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Boots on Sale $50 & Under

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Wide Size Slip-On Leather Comfort Shoes

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Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Black/Brit Tan/Ivory. On sale for $85.00. MSRP $170.00. 50% 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: Black/Brit Tan/Ivory
Price: $85MSRP: $170

Marc Joseph New York - Douglas Street (Hands Free Technology). Color Cognac Napa Leather. Low Stock. On sale for $41.98. MSRP $139.95. 70% off.

Low Stock

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: Cognac Napa Leather
Price: $41.98MSRP: $139.95

Rockport - Seadon. Color Light Natural Nubuck. Low Stock. On sale for $47.98. MSRP $159.95. 70% off.

Low Stock

Rockport Seadon

Rockport Seadon

Brand Name: Rockport
Product Name: Seadon
Gender: Men's
Color: Light Natural Nubuck
Price: $47.98MSRP: $159.95

Clarks - Flexway Band. Color Sand Suede. Low Stock. On sale for $27.00. MSRP $90.00. 70% off. 1.0 out of 5 stars

Low Stock

Clarks Flexway Band

Clarks Flexway Band

Brand Name: Clarks
Product Name: Flexway Band
Gender: Men's
Color: Sand Suede
Price: $27MSRP: $90

Cole Haan - American Classics Bit Loafers. Color Midnight Moon/Oat. On sale for $153.89. MSRP $175.00. 12% 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: Midnight Moon/Oat
Price: $153.89MSRP: $175

Nunn Bush - MAC Moccasin Toe Slip-On. Color Black. Low Stock. On sale for $76.17. MSRP $100.00. 24% off. 4.4 out of 5 stars

Low Stock

Nunn Bush MAC Moccasin Toe Slip-On

Nunn Bush MAC Moccasin Toe Slip-On

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Slip-On
Gender: Men's
Color: Black
Price: $76.17MSRP: $100

Cole Haan - American Classics Casual Loafer. Color Midnight Moon Suede/Ivory. Low Stock. On sale for $103.60. MSRP $148.00. 30% off. 5.0 out of 5 stars

Low Stock

Cole Haan American Classics Casual Loafer

Cole Haan American Classics Casual Loafer

Brand Name: Cole Haan
Product Name: American Classics Casual Loafer
Gender: Men's
Color: Midnight Moon Suede/Ivory
Price: $103.60MSRP: $148

Rockport - Ellworth. Color Black Leather. On sale for $90.96. MSRP $129.95. 30% off. 3.0 out of 5 stars

Rockport Ellworth

Rockport Ellworth

Brand Name: Rockport
Product Name: Ellworth
Gender: Men's
Color: Black Leather
Price: $90.96MSRP: $129.95

Rockport - Palmer Venetian. Color Black. On sale for $92.28. MSRP $125.00. 26% off. 3.4 out of 5 stars

Rockport Palmer Venetian

Rockport Palmer Venetian

Brand Name: Rockport
Product Name: Palmer Venetian
Gender: Men's
Color: Black
Price: $92.28MSRP: $125

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $115.37. MSRP $130.00. 11% off. 3.9 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Birchbeige Suede/Dark Chocolate
Price: $115.37MSRP: $130

Rockport - Tristen Step Activated Slip-On. Color Black Leather. On sale for $107.92. MSRP $119.95. 10% off. 3.0 out of 5 stars

Rockport Tristen Step Activated Slip-On

Rockport Tristen Step Activated Slip-On

Brand Name: Rockport
Product Name: Tristen Step Activated Slip-On
Gender: Men's
Color: Black Leather
Price: $107.92MSRP: $119.95

Clarks - Walkford Band. Color Black Leather. Low Stock. On sale for $65.50. MSRP $90.00. 27% 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: $65.50MSRP: $90

Cole Haan - American Classics Bit Loafers. Color Raven Nubuck/Dark Latte. On sale for $142.33. MSRP $175.00. 19% 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: Raven Nubuck/Dark Latte
Price: $142.33MSRP: $175

Rockport - Darwyn Slide. Color Brown II Leather. On sale for $44.99. MSRP $94.95. 53% off. 3.6 out of 5 stars

Rockport Darwyn Slide

Rockport Darwyn Slide

Brand Name: Rockport
Product Name: Darwyn Slide
Gender: Men's
Color: Brown II Leather
Price: $44.99MSRP: $94.95

