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Boots on Sale $50 & Under

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Size 9.5 Arch Support Casual Closed Toe Shoes

44 items found

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Orthofeet - Leo. Color Black. On sale for $101.50. MSRP $145.00. 30% off. 3.0 out of 5 stars

Orthofeet Leo

Orthofeet Leo

Brand Name: Orthofeet
Product Name: Leo
Gender: Men's
Color: Black
Price: $101.50MSRP: $145

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

Deer Stags - Gravity. Color Taupe/Lt Taupe. On sale for $55.46. MSRP $69.99. 21% off.

Deer Stags Gravity

Deer Stags Gravity

Brand Name: Deer Stags
Product Name: Gravity
Gender: Men's
Color: Taupe/Lt Taupe
Price: $55.46MSRP: $69.99

Dr. Scholl's - Madison Men Oxford Derby. Color Light Tan Faux Leather. Low Stock. On sale for $53.27. MSRP $95.00. 44% 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: $53.27MSRP: $95

SKECHERS - Arch Fit 2.0 Look Ahead Hands Free Slip-In. Color Black/Black. On sale for $92.83. MSRP $105.00. 12% 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: $92.83MSRP: $105

Stacy Adams - Scobel Fisherman Sandal. Color Black. Low Stock. On sale for $64.39. MSRP $79.95. 19% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Scobel Fisherman Sandal

Stacy Adams Scobel Fisherman Sandal

Brand Name: Stacy Adams
Product Name: Scobel Fisherman Sandal
Gender: Men's
Color: Black
Price: $64.39MSRP: $79.95

SKECHERS - Pickleball Viper Court Pro Sneaker. Color White/Pink. On sale for $88.16. MSRP $115.00. 23% off.

SKECHERS Pickleball Viper Court Pro Sneaker

SKECHERS Pickleball Viper Court Pro Sneaker

Brand Name: SKECHERS
Product Name: Pickleball Viper Court Pro Sneaker
Gender: Men's
Color: White/Pink
Price: $88.16MSRP: $115

Dr. Scholl's - Jake Retro. Color Chile Brown Smooth. Low Stock. On sale for $73.50. MSRP $105.00. 30% 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: Chile Brown Smooth
Price: $73.50MSRP: $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

Dr. Scholl's - Feel Engaged. Color Dark Tan Leather. On sale for $80.10. MSRP $130.00. 38% 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: $80.10MSRP: $130

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

Propet - Village Walker Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Black Grain. On sale for $117.96. MSRP $149.99. 21% off. 4.4 out of 5 stars

Propet Village Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

Propet Village Walker Medicare/HCPCS Code = A5500 Diabetic Shoe

Brand Name: Propet
Product Name: Village Walker Medicare/HCPCS Code = A5500 Diabetic Shoe
Gender: Men's
Color: Black Grain
Price: $117.96MSRP: $149.99

Dr. Scholl's - Madison Cfx. Color Navy. On sale for $55.10. MSRP $95.00. 42% 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: $55.10MSRP: $95

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

Dr. Scholl's - Synergy Sneaker. Color White Grey. Low Stock. On sale for $52.50. MSRP $105.00. 50% 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: $52.50MSRP: $105

Cole Haan - