: Dr. Scholl's
Product Name: Russell
Gender: Men's
Color: Black Faux Leather
Price: $59.50MSRP: $85

Johnston & Murphy - Ellsworth Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $89.40. MSRP $298.00. 70% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Ellsworth Cap Toe

Johnston & Murphy Ellsworth Cap Toe

Brand Name: Johnston & Murphy
Product Name: Ellsworth Cap Toe
Gender: Men's
Color: Brown/Tan Italian Calfskin
Price: $89.40MSRP: $298

Nunn Bush - Otto Plain Toe Oxford. Color Mocha. Low Stock. On sale for $33.00. MSRP $110.00. 70% off. 4.1 out of 5 stars

Low Stock

Nunn Bush Otto Plain Toe Oxford

Nunn Bush Otto Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Otto Plain Toe Oxford
Gender: Men's
Color: Mocha
Price: $33MSRP: $110

Born - Ryker Oxford. Color Black. On sale for $97.50. MSRP $130.00. 25% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Black
Price: $97.50MSRP: $130

Kenneth Cole - Heath. Color Medium Brown. On sale for $78.75. MSRP $104.95. 25% off.

Kenneth Cole Heath

Kenneth Cole Heath

Brand Name: Kenneth Cole
Product Name: Heath
Gender: Men's
Color: Medium Brown
Price: $78.75MSRP: $104.95

Kenneth Cole - Lance. Color Medium Brown. On sale for $78.75. MSRP $104.95. 25% off.

Kenneth Cole Lance

Kenneth Cole Lance

Brand Name: Kenneth Cole
Product Name: Lance
Gender: Men's
Color: Medium Brown
Price: $78.75MSRP: $104.95

Deer Stags - Matthew. Color Brown. On sale for $61.07. MSRP $85.00. 28% 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: $61.07MSRP: $85

Johnston & Murphy - Braydon Plain Toe. Color Black. Low Stock. On sale for $69.50. MSRP $139.00. 50% 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: Black
Price: $69.50MSRP: $139

Clarks - Shepton. Color Sand Suede. On sale for $71.50. MSRP $110.00. 35% off. 1.7 out of 5 stars

Clarks Shepton

Clarks Shepton

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Sand Suede
Price: $71.50MSRP: $110

Born - Todd. Color Dark Brown. On sale for $80.40. MSRP $115.00. 30% off. 3.8 out of 5 stars

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Dark Brown
Price: $80.40MSRP: $115

Born - Tobias. Color Brown. Low Stock. On sale for $36.00. MSRP $120.00. 70% off. 4.0 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Brown
Price: $36MSRP: $120

Johnston & Murphy - Lewis Cap Toe. Color Black Full Grain Leather. Low Stock. On sale for $74.50. MSRP $149.00. 50% off. 4.4 out of 5 stars

Low Stock

Johnston & Murphy Lewis Cap Toe

Johnston & Murphy Lewis Cap Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Cap Toe
Gender: Men's
Color: Black Full Grain Leather
Price: $74.50MSRP: $149

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Gold. On sale for $69.97. MSRP $90.00. 22% 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/Gold
Price: $69.97MSRP: $90

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $69.97. MSRP $90.00. 22% 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: $69.97MSRP: $90

Johnston & Murphy - Lewis Plain Toe. Color Black Patent Leather. Low Stock. On sale for $49.95. MSRP $99.90. 50% off. 4.5 out of 5 stars

Low Stock

Johnston & Murphy Lewis Plain Toe

Johnston & Murphy Lewis Plain Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Plain Toe
Gender: Men's
Color: Black Patent Leather
Price: $49.95MSRP: $99.90

Clarks - Un Hugh Lace. Color Brown Leather. Low Stock. On sale for $42.00. MSRP $140.00. 70% off. 3.0 out of 5 stars

Low Stock

Clarks Un Hugh Lace

Clarks Un Hugh Lace

Brand Name: Clarks
Product Name: Un Hugh Lace
Gender: Men's
Color: Brown Leather
Price: $42MSRP: $140