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Boots on Sale $50 & Under

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Wide Size Leather Casual Comfort Products

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Rockport - Tristen Step Activated Lace-up. Color Grey. Low Stock. On sale for $103.96. MSRP $129.95. 20% off. 3.4 out of 5 stars

Low Stock

Rockport Tristen Step Activated Lace-up

Rockport Tristen Step Activated Lace-up

Brand Name: Rockport
Product Name: Tristen Step Activated Lace-up
Gender: Men's
Color: Grey
Price: $103.96MSRP: $129.95

Rockport - Tristen Step Activated Lace-up. Color Caramel. On sale for $113.07. MSRP $129.95. 13% off. 3.4 out of 5 stars

Rockport Tristen Step Activated Lace-up

Rockport Tristen Step Activated Lace-up

Brand Name: Rockport
Product Name: Tristen Step Activated Lace-up
Gender: Men's
Color: Caramel
Price: $113.07MSRP: $129.95

Stacy Adams - Sync Lace-Up. Color Green. On sale for $86.99. MSRP $125.00. 30% off. 4.3 out of 5 stars

Stacy Adams Sync Lace-Up

Stacy Adams Sync Lace-Up

Brand Name: Stacy Adams
Product Name: Sync Lace-Up
Gender: Men's
Color: Green
Price: $86.99MSRP: $125

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color Navy Blazer Nubuck/Ivory. On sale for $90.00. MSRP $170.00. 47% off. 5.0 out of 5 stars

Cole Haan Original Grand Energy Weave Wing Tip Oxford

Cole Haan Original Grand Energy Weave Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Original Grand Energy Weave Wing Tip Oxford
Gender: Men's
Color: Navy Blazer Nubuck/Ivory
Price: $90MSRP: $170

Cole Haan - Zerogrand Remastered Woven Oxford. Color British Tan/Dark Natural/Ivory. On sale for $155.00. MSRP $310.00. 50% off.

Cole Haan Zerogrand Remastered Woven Oxford

Cole Haan Zerogrand Remastered Woven Oxford

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Woven Oxford
Gender: Men's
Color: British Tan/Dark Natural/Ivory
Price: $155MSRP: $310

Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Navy Blazer/Brit Tan/Ivory. Low Stock. On sale for $133.69. MSRP $170.00. 21% off.

Low Stock

Cole Haan Zerogrand Remastered Stitchlite Loafer

Cole Haan Zerogrand Remastered Stitchlite Loafer

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Stitchlite Loafer
Gender: Men's
Color: Navy Blazer/Brit Tan/Ivory
Price: $133.69MSRP: $170

Dr. Scholl's - Madison Men Oxford Derby. Color Light Tan Faux Leather. Low Stock. On sale for $56.03. MSRP $95.00. 41% off.

Low Stock

Dr. Scholl's Madison Men Oxford Derby

Dr. Scholl's Madison Men Oxford Derby

Brand Name: Dr. Scholl's
Product Name: Madison Men Oxford Derby
Gender: Men's
Color: Light Tan Faux Leather
Price: $56.03MSRP: $95

Rockport - Tayo. Color Dark Natural Embossed Leather. Low Stock. On sale for $59.99. MSRP $129.95. 54% off.

Low Stock

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Natural Embossed Leather
Price: $59.99MSRP: $129.95

Rockport - Taya. Color Dark Brown Leather. On sale for $97.65. MSRP $119.95. 19% off. 5.0 out of 5 stars

Rockport Taya

Rockport Taya

Brand Name: Rockport
Product Name: Taya
Gender: Men's
Color: Dark Brown Leather
Price: $97.65MSRP: $119.95

Rockport - Tayo. Color Black Embossed Leather. Low Stock. On sale for $64.97. MSRP $129.95. 50% off.

Low Stock

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Black Embossed Leather
Price: $64.97MSRP: $129.95

Rockport - Wentworth. Color Brown Leather. On sale for $89.99. MSRP $154.95. 42% off. 2.0 out of 5 stars

Rockport Wentworth

Rockport Wentworth

Brand Name: Rockport
Product Name: Wentworth
Gender: Men's
Color: Brown Leather
Price: $89.99MSRP: $154.95

Rockport - Taya. Color Black Leather. On sale for $84.00. MSRP $119.95. 30% off. 5.0 out of 5 stars

Rockport Taya

Rockport Taya

Brand Name: Rockport
Product Name: Taya
Gender: Men's
Color: Black Leather
Price: $84MSRP: $119.95

