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Boots on Sale $50 & Under

Shop Boots Deals

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Size 10.5 Block Heel Comfort On Sale Products

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Eastland 1955 Edition - Hugo. Color Black. Low Stock. On sale for $34.97. MSRP $100.00. 65% off.

Low Stock

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Black
Price: $34.97MSRP: $100

Kenneth Cole - Armand. Color Black. On sale for $65.40. MSRP $108.95. 40% off. 5.0 out of 5 stars

Kenneth Cole Armand

Kenneth Cole Armand

Brand Name: Kenneth Cole
Product Name: Armand
Gender: Men's
Color: Black
Price: $65.40MSRP: $108.95

Clarks - Gravelle Low. Color Dark Brown Nubuck. Low Stock. On sale for $84.00. MSRP $140.00. 40% off. 3.2 out of 5 stars

Low Stock

Clarks Gravelle Low

Clarks Gravelle Low

Brand Name: Clarks
Product Name: Gravelle Low
Gender: Men's
Color: Dark Brown Nubuck
Price: $84MSRP: $140

Kenneth Cole - Beautiful Ballad Loafer. Color Medium Brown. On sale for $59.75. MSRP $98.95. 40% off. 5.0 out of 5 stars

Kenneth Cole Beautiful Ballad Loafer

Kenneth Cole Beautiful Ballad Loafer

Brand Name: Kenneth Cole
Product Name: Beautiful Ballad Loafer
Gender: Men's
Color: Medium Brown
Price: $59.75MSRP: $98.95

Stacy Adams - Wellington Slip-On. Color Chocolate. On sale for $95.05. MSRP $110.00. 14% off. 5.0 out of 5 stars

Stacy Adams Wellington Slip-On

Stacy Adams Wellington Slip-On

Brand Name: Stacy Adams
Product Name: Wellington Slip-On
Gender: Men's
Color: Chocolate
Price: $95.05MSRP: $110

Marc Joseph New York - Clayton RD. Color Black Napa Soft. Low Stock. On sale for $70.00. MSRP $175.00. 60% off.

Low Stock

Marc Joseph New York Clayton RD

Marc Joseph New York Clayton RD

Brand Name: Marc Joseph New York
Product Name: Clayton RD
Gender: Men's
Color: Black Napa Soft
Price: $70MSRP: $175

Cole Haan - Morse Grand Plain Toe Oxfords. Color Sea Stone Nubuck/Ivory/Sea Stone. On sale for $117.00. MSRP $130.00. 10% off.

Cole Haan Morse Grand Plain Toe Oxfords

Cole Haan Morse Grand Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Morse Grand Plain Toe Oxfords
Gender: Men's
Color: Sea Stone Nubuck/Ivory/Sea Stone
Price: $117MSRP: $130

Stacy Adams - Ivingale Wing Tip Lace-Up. Color Navy/Green. On sale for $118.84. MSRP $135.00. 12% off. 4.2 out of 5 stars

Stacy Adams Ivingale Wing Tip Lace-Up

Stacy Adams Ivingale Wing Tip Lace-Up

Brand Name: Stacy Adams
Product Name: Ivingale Wing Tip Lace-Up
Gender: Men's
Color: Navy/Green
Price: $118.84MSRP: $135

Kenneth Cole - Mike. Color Medium Brown. On sale for $59.40. MSRP $98.95. 40% off.

Kenneth Cole Mike

Kenneth Cole Mike

Brand Name: Kenneth Cole
Product Name: Mike
Gender: Men's
Color: Medium Brown
Price: $59.40MSRP: $98.95

Stacy Adams - Peppley Tassel Slip-On. Color Black Suede. Low Stock. On sale for $47.25. MSRP $105.00. 55% off. 2.3 out of 5 stars

Low Stock

Stacy Adams Peppley Tassel Slip-On

Stacy Adams Peppley Tassel Slip-On

Brand Name: Stacy Adams
Product Name: Peppley Tassel Slip-On
Gender: Men's
Color: Black Suede
Price: $47.25MSRP: $105

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $120.02. MSRP $149.95. 20% off. 3.5 out of 5 stars

Rockport Evan Waterproof Boots

Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Taupe Multi
Price: $120.02MSRP: $149.95

Eastland 1955 Edition - Daily Double. Color Dark Brown 2. Low Stock. On sale for $75.00. MSRP $125.00. 40% off. 3.4 out of 5 stars

Low Stock

Eastland 1955 Edition Daily Double

Eastland 1955 Edition Daily Double

Brand Name: Eastland 1955 Edition
Product Name: Daily Double
Gender: Men's
Color: Dark Brown 2
Price: $75MSRP: $125

Clarks - Gessler Lace. Color Mahogany. On sale for $80.75. MSRP $95.00. 15% off. 3.3 out of 5 stars

Clarks Gessler Lace

Clarks Gessler Lace

Brand Name: Clarks
Product Name: Gessler Lace
Gender: Men's
Color: Mahogany
Price: $80.75MSRP: $95

Cole Haan - Foster Grand Wholecut Oxfords. Color Navy Blazer/Black. On sale for $279.00. MSRP $310.00. 10% off.

Cole Haan Foster Grand Wholecut Oxfords

Cole Haan Foster Grand Wholecut Oxfords

Brand Name: Cole Haan
Product Name: Foster Grand Wholecut Oxfords
Gender: Men's
Color: Navy Blazer/Black
Price: $279MSRP: $310

Clarks - Gessler Step. Color Mahogany. On sale for $74.55. MSRP $95.00. 22% off. 3.0 out of 5 stars

Clarks Gessler Step

Clarks Gessler Step

Brand Name: Clarks
Product Name: Gessler Step
Gender: Men's
Color: Mahogany
Price: $74.55MSRP: $95

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $75.65. MSRP $90.00. 16% 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: $75.65MSRP: $90

Stacy Adams - Simmons Bike Toe Lace-Up. Color Cognac. Low Stock. On sale for $118.92. MSRP $135.00. 12% 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: Cognac
Price: $118.92MSRP: $135

Stacy Adams - Wescott Lace-Up. Color Navy. On sale for $108.28. MSRP $120.00. 10% off. 3.5 out of 5 stars

Stacy Adams Wescott Lace-Up

Stacy Adams Wescott Lace-Up

Brand Name: Stacy Adams
Product Name: Wescott Lace-Up
Gender: Men's
Color: Navy
Price: $108.28MSRP: $120

Kenneth Cole - Captain Combat. Color Medium Brown. On sale for $84.00. MSRP $139.95. 40% 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: $84MSRP: $139.95

Stacy Adams - Seismith Slip-On. Color Black. On sale for $73.67. MSRP $90.00. 18% off. 4.7 out of 5 stars

Stacy Adams Seismith Slip-On

Stacy Adams Seismith Slip-On

Brand Name: Stacy Adams
Product Name: Seismith Slip-On
Gender: Men's
Color: Black
Price: $73.67MSRP: $90

Cole Haan - Go-To Wing Oxfords. Color Big Dipper Nubuck/Ivory. On sale for $113.64. MSRP $160.00. 29% off.

Cole Haan Go-To Wing Oxfords

Cole Haan Go-To Wing Oxfords

Brand Name: Cole Haan
Product Name: Go-To Wing Oxfords
Gender: Men's
Color: Big Dipper Nubuck/Ivory
Price: $113.64MSRP: $160

Magnanni - Jonas. Color Taupe. Low Stock. On sale for $367.50. MSRP $525.00. 30% off.

Low Stock

Magnanni Jonas

Magnanni Jonas

Brand Name: Magnanni
Product Name: Jonas
Gender: Men's
Color: Taupe
Price: $367.50MSRP: $525

Tommy Hilfiger - Caydin. Color Brown Leather. On sale for $126.65. MSRP $149.00. 15% off.

Tommy Hilfiger Caydin

Tommy Hilfiger Caydin

Brand Name: Tommy Hilfiger
Product Name: Caydin
Gender: Men's
Color: Brown Leather
Price: $126.65MSRP: $149

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Black. Low Stock. On sale for $102.12. MSRP $115.00. 11% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Gabardo Bike Toe Lace-Up

Stacy Adams Gabardo Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Gabardo Bike Toe Lace-Up
Gender: Men's
Color: Black
Price: $102.12MSRP: $115

Bruno Magli - Dario. Color Brown. Low Stock. On sale for $268.20. MSRP $298.00. 10% off.

Low Stock

Bruno Magli Dario

Bruno Magli Dario

Brand Name: Bruno Magli
Product Name: Dario
Gender: Men's
Color: Brown
Price: $268.20MSRP: $298

Cole Haan - Berkshire Lug Chukka Boots. Color Lava Suede/Dark. On sale for $217.18. MSRP $250.00. 13% off. 4.5 out of 5 stars

Cole Haan Berkshire Lug Chukka Boots

Cole Haan Berkshire Lug Chukka Boots

Brand Name: Cole Haan
Product Name: Berkshire Lug Chukka Boots
Gender: Men's
Color: Lava Suede/Dark
Price: $217.18MSRP: $250

Johnston & Murphy - Hawkins Venetian. Color Black Glove Leather. On sale for $148.50. MSRP $165.00. 10% off. 1.5 out of 5 stars

Johnston & Murphy Hawkins Venetian

Johnston & Murphy Hawkins Venetian

Brand Name: Johnston & Murphy
Product Name: Hawkins Venetian
Gender: Men's
Color: Black Glove Leather
Price: $148.50MSRP: $165

Born - Ryker Oxford. Color Black. On sale for $117.00. MSRP $130.00. 10% 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: $117MSRP: $130

Kenneth Cole - Estate Belt Oxford. Color Dark Grey. On sale for $72.55. MSRP $108.95. 33% 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: $72.55MSRP: $108.95

Kenneth Cole - Armand. Color Medium Brown. On sale for $65.40. MSRP $108.95. 40% off. 5.0 out of 5 stars

Kenneth Cole Armand

Kenneth Cole Armand

Brand Name: Kenneth Cole
Product Name: Armand
Gender: Men's
Color: Medium Brown
Price: $65.40MSRP: $108.95

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

Cole Haan - American Classics Montrose Plain Toe Oxford. Color Black/Angora. On sale for $140.00. MSRP $200.00. 30% off.

