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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8 Dress On Sale Products

44 items found

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Johnston & Murphy - Archer Cap Toe. Color Cognac. On sale for $40.80. MSRP $139.00. 71% off.

Johnston & Murphy Archer Cap Toe

Johnston & Murphy Archer Cap Toe

Brand Name: Johnston & Murphy
Product Name: Archer Cap Toe
Gender: Men's
Color: Cognac
Price: $40.80MSRP: $139

Born - Tobias. Color Dark Brown Full Grain. Low Stock. On sale for $23.00. MSRP $115.00. 80% off. 4.0 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Dark Brown Full Grain
Price: $23MSRP: $115

Kenneth Cole - Estate Belt Oxford. Color Black. On sale for $76.30. MSRP $108.95. 30% 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: Black
Price: $76.30MSRP: $108.95

Johnston & Murphy - Braydon Plain Toe. Color Grey. Low Stock. On sale for $41.70. MSRP $139.00. 70% 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: $41.70MSRP: $139

Clarks - Burchill Derby. Color Beeswax Leather. On sale for $79.99. MSRP $100.00. 20% off. 3.4 out of 5 stars

Clarks Burchill Derby

Clarks Burchill Derby

Brand Name: Clarks
Product Name: Burchill Derby
Gender: Men's
Color: Beeswax Leather
Price: $79.99MSRP: $100

Deer Stags - Oakland. Color Brown. On sale for $56.00. MSRP $90.00. 38% 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: $56MSRP: $90

Florsheim - Highland Canvas Plain Toe Oxford. Color Sand Canvas/White Sole. On sale for $55.00. MSRP $110.00. 50% off. 4.8 out of 5 stars

Florsheim Highland Canvas Plain Toe Oxford

Florsheim Highland Canvas Plain Toe Oxford

Brand Name: Florsheim
Product Name: Highland Canvas Plain Toe Oxford
Gender: Men's
Color: Sand Canvas/White Sole
Price: $55MSRP: $110

Martin Dingman - Countryaire Wing Tip. Color Saddle Tan. Low Stock. On sale for $68.75. MSRP $275.00. 75% off. 5.0 out of 5 stars

Low Stock

Martin Dingman Countryaire Wing Tip

Martin Dingman Countryaire Wing Tip

Brand Name: Martin Dingman
Product Name: Countryaire Wing Tip
Gender: Men's
Color: Saddle Tan
Price: $68.75MSRP: $275

Kenneth Cole - Mike. Color Black. On sale for $89.05. MSRP $98.95. 10% off.

Kenneth Cole Mike

Kenneth Cole Mike

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

Kenneth Cole - Stan. Color Black. On sale for $69.30. MSRP $98.95. 30% off.

Kenneth Cole Stan

Kenneth Cole Stan

Brand Name: Kenneth Cole
Product Name: Stan
Gender: Men's
Color: Black
Price: $69.30MSRP: $98.95

Kenneth Cole - Estate Belt Oxford. Color Dark Grey. On sale for $68.00. MSRP $108.95. 38% 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: $68MSRP: $108.95

Nunn Bush - Baxter Plain Toe Oxford. Color Black. Low Stock. On sale for $80.70. MSRP $94.95. 15% off. 4.0 out of 5 stars

Low Stock

Nunn Bush Baxter Plain Toe Oxford

Nunn Bush Baxter Plain Toe Oxford

Brand Name: Nunn Bush
Product Name: Baxter Plain Toe Oxford
Gender: Men's
Color: Black
Price: $80.70MSRP: $94.95

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

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $98.90. 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: $98.90MSRP: $120

Cole Haan - Go To Wing. Color Black/Gray Midsole. On sale for $98.36. MSRP $160.00. 39% 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: $98.36MSRP: $160

Johnston & Murphy - Upton Knit Wingtip. Color Brown Heathered Knit. On sale for $80.38. MSRP $159.00. 49% 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: $80.38MSRP: $159

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

Florsheim - Norwalk Plain Toe Oxford. Color Navy. Low Stock. On sale for $78.00. MSRP $130.00. 40% off. 4.5 out of 5 stars

Low Stock

Florsheim Norwalk Plain Toe Oxford

Florsheim Norwalk Plain Toe Oxford

Brand Name: Florsheim
Product Name: Norwalk Plain Toe Oxford
Gender: Men's
Color: Navy
Price: $78MSRP: $130

Deer Stags - Oakland. Color Black. Low Stock. On sale for $44.02. MSRP $90.00. 51% off. 3.0 out of 5 stars

Low Stock

Deer Stags Oakland

Deer Stags Oakland

Brand Name: Deer Stags
Product Name: Oakland
Gender: Men's
Color: Black
Price: $44.02MSRP: $90

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $76.00. MSRP $95.00. 20% 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: $76MSRP: $95

Clarks - Whiddon Apron. Color Black Tumbled. Low Stock. On sale for $52.99. MSRP $95.00. 44% off.