Rockport - Tayo. Color Dark Brown Embossed Leather. On sale for $64.60. MSRP $129.95. 50% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Brown Embossed Leather
Price: $64.60MSRP: $129.95

Rockport - Wentworth. Color Dark Brown Leather. On sale for $89.99. MSRP $154.95. 42% off. 2.0 out of 5 stars

Rockport Wentworth

Rockport Wentworth

Brand Name: Rockport
Product Name: Wentworth
Gender: Men's
Color: Dark Brown Leather
Price: $89.99MSRP: $154.95

Clarks - Walkford Band. Color Black Leather. Low Stock. On sale for $72.92. MSRP $90.00. 19% off. 4.0 out of 5 stars

Low Stock

Clarks Walkford Band

Clarks Walkford Band

Brand Name: Clarks
Product Name: Walkford Band
Gender: Men's
Color: Black Leather
Price: $72.92MSRP: $90

Clarks - Brantin Plain. Color Beeswax Leather. On sale for $64.99. MSRP $110.00. 41% off. 4.0 out of 5 stars

Clarks Brantin Plain

Clarks Brantin Plain

Brand Name: Clarks
Product Name: Brantin Plain
Gender: Men's
Color: Beeswax Leather
Price: $64.99MSRP: $110

Rockport - Darwyn Quarter Strap. Color Black Leather II. On sale for $89.95. MSRP $104.95. 14% off. 3.8 out of 5 stars

Rockport Darwyn Quarter Strap

Rockport Darwyn Quarter Strap

Brand Name: Rockport
Product Name: Darwyn Quarter Strap
Gender: Men's
Color: Black Leather II
Price: $89.95MSRP: $104.95

Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Sea Stone/Natural/Ivory. On sale for $160.49. MSRP $170.00. 6% off.

Cole Haan Zerogrand Remastered Stitchlite Loafer

Cole Haan Zerogrand Remastered Stitchlite Loafer

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Stitchlite Loafer
Gender: Men's
Color: Sea Stone/Natural/Ivory
Price: $160.49MSRP: $170

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color Black/Black/Black. On sale for $102.29. MSRP $180.00. 43% off. 5.0 out of 5 stars

Cole Haan Original Grand Energy Weave Wing Tip Oxford

Cole Haan Original Grand Energy Weave Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Original Grand Energy Weave Wing Tip Oxford
Gender: Men's
Color: Black/Black/Black
Price: $102.29MSRP: $180

Samuel Hubbard - DressFast. Color Cognac Leather. $295.00. 4.4 out of 5 stars

Samuel Hubbard DressFast

Samuel Hubbard DressFast

Brand Name: Samuel Hubbard
Product Name: DressFast
Gender: Men's
Color: Cognac Leather
Price: $295

Samuel Hubbard - DressFast. Color Black. $295.00. 4.4 out of 5 stars

Samuel Hubbard DressFast

Samuel Hubbard DressFast

Brand Name: Samuel Hubbard
Product Name: DressFast
Gender: Men's
Color: Black
Price: $295

Samuel Hubbard - Frequent Traveler Loafer. Color Black. $285.00. 4.5 out of 5 stars

Samuel Hubbard Frequent Traveler Loafer

Samuel Hubbard Frequent Traveler Loafer

Brand Name: Samuel Hubbard
Product Name: Frequent Traveler Loafer
Gender: Men's
Color: Black
Price: $285

Deer Stags - Marco. Color Black. $90.00. 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: $90

Deer Stags - Madison. Color Black. Low Stock. On sale for $62.55. MSRP $100.00. 37% off. 3.0 out of 5 stars

Low Stock

Deer Stags Madison

Deer Stags Madison

Brand Name: Deer Stags
Product Name: Madison
Gender: Men's
Color: Black
Price: $62.55MSRP: $100

Cole Haan - 5.Zerogrand Wingtip Oxford. Color Dark Sequoia/Alabaster Gleam. Low Stock. On sale for $164.50. MSRP $235.00. 30% off. 4.5 out of 5 stars

Low Stock

Cole Haan 5.Zerogrand Wingtip Oxford

Cole Haan 5.Zerogrand Wingtip Oxford

Brand Name: Cole Haan
Product Name: 5.Zerogrand Wingtip Oxford
Gender: Men's
Color: Dark Sequoia/Alabaster Gleam
Price: $164.50MSRP: $235

