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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Arch Support Comfort On Sale Products

31 items found

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Nunn Bush - Luca Moccasin Toe Penny Loafer Lightweight Comfortable Slip-On. Color Black. On sale for $59.97. MSRP $100.00. 40% off. 1.5 out of 5 stars

Nunn Bush Luca Moccasin Toe Penny Loafer Lightweight Comfortable Slip-On

Nunn Bush Luca Moccasin Toe Penny Loafer Lightweight Comfortable Slip-On

Brand Name: Nunn Bush
Product Name: Luca Moccasin Toe Penny Loafer Lightweight Comfortable Slip-On
Gender: Men's
Color: Black
Price: $59.97MSRP: $100

Orthofeet - Leo. Color Black. On sale for $99.99. MSRP $145.00. 31% off. 3.0 out of 5 stars

Orthofeet Leo

Orthofeet Leo

Brand Name: Orthofeet
Product Name: Leo
Gender: Men's
Color: Black
Price: $99.99MSRP: $145

Deer Stags - Infinity. Color Brown. On sale for $44.97. MSRP $64.99. 31% off. 4.7 out of 5 stars

Deer Stags Infinity

Deer Stags Infinity

Brand Name: Deer Stags
Product Name: Infinity
Gender: Men's
Color: Brown
Price: $44.97MSRP: $64.99

Dr. Scholl's - Feel Engaged. Color Dark Tan Leather. On sale for $78.81. MSRP $130.00. 39% off. 5.0 out of 5 stars

Dr. Scholl's Feel Engaged

Dr. Scholl's Feel Engaged

Brand Name: Dr. Scholl's
Product Name: Feel Engaged
Gender: Men's
Color: Dark Tan Leather
Price: $78.81MSRP: $130

Propet - Propet One Evolve. Color Grey/Navy. On sale for $105.57. MSRP $137.49. 23% off. 3.5 out of 5 stars

Propet Propet One Evolve

Propet Propet One Evolve

Brand Name: Propet
Product Name: Propet One Evolve
Gender: Men's
Color: Grey/Navy
Price: $105.57MSRP: $137.49

Propet - Propet One Evolve. Color Black Steel. On sale for $104.43. MSRP $137.49. 24% off. 3.5 out of 5 stars

Propet Propet One Evolve

Propet Propet One Evolve

Brand Name: Propet
Product Name: Propet One Evolve
Gender: Men's
Color: Black Steel
Price: $104.43MSRP: $137.49

Nunn Bush - Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up. Color Black. On sale for $59.95. MSRP $90.00. 33% off. 3.5 out of 5 stars

Nunn Bush Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up

Nunn Bush Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up

Brand Name: Nunn Bush
Product Name: Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up
Gender: Men's
Color: Black
Price: $59.95MSRP: $90

Nunn Bush - Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up. Color Taupe. On sale for $59.99. MSRP $90.00. 33% off. 3.5 out of 5 stars

Nunn Bush Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up

Nunn Bush Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up

Brand Name: Nunn Bush
Product Name: Ponte Knit Moc Toe Sneakers Hybrid Oxford Casual Lightweight Athletic Style Lace Up
Gender: Men's
Color: Taupe
Price: $59.99MSRP: $90

Dr. Scholl's - Jake Oxford. Color Brown Smooth. Low Stock. On sale for $69.99. MSRP $100.00. 30% off.

Low Stock

Dr. Scholl's Jake Oxford

Dr. Scholl's Jake Oxford

Brand Name: Dr. Scholl's
Product Name: Jake Oxford
Gender: Men's
Color: Brown Smooth
Price: $69.99MSRP: $100

Dr. Scholl's - Jake Retro. Color White Grey Fabric. Low Stock. On sale for $58.51. MSRP $105.00. 44% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Jake Retro

Dr. Scholl's Jake Retro

Brand Name: Dr. Scholl's
Product Name: Jake Retro
Gender: Men's
Color: White Grey Fabric
Price: $58.51MSRP: $105

Dr. Scholl's - Feel Engaged. Color Black Leather. Low Stock. On sale for $97.50. MSRP $130.00. 25% off. 5.0 out of 5 stars