Cole Haan American Classics Montrose Plain Toe Oxford

Cole Haan American Classics Montrose Plain Toe Oxford

Brand Name: Cole Haan
Product Name: American Classics Montrose Plain Toe Oxford
Gender: Men's
Color: Black/Angora
Price: $140MSRP: $200

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $104.95. MSRP $115.00. 9% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $104.95MSRP: $115

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $79.98. MSRP $115.00. 30% off. 4.2 out of 5 stars

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $79.98MSRP: $115

Steve Madden - Merrnie. Color Tan. On sale for $71.99. MSRP $79.99. 10% off.

Steve Madden Merrnie

Steve Madden Merrnie

Brand Name: Steve Madden
Product Name: Merrnie
Gender: Men's
Color: Tan
Price: $71.99MSRP: $79.99

Sperry - Mini Lug Chukka. Color Other Beige. On sale for $120.00. MSRP $150.00. 20% off.

Sperry Mini Lug Chukka

Sperry Mini Lug Chukka

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Beige
Price: $120MSRP: $150

Johnston & Murphy - Ellsworth Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $253.30. MSRP $298.00. 15% 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: $253.30MSRP: $298

Marc Joseph New York - Canal St 2.0. Color Cognac Brushed Napa. Low Stock. On sale for $78.00. MSRP $195.00. 60% off.

Low Stock

Marc Joseph New York Canal St 2.0

Marc Joseph New York Canal St 2.0

Brand Name: Marc Joseph New York
Product Name: Canal St 2.0
Gender: Men's
Color: Cognac Brushed Napa
Price: $78MSRP: $195

Kenneth Cole - Estate Belt Oxford. Color Black. On sale for $65.40. MSRP $108.95. 40% 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: $65.40MSRP: $108.95

Peter Millar - Excursionist Boat Shoe. Color Whiskey. Low Stock. On sale for $101.25. MSRP $225.00. 55% off. 3.0 out of 5 stars

Low Stock

Peter Millar Excursionist Boat Shoe

Peter Millar Excursionist Boat Shoe

Brand Name: Peter Millar
Product Name: Excursionist Boat Shoe
Gender: Men's
Color: Whiskey
Price: $101.25MSRP: $225

Eastland 1955 Edition - Hoyt. Color Black. On sale for $175.00. MSRP $250.00. 30% off.

Eastland 1955 Edition Hoyt

Eastland 1955 Edition Hoyt

Brand Name: Eastland 1955 Edition
Product Name: Hoyt
Gender: Men's
Color: Black
Price: $175MSRP: $250

Born - Ryker Oxford. Color Natural (latte). 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: Natural (latte)
Price: $97.50MSRP: $130

Born - Ryker Oxford. Color Chocolate (Espresso). On sale for $71.50. MSRP $130.00. 45% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Chocolate (Espresso)
Price: $71.50MSRP: $130

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $118.38. MSRP $120.00. 1% off.

Sperry Cold Bay Chukka Realtree

Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $118.38MSRP: $120

ECCO - Grainer Chukka Boot. Color Camel. On sale for $147.67. MSRP $190.00. 22% off. 2.5 out of 5 stars

ECCO Grainer Chukka Boot

ECCO Grainer Chukka Boot

Brand Name: ECCO
Product Name: Grainer Chukka Boot
Gender: Men's
Color: Camel
Price: $147.67MSRP: $190

ECCO - Seoul Plain Toe Oxford. Color Nutmeg Brown Suede. On sale for $149.59. MSRP $224.95. 34% off.

ECCO Seoul Plain Toe Oxford

ECCO Seoul Plain Toe Oxford

Brand Name: ECCO
Product Name: Seoul Plain Toe Oxford
Gender: Men's
Color: Nutmeg Brown Suede
Price: $149.59MSRP: $224.95

Bruno Magli - Raging Boots. Color Black. On sale for $405.00. MSRP $450.00. 10% off. 4.0 out of 5 stars

Bruno Magli Raging Boots

Bruno Magli Raging Boots

Brand Name: Bruno Magli
Product Name: Raging Boots
Gender: Men's
Color: Black
Price: $405MSRP: $450

Deer Stags - Marco. Color Black. On sale for $63.00. MSRP $90.00. 30% off. 5.0 out of 5 stars

Deer Stags Marco

Deer Stags Marco

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

Frye - Connor Venetian. Color Driftwood. On sale for $79.00. MSRP $158.00. 50% off. 4.0 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Driftwood
Price: $79MSRP: $158

Frye - Connor Venetian. Color Black. On sale for $94.80. MSRP $158.00. 40% off. 4.0 out of 5 stars

Frye Connor Venetian

Frye Connor Venetian

Brand Name: Frye
Product Name: Connor Venetian
Gender: Men's
Color: Black
Price: $94.80MSRP: $158