Propet - Stability X. Color Black. Low Stock. On sale for $89.86. MSRP $112.49. 20% off. 4.0 out of 5 stars

Low Stock

Propet Stability X

Propet Stability X

Brand Name: Propet
Product Name: Stability X
Gender: Men's
Color: Black
Price: $89.86MSRP: $112.49

Propet - Stability X. Color Light Grey. On sale for $99.95. MSRP $112.49. 11% off. 4.0 out of 5 stars

Propet Stability X

Propet Stability X

Brand Name: Propet
Product Name: Stability X
Gender: Men's
Color: Light Grey
Price: $99.95MSRP: $112.49

Revere - Montana 2. Color Whiskey. Low Stock. On sale for $50.98. MSRP $169.95. 70% off. 5.0 out of 5 stars

Low Stock

Revere Montana 2

Revere Montana 2

Brand Name: Revere
Product Name: Montana 2
Gender: Men's
Color: Whiskey
Price: $50.98MSRP: $169.95

Revere - Montana 2. Color Oiled Black. Low Stock. On sale for $50.98. MSRP $169.95. 70% off. 5.0 out of 5 stars

Low Stock

Revere Montana 2

Revere Montana 2

Brand Name: Revere
Product Name: Montana 2
Gender: Men's
Color: Oiled Black
Price: $50.98MSRP: $169.95

Rockport - Weather or Not Waterproof Plain Toe Boot. Color New Tan. On sale for $119.95. MSRP $169.95. 29% off. 3.8 out of 5 stars

Rockport Weather or Not Waterproof Plain Toe Boot

Rockport Weather or Not Waterproof Plain Toe Boot

Brand Name: Rockport
Product Name: Weather or Not Waterproof Plain Toe Boot
Gender: Men's
Color: New Tan
Price: $119.95MSRP: $169.95

Propet - Finn. Color Black. On sale for $109.95. MSRP $129.99. 15% off. 3.3 out of 5 stars

Propet Finn

Propet Finn

Brand Name: Propet
Product Name: Finn
Gender: Men's
Color: Black
Price: $109.95MSRP: $129.99

New Balance - CT300. Color White/Black/Team Red. On sale for $80.99. MSRP $89.99. 10% off.

New Balance CT300

New Balance CT300

Brand Name: New Balance
Product Name: CT300
Gender: Men's
Color: White/Black/Team Red
Price: $80.99MSRP: $89.99

Samuel Hubbard - Featherlight Fast Lace-Up. Color Cognac Leather. $195.00.

Samuel Hubbard Featherlight Fast Lace-Up

Samuel Hubbard Featherlight Fast Lace-Up

Brand Name: Samuel Hubbard
Product Name: Featherlight Fast Lace-Up
Gender: Men's
Color: Cognac Leather
Price: $195

Marc Joseph New York - Douglas Street (Hands Free Technology). Color Black Napa Leather. On sale for $76.97. MSRP $139.95. 45% off.

Marc Joseph New York Douglas Street (Hands Free Technology)

Marc Joseph New York Douglas Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Douglas Street (Hands Free Technology)
Gender: Men's
Color: Black Napa Leather
Price: $76.97MSRP: $139.95

Marc Joseph New York - Gold Street (Hands Free Technology). Color Black Napa Leather. On sale for $76.97. MSRP $139.95. 45% off.

Marc Joseph New York Gold Street (Hands Free Technology)

Marc Joseph New York Gold Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Gold Street (Hands Free Technology)
Gender: Men's
Color: Black Napa Leather
Price: $76.97MSRP: $139.95

Marc Joseph New York - Gold Street (Hands Free Technology). Color Cognac Napa Leather. On sale for $83.97. MSRP $139.95. 40% off.

Marc Joseph New York Gold Street (Hands Free Technology)

Marc Joseph New York Gold Street (Hands Free Technology)

Brand Name: Marc Joseph New York
Product Name: Gold Street (Hands Free Technology)
Gender: Men's
Color: Cognac Napa Leather
Price: $83.97MSRP: $139.95

Propet - Stability X. Color White/Navy. On sale for $69.97. MSRP $112.49. 38% off. 4.0 out of 5 stars

Propet Stability X

Propet Stability X

Brand Name: Propet
Product Name: Stability X
Gender: Men's
Color: White/Navy
Price: $69.97MSRP: $112.49

KEEN Utility - Arvada (Comp Toe). Color Black/Curry. Low Stock. $119.95. 3.6 out of 5 stars

Low Stock

KEEN Utility Arvada (Comp Toe)

KEEN Utility Arvada (Comp Toe)

Brand Name: KEEN Utility
Product Name: Arvada (Comp Toe)
Gender: Men's
Color: Black/Curry
Price: $119.95

Samuel Hubbard - Sunset Sneakers 2.0. Color Antique Brown Leather. $210.00.