Low Stock

Dr. Scholl's Feel Engaged

Dr. Scholl's Feel Engaged

Brand Name: Dr. Scholl's
Product Name: Feel Engaged
Gender: Men's
Color: Black Leather
Price: $97.50MSRP: $130

Nunn Bush - Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up. Color Cognac. On sale for $74.38. MSRP $100.00. 26% off. 4.0 out of 5 stars

Nunn Bush Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Nunn Bush Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Brand Name: Nunn Bush
Product Name: Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up
Gender: Men's
Color: Cognac
Price: $74.38MSRP: $100

Orthofeet - Dolomite. Color Brown. On sale for $112.46. MSRP $149.95. 25% off. 3.6 out of 5 stars

Orthofeet Dolomite

Orthofeet Dolomite

Brand Name: Orthofeet
Product Name: Dolomite
Gender: Men's
Color: Brown
Price: $112.46MSRP: $149.95

SKECHERS - Craster Lanigan Hands Free Slip-Ins. Color Black. On sale for $81.79. MSRP $96.00. 15% off. 4.2 out of 5 stars

SKECHERS Craster Lanigan Hands Free Slip-Ins

SKECHERS Craster Lanigan Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Craster Lanigan Hands Free Slip-Ins
Gender: Men's
Color: Black
Price: $81.79MSRP: $96

PIKOLINOS - Fuencarral M4A. Color Brandy 1. On sale for $150.00. MSRP $200.00. 25% off. 3.0 out of 5 stars

PIKOLINOS Fuencarral M4A

PIKOLINOS Fuencarral M4A

Brand Name: PIKOLINOS
Product Name: Fuencarral M4A
Gender: Men's
Color: Brandy 1
Price: $150MSRP: $200

ECCO - Gruuv Studio Wingtip Sneaker. Color Black/Black. Low Stock. On sale for $149.33. MSRP $194.95. 23% off. 4.0 out of 5 stars

Low Stock

ECCO Gruuv Studio Wingtip Sneaker

ECCO Gruuv Studio Wingtip Sneaker

Brand Name: ECCO
Product Name: Gruuv Studio Wingtip Sneaker
Gender: Men's
Color: Black/Black
Price: $149.33MSRP: $194.95

ECCO - Gruuv Studio Wingtip Sneaker. Color Cocoa Brown/Mocha. Low Stock. On sale for $165.70. MSRP $194.95. 15% off. 4.0 out of 5 stars

Low Stock

ECCO Gruuv Studio Wingtip Sneaker

ECCO Gruuv Studio Wingtip Sneaker

Brand Name: ECCO
Product Name: Gruuv Studio Wingtip Sneaker
Gender: Men's
Color: Cocoa Brown/Mocha
Price: $165.70MSRP: $194.95

Propet - Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Sport White. On sale for $80.70. MSRP $107.49. 25% off. 4.4 out of 5 stars

Propet Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe

Propet Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe

Brand Name: Propet
Product Name: Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: Sport White
Price: $80.70MSRP: $107.49

Deer Stags - Infinity. Color Black. On sale for $54.99. MSRP $64.99. 15% off. 4.7 out of 5 stars

Deer Stags Infinity

Deer Stags Infinity

Brand Name: Deer Stags
Product Name: Infinity
Gender: Men's
Color: Black
Price: $54.99MSRP: $64.99

Propet - Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe. Color White. On sale for $80.70. MSRP $107.49. 25% off. 4.4 out of 5 stars

Propet Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe

Propet Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe

Brand Name: Propet
Product Name: Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: White
Price: $80.70MSRP: $107.49

SKECHERS - Arch Fit 2.0 Look Ahead Hands Free Slip-In. Color Black/Black. On sale for $89.77. MSRP $105.00. 15% off. 4.2 out of 5 stars

SKECHERS Arch Fit 2.0 Look Ahead Hands Free Slip-In

SKECHERS Arch Fit 2.0 Look Ahead Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Arch Fit 2.0 Look Ahead Hands Free Slip-In
Gender: Men's
Color: Black/Black
Price: $89.77MSRP: $105

Dr. Scholl's - Synergy Sneaker. Color White Grey. Low Stock. On sale for $73.22. MSRP $105.00. 30% off.