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

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

Nunn Bush - MAC Moccasin Toe Slip-On. Color Brown. On sale for $50.00. MSRP $100.00. 50% off. 4.4 out of 5 stars

Nunn Bush MAC Moccasin Toe Slip-On

Nunn Bush MAC Moccasin Toe Slip-On

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Slip-On
Gender: Men's
Color: Brown
Price: $50MSRP: $100

Cole Haan - American Classics Casual Loafer. Color Spiced Brown Suede/Ivory. Low Stock. On sale for $133.20. MSRP $148.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan American Classics Casual Loafer

Cole Haan American Classics Casual Loafer

Brand Name: Cole Haan
Product Name: American Classics Casual Loafer
Gender: Men's
Color: Spiced Brown Suede/Ivory
Price: $133.20MSRP: $148

Cole Haan - American Classics Casual Loafer. Color Truffle Nubuck/Ivory. Low Stock. On sale for $133.20. MSRP $148.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan American Classics Casual Loafer

Cole Haan American Classics Casual Loafer

Brand Name: Cole Haan
Product Name: American Classics Casual Loafer
Gender: Men's
Color: Truffle Nubuck/Ivory
Price: $133.20MSRP: $148

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

Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Sea Stone/Natural/Ivory. On sale for $156.03. MSRP $170.00. 8% 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: $156.03MSRP: $170

Cole Haan - Zerogrand Remastered Stitchlite Loafer. Color Navy Blazer/Brit Tan/Ivory. Low Stock. On sale for $125.73. MSRP $170.00. 26% 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: $125.73MSRP: $170

Rockport - Ellworth. Color Medium Natural Leather. On sale for $90.96. MSRP $129.95. 30% off. 3.0 out of 5 stars

Rockport Ellworth

Rockport Ellworth

Brand Name: Rockport
Product Name: Ellworth
Gender: Men's
Color: Medium Natural Leather
Price: $90.96MSRP: $129.95

Rockport - Seadon. Color Dark Blue Nubuck. On sale for $111.96. MSRP $159.95. 30% off.

Rockport Seadon

Rockport Seadon

Brand Name: Rockport
Product Name: Seadon
Gender: Men's
Color: Dark Blue Nubuck
Price: $111.96MSRP: $159.95

Rockport - Taya. Color Black Leather. On sale for $96.88. 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: Black Leather
Price: $96.88MSRP: $119.95

Rockport - Tayo. Color Dark Brown Embossed Leather. On sale for $87.68. MSRP $129.95. 33% off.

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Brown Embossed Leather
Price: $87.68MSRP: $129.95

Rockport - Tayo. Color Dark Natural Embossed Leather. Low Stock. On sale for $51.98. MSRP $129.95. 60% off.

Low Stock

Rockport Tayo

Rockport Tayo

Brand Name: Rockport
Product Name: Tayo
Gender: Men's
Color: Dark Natural Embossed Leather
Price: $51.98MSRP: $129.95

Rockport - Taya. Color Dark Brown Leather. On sale for $96.69. 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: $96.69MSRP: $119.95

Rockport - Tayo. Color Black 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: Black Embossed Leather
Price: $59.99MSRP: $129.95

Dunham - Cloud Plus Waterproof Slip-On. Color Grey. Low Stock. On sale for $118.96. MSRP $169.95. 30% off. 3.8 out of 5 stars

Low Stock

Dunham Cloud Plus Waterproof Slip-On

Dunham Cloud Plus Waterproof Slip-On

Brand Name: Dunham
Product Name: Cloud Plus Waterproof Slip-On
Gender: Men's
Color: Grey
Price: $118.96MSRP: $169.95

Rockport - Total Motion Dressport Slip-On. Color Tan. Low Stock. On sale for $62.47. MSRP $124.95. 50% off. 2.6 out of 5 stars

Low Stock

Rockport Total Motion Dressport Slip-On

Rockport Total Motion Dressport Slip-On

Brand Name: Rockport
Product Name: Total Motion Dressport Slip-On
Gender: Men's
Color: Tan
Price: $62.47MSRP: $124.95

Clarks - Flexway Band. Color Beeswax. Low Stock. On sale for $63.00. MSRP $90.00. 30% off. 1.0 out of 5 stars

Low Stock

Clarks Flexway Band

Clarks Flexway Band

Brand Name: Clarks
Product Name: Flexway Band
Gender: Men's
Color: Beeswax
Price: $63MSRP: $90

