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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Dress Comfort On Sale Products

127 items found

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johnnie-O - Topspin Oxford. Color Tan. Low Stock. On sale for $133.50. MSRP $178.00. 25% off.

Low Stock

johnnie-O Topspin Oxford

johnnie-O Topspin Oxford

Brand Name: johnnie-O
Product Name: Topspin Oxford
Gender: Men's
Color: Tan
Price: $133.50MSRP: $178

Florsheim - Norwalk Plain Toe Oxford. Color Navy. Low Stock. On sale for $84.50. MSRP $130.00. 35% 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: $84.50MSRP: $130

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

ECCO - ST.1 Hybrid Cap Toe Oxford. Color Magnet. Low Stock. On sale for $162.50. MSRP $250.00. 35% off. 3.8 out of 5 stars

Low Stock

ECCO ST.1 Hybrid Cap Toe Oxford

ECCO ST.1 Hybrid Cap Toe Oxford

Brand Name: ECCO
Product Name: ST.1 Hybrid Cap Toe Oxford
Gender: Men's
Color: Magnet
Price: $162.50MSRP: $250

ECCO - ST.1 Hybrid Cap Toe Oxford. Color Black. Low Stock. On sale for $109.83. MSRP $250.00. 56% off. 3.8 out of 5 stars

Low Stock

ECCO ST.1 Hybrid Cap Toe Oxford

ECCO ST.1 Hybrid Cap Toe Oxford

Brand Name: ECCO
Product Name: ST.1 Hybrid Cap Toe Oxford
Gender: Men's
Color: Black
Price: $109.83MSRP: $250

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $102.69. MSRP $115.00. 11% 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: $102.69MSRP: $115

Tommy Hilfiger - Sohan. Color Dark Brown. Low Stock. On sale for $98.10. MSRP $109.00. 10% off.

Low Stock

Tommy Hilfiger Sohan

Tommy Hilfiger Sohan

Brand Name: Tommy Hilfiger
Product Name: Sohan
Gender: Men's
Color: Dark Brown
Price: $98.10MSRP: $109

Magnanni - Manchester. Color Black. Low Stock. On sale for $218.90. MSRP $398.00. 45% off.

Low Stock

Magnanni Manchester

Magnanni Manchester

Brand Name: Magnanni
Product Name: Manchester
Gender: Men's
Color: Black
Price: $218.90MSRP: $398

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

Clarks - Burchill Derby. Color Black Leather. Low Stock. On sale for $90.00. MSRP $100.00. 10% off. 3.4 out of 5 stars

Low Stock

Clarks Burchill Derby

Clarks Burchill Derby

Brand Name: Clarks
Product Name: Burchill Derby
Gender: Men's
Color: Black Leather
Price: $90MSRP: $100

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

Clarks - Desert Boots. Color Navy Suede. Low Stock. On sale for $75.00. MSRP $150.00. 50% off. 4.0 out of 5 stars

Low Stock

Clarks Desert Boots

Clarks Desert Boots

Brand Name: Clarks
Product Name: Desert Boots
Gender: Men's
Color: Navy Suede
Price: $75MSRP: $150

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

Stacy Adams - Corvell Slip-On Driver Loafer. Color Black. Low Stock. On sale for $45.00. MSRP $90.00. 50% 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: $45MSRP: $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

Dr. Martens - Bonny Tech Winter Extreme Lace-Up Boots. Color Black. On sale for $98.00. MSRP $140.00. 30% off. 3.0 out of 5 stars

Dr. Martens Bonny Tech Winter Extreme Lace-Up Boots

Dr. Martens Bonny Tech Winter Extreme Lace-Up Boots

Brand Name: Dr. Martens
Product Name: Bonny Tech Winter Extreme Lace-Up Boots
Gender: Unisex
Color: Black
Price: $98MSRP: $140

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black. Low Stock. On sale for $69.97. MSRP $90.00. 22% 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: $69.97MSRP: $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

Johnston & Murphy - Flynch Braided Strap Loafer. Color Black Italian Calfskin. On sale for $278.80. MSRP $328.00. 15% off.

Johnston & Murphy Flynch Braided Strap Loafer

Johnston & Murphy Flynch Braided Strap Loafer

Brand Name: Johnston & Murphy
Product Name: Flynch Braided Strap Loafer
Gender: Men's
Color: Black Italian Calfskin
Price: $278.80MSRP: $328

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

Stacy Adams - Simmons Bike Toe Lace-Up. Color Black. Low Stock. On sale for $114.07. MSRP $135.00. 16% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Simmons Bike Toe Lace-Up

Stacy Adams Simmons Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Simmons Bike Toe Lace-Up
Gender: Men's
Color: Black
Price: $114.07MSRP: $135

Tommy Hilfiger - Tarlin. Color Black. Low Stock. On sale for $105.72. MSRP $119.00. 11% off.

Low Stock

Tommy Hilfiger Tarlin

Tommy Hilfiger Tarlin

Brand Name: Tommy Hilfiger
Product Name: Tarlin
Gender: Men's
Color: Black
Price: $105.72MSRP: $119

Frye - Barrett Lace Up. Color Cognac. On sale for $173.60. MSRP $248.00. 30% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Cognac
Price: $173.60MSRP: $248

Frye - Barrett Lace Up. Color Black. On sale for $223.20. MSRP $248.00. 10% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Black
Price: $223.20MSRP: $248

Calvin Klein - Fayze. Color Black Patent. Low Stock. On sale for $71.94. MSRP $115.00. 37% 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: $71.94MSRP: $115

Propet - Tanner. Color Brown. On sale for $148.49. MSRP $164.99. 10% off. 3.3 out of 5 stars

Propet Tanner

Propet Tanner

Brand Name: Propet
Product Name: Tanner
Gender: Men's
Color: Brown
Price: $148.49MSRP: $164.99

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