Low Stock

Clarks Whiddon Apron

Clarks Whiddon Apron

Brand Name: Clarks
Product Name: Whiddon Apron
Gender: Men's
Color: Black Tumbled
Price: $52.99MSRP: $95

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $73.33. MSRP $90.00. 19% 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: $73.33MSRP: $90

Stacy Adams - Aiden Moc Toe Slip-On Loafer. Color Black. Low Stock. On sale for $95.10. MSRP $130.00. 27% off. 4.3 out of 5 stars

Low Stock

Stacy Adams Aiden Moc Toe Slip-On Loafer

Stacy Adams Aiden Moc Toe Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Aiden Moc Toe Slip-On Loafer
Gender: Men's
Color: Black
Price: $95.10MSRP: $130

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black. Low Stock. On sale for $73.70. MSRP $90.00. 18% off. 4.0 out of 5 stars

Low Stock

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
Price: $73.70MSRP: $90

Stacy Adams - Preston Lace Up Oxford. Color Black. Low Stock. On sale for $88.50. MSRP $130.00. 32% off. 4.4 out of 5 stars

Low Stock

Stacy Adams Preston Lace Up Oxford

Stacy Adams Preston Lace Up Oxford

Brand Name: Stacy Adams
Product Name: Preston Lace Up Oxford
Gender: Men's
Color: Black
Price: $88.50MSRP: $130

Kenneth Cole - Stan. Color Cognac. On sale for $69.30. MSRP $98.95. 30% off.

Kenneth Cole Stan

Kenneth Cole Stan

Brand Name: Kenneth Cole
Product Name: Stan
Gender: Men's
Color: Cognac
Price: $69.30MSRP: $98.95

Eastland 1955 Edition - DANTE. Color Brown. Low Stock. On sale for $56.25. MSRP $75.00. 25% off. 4.0 out of 5 stars

Low Stock

Eastland 1955 Edition DANTE

Eastland 1955 Edition DANTE

Brand Name: Eastland 1955 Edition
Product Name: DANTE
Gender: Men's
Color: Brown
Price: $56.25MSRP: $75

Stacy Adams - Paragon Suede Slip On Loafer. Color Navy Suede. On sale for $73.46. MSRP $104.95. 30% off. 4.8 out of 5 stars

Stacy Adams Paragon Suede Slip On Loafer

Stacy Adams Paragon Suede Slip On Loafer

Brand Name: Stacy Adams
Product Name: Paragon Suede Slip On Loafer
Gender: Men's
Color: Navy Suede
Price: $73.46MSRP: $104.95

Dr. Scholl's - Russell. Color Dark Brown Faux Leather. Low Stock. On sale for $63.65. MSRP $85.00. 25% 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: Dark Brown Faux Leather
Price: $63.65MSRP: $85

Deer Stags - Matthew. Color Brown. On sale for $62.71. MSRP $85.00. 26% 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: $62.71MSRP: $85

Calvin Klein - Aggussie. Color Dark Grey. On sale for $81.80. MSRP $125.00. 35% off.

Calvin Klein Aggussie

Calvin Klein Aggussie

Brand Name: Calvin Klein
Product Name: Aggussie
Gender: Men's
Color: Dark Grey
Price: $81.80MSRP: $125

Stacy Adams - Tedesco Cap Toe Oxford. Color Black. Low Stock. On sale for $89.21. MSRP $115.00. 22% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Tedesco Cap Toe Oxford

Stacy Adams Tedesco Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Tedesco Cap Toe Oxford
Gender: Men's
Color: Black
Price: $89.21MSRP: $115

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

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

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $96.07. MSRP $115.00. 16% off. 4.2 out of 5 stars

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $96.07MSRP: $115

Calvin Klein - Fasa. Color Black Patent. On sale for $76.21. 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: $76.21MSRP: $110

ECCO - ST1 Hybrid Brogue Tie. Color Black 1. Low Stock. On sale for $92.16. MSRP $270.00. 66% off. 4.1 out of 5 stars

Low Stock

ECCO ST1 Hybrid Brogue Tie

ECCO ST1 Hybrid Brogue Tie

Brand Name: ECCO
Product Name: ST1 Hybrid Brogue Tie
Gender: Men's
Color: Black 1
Price: $92.16MSRP: $270

Globe - Dover II Trek. Color Wheat/Gum/Summit. On sale for $87.46. MSRP $124.95. 30% off.

Globe Dover II Trek

Globe Dover II Trek

Brand Name: Globe
Product Name: Dover II Trek
Gender: Men's
Color: Wheat/Gum/Summit
Price: $87.46MSRP: $124.95

Tommy Hilfiger - Sohan. Color Black. On sale for $67.45. MSRP $109.00. 38% off.

Tommy Hilfiger Sohan

Tommy Hilfiger Sohan

Brand Name: Tommy Hilfiger
Product Name: Sohan
Gender: Men's
Color: Black
Price: $67.45MSRP: $109

Tommy Hilfiger - Sohan. Color Dark Brown. On sale for $70.85. MSRP $109.00. 35% off.

Tommy Hilfiger Sohan

Tommy Hilfiger Sohan

Brand Name: Tommy Hilfiger
Product Name: Sohan
Gender: Men's
Color: Dark Brown
Price: $70.85MSRP: $109

Dockers - Simmons. Color Mahogany. On sale for $46.84. MSRP $90.00. 48% off. 3.0 out of 5 stars

Dockers Simmons

Dockers Simmons

Brand Name: Dockers
Product Name: Simmons
Gender: Men's
Color: Mahogany
Price: $46.84MSRP: $90

Dockers - Simmons. Color Black. Low Stock. On sale for $49.08. MSRP $90.00. 45% off. 3.0 out of 5 stars

Low Stock

Dockers Simmons

Dockers Simmons

Brand Name: Dockers
Product Name: Simmons
Gender: Men's
Color: Black
Price: $49.08MSRP: $90

Dockers - Stiles. Color Black. Low Stock. On sale for $60.04. MSRP $90.00. 33% off. 2.5 out of 5 stars

Low Stock

Dockers Stiles

Dockers Stiles

Brand Name: Dockers
Product Name: Stiles
Gender: Men's
Color: Black
Price: $60.04MSRP: $90

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