Clarks - Clarkspro Step. Color Dark Brown Tumbled Leather. Low Stock. On sale for $91.00. MSRP $140.00. 35% off. 3.0 out of 5 stars

Low Stock

Clarks Clarkspro Step

Clarks Clarkspro Step

Brand Name: Clarks
Product Name: Clarkspro Step
Gender: Men's
Color: Dark Brown Tumbled Leather
Price: $91MSRP: $140

Columbia - Bahama X Relaxed. Color Grey Ice/Sea Salt. On sale for $64.87. MSRP $80.00. 19% off. 4.2 out of 5 stars

Columbia Bahama X Relaxed

Columbia Bahama X Relaxed

Brand Name: Columbia
Product Name: Bahama X Relaxed
Gender: Men's
Color: Grey Ice/Sea Salt
Price: $64.87MSRP: $80

Rockport - Total Motion Dressport Penny. Color Black. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 4.4 out of 5 stars

Low Stock

Rockport Total Motion Dressport Penny

Rockport Total Motion Dressport Penny

Brand Name: Rockport
Product Name: Total Motion Dressport Penny
Gender: Men's
Color: Black
Price: $117MSRP: $130

Propet - Stability Slip-on. Color Dark Grey. $124.99. 4.2 out of 5 stars

Propet Stability Slip-on

Propet Stability Slip-on

Brand Name: Propet
Product Name: Stability Slip-on
Gender: Men's
Color: Dark Grey
Price: $124.99

Propet - Stability Slip-on. Color Black. Low Stock. On sale for $109.95. MSRP $124.99. 12% off. 4.2 out of 5 stars

Low Stock

Propet Stability Slip-on

Propet Stability Slip-on

Brand Name: Propet
Product Name: Stability Slip-on
Gender: Men's
Color: Black
Price: $109.95MSRP: $124.99

Propet - Stability Slip-on. Color White/Navy. On sale for $104.99. MSRP $124.99. 16% off. 4.2 out of 5 stars

Propet Stability Slip-on

Propet Stability Slip-on

Brand Name: Propet
Product Name: Stability Slip-on
Gender: Men's
Color: White/Navy
Price: $104.99MSRP: $124.99

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $120.41. MSRP $140.00. 14% off. 3.9 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Dark Chocolate BOX Brush Off/Black
Price: $120.41MSRP: $140

Dr. Scholl's - Madison Cfx. Color Navy. On sale for $49.99. MSRP $95.00. 47% off. 4.0 out of 5 stars

Dr. Scholl's Madison Cfx

Dr. Scholl's Madison Cfx

Brand Name: Dr. Scholl's
Product Name: Madison Cfx
Gender: Men's
Color: Navy
Price: $49.99MSRP: $95

Clarks - Gessler Step. Color Mahogany. On sale for $78.13. MSRP $95.00. 18% 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: $78.13MSRP: $95

Rockport - Weather or Not Work EH Alloy. Color Black. Low Stock. On sale for $135.01. MSRP $146.00. 8% off. 3.5 out of 5 stars

Low Stock

Rockport Weather or Not Work EH Alloy

Rockport Weather or Not Work EH Alloy

Brand Name: Rockport
Product Name: Weather or Not Work EH Alloy
Gender: Men's
Color: Black
Price: $135.01MSRP: $146

Nunn Bush - Otto EZ Moccasin Toe Slip-On Easy On Loafer. Color Tan. Low Stock. On sale for $70.92. MSRP $90.00. 21% off. 3.5 out of 5 stars

Low Stock

Nunn Bush Otto EZ Moccasin Toe Slip-On Easy On Loafer

Nunn Bush Otto EZ Moccasin Toe Slip-On Easy On Loafer

Brand Name: Nunn Bush
Product Name: Otto EZ Moccasin Toe Slip-On Easy On Loafer
Gender: Men's
Color: Tan
Price: $70.92MSRP: $90

Clarks - Clarkslite Bit. Color Black Leather. Low Stock. On sale for $50.00. MSRP $100.00. 50% off. 1.5 out of 5 stars

Low Stock

Clarks Clarkslite Bit

Clarks Clarkslite Bit

Brand Name: Clarks
Product Name: Clarkslite Bit
Gender: Men's
Color: Black Leather
Price: $50MSRP: $100