Samuel Hubbard Sunset Sneakers 2.0

Samuel Hubbard Sunset Sneakers 2.0

Brand Name: Samuel Hubbard
Product Name: Sunset Sneakers 2.0
Gender: Men's
Color: Antique Brown Leather
Price: $210

Samuel Hubbard - Sunset Sneakers 2.0. Color White Leather. $210.00.

Samuel Hubbard Sunset Sneakers 2.0

Samuel Hubbard Sunset Sneakers 2.0

Brand Name: Samuel Hubbard
Product Name: Sunset Sneakers 2.0
Gender: Men's
Color: White Leather
Price: $210

Samuel Hubbard - Sunset Sneakers 2.0. Color Black Leather. Low Stock. $210.00.

Low Stock

Samuel Hubbard Sunset Sneakers 2.0

Samuel Hubbard Sunset Sneakers 2.0

Brand Name: Samuel Hubbard
Product Name: Sunset Sneakers 2.0
Gender: Men's
Color: Black Leather
Price: $210

Rockport - Total Motion Court T-Toe. Color White. Low Stock. On sale for $112.67. MSRP $120.00. 6% off. 5.0 out of 5 stars

Low Stock

Rockport Total Motion Court T-Toe

Rockport Total Motion Court T-Toe

Brand Name: Rockport
Product Name: Total Motion Court T-Toe
Gender: Men's
Color: White
Price: $112.67MSRP: $120

Eastland 1955 Edition - Gabe. Color Black. Low Stock. On sale for $70.00. MSRP $100.00. 30% off.

Low Stock

Eastland 1955 Edition Gabe

Eastland 1955 Edition Gabe

Brand Name: Eastland 1955 Edition
Product Name: Gabe
Gender: Men's
Color: Black
Price: $70MSRP: $100

Clarks - Craftwell Mid. Color Dark Tan Leather. Low Stock. On sale for $49.50. MSRP $110.00. 55% off. 3.5 out of 5 stars

Low Stock

Clarks Craftwell Mid

Clarks Craftwell Mid

Brand Name: Clarks
Product Name: Craftwell Mid
Gender: Men's
Color: Dark Tan Leather
Price: $49.50MSRP: $110

Clarks - Townview Lace. Color Grey Nubuck. On sale for $84.00. MSRP $110.00. 24% off. 4.0 out of 5 stars

Clarks Townview Lace

Clarks Townview Lace

Brand Name: Clarks
Product Name: Townview Lace
Gender: Men's
Color: Grey Nubuck
Price: $84MSRP: $110

Cole Haan - American Classics Bit Loafers. Color Dark Chocolate Suede/Truffle. On sale for $157.50. MSRP $175.00. 10% off. 5.0 out of 5 stars

Cole Haan American Classics Bit Loafers

Cole Haan American Classics Bit Loafers

Brand Name: Cole Haan
Product Name: American Classics Bit Loafers
Gender: Men's
Color: Dark Chocolate Suede/Truffle
Price: $157.50MSRP: $175

FootJoy - Contour Casual Golf Shoes. Color Navy/White 1. Low Stock. On sale for $99.95. MSRP $129.95. 23% off. 4.4 out of 5 stars

Low Stock

FootJoy Contour Casual Golf Shoes

FootJoy Contour Casual Golf Shoes

Brand Name: FootJoy
Product Name: Contour Casual Golf Shoes
Gender: Men's
Color: Navy/White 1
Price: $99.95MSRP: $129.95

Rockport - Ports of Call Perth. Color Navy Blue Leather. $149.95. 4.2 out of 5 stars

Rockport Ports of Call Perth

Rockport Ports of Call Perth

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Navy Blue Leather
Price: $149.95

SKECHERS - Court Break - Double Vented Hands Free Slip-Ins. Color White. On sale for $64.17. MSRP $81.00. 21% off. 3.7 out of 5 stars

SKECHERS Court Break - Double Vented Hands Free Slip-Ins

SKECHERS Court Break - Double Vented Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Court Break - Double Vented Hands Free Slip-Ins
Gender: Men's
Color: White
Price: $64.17MSRP: $81

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