Low Stock

Dr. Scholl's Synergy Sneaker

Dr. Scholl's Synergy Sneaker

Brand Name: Dr. Scholl's
Product Name: Synergy Sneaker
Gender: Men's
Color: White Grey
Price: $73.22MSRP: $105

Mephisto - Gerome. Color Light Grey. Low Stock. On sale for $350.10. MSRP $389.00. 10% off.

Low Stock

Mephisto Gerome

Mephisto Gerome

Brand Name: Mephisto
Product Name: Gerome
Gender: Men's
Color: Light Grey
Price: $350.10MSRP: $389

SKECHERS - Pro 6 SL. Color Off-White. On sale for $103.06. MSRP $129.99. 21% off. 4.1 out of 5 stars

SKECHERS Pro 6 SL

SKECHERS Pro 6 SL

Brand Name: SKECHERS
Product Name: Pro 6 SL
Gender: Men's
Color: Off-White
Price: $103.06MSRP: $129.99

SKECHERS - Pro 6 SL. Color Black/Grey. Low Stock. On sale for $98.37. MSRP $129.99. 24% off. 4.1 out of 5 stars

Low Stock

SKECHERS Pro 6 SL

SKECHERS Pro 6 SL

Brand Name: SKECHERS
Product Name: Pro 6 SL
Gender: Men's
Color: Black/Grey
Price: $98.37MSRP: $129.99

SKECHERS - Drive 6 Relaxed Fit Spikeless Golf Shoe. Color Black/White. On sale for $89.16. MSRP $115.00. 22% off. 5.0 out of 5 stars

SKECHERS Drive 6 Relaxed Fit Spikeless Golf Shoe

SKECHERS Drive 6 Relaxed Fit Spikeless Golf Shoe

Brand Name: SKECHERS
Product Name: Drive 6 Relaxed Fit Spikeless Golf Shoe
Gender: Men's
Color: Black/White
Price: $89.16MSRP: $115

SKECHERS - Drive 6 Relaxed Fit Spikeless Golf Shoe. Color Gray. On sale for $94.51. MSRP $115.00. 18% off. 5.0 out of 5 stars

SKECHERS Drive 6 Relaxed Fit Spikeless Golf Shoe

SKECHERS Drive 6 Relaxed Fit Spikeless Golf Shoe

Brand Name: SKECHERS
Product Name: Drive 6 Relaxed Fit Spikeless Golf Shoe
Gender: Men's
Color: Gray
Price: $94.51MSRP: $115

SKECHERS - Elite 6 Slip-In ArchFit Golf Shoe. Color White. On sale for $114.04. MSRP $140.00. 19% off. 5.0 out of 5 stars

SKECHERS Elite 6 Slip-In ArchFit Golf Shoe

SKECHERS Elite 6 Slip-In ArchFit Golf Shoe

Brand Name: SKECHERS
Product Name: Elite 6 Slip-In ArchFit Golf Shoe
Gender: Men's
Color: White
Price: $114.04MSRP: $140

SKECHERS - Elite Vortex Rival ArchFit Golf Shoe. Color Black. On sale for $98.07. MSRP $115.00. 15% off. 4.0 out of 5 stars

SKECHERS Elite Vortex Rival ArchFit Golf Shoe

SKECHERS Elite Vortex Rival ArchFit Golf Shoe

Brand Name: SKECHERS
Product Name: Elite Vortex Rival ArchFit Golf Shoe
Gender: Men's
Color: Black
Price: $98.07MSRP: $115

Dr. Scholl's - Madison Men Oxford Derby. Color Light Tan Faux Leather. Low Stock. On sale for $52.62. MSRP $95.00. 45% 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: $52.62MSRP: $95

Dansko - Trevor. Color White Calf. On sale for $122.46. MSRP $174.95. 30% off. 2.7 out of 5 stars

Dansko Trevor

Dansko Trevor

Brand Name: Dansko
Product Name: Trevor
Gender: Men's
Color: White Calf
Price: $122.46MSRP: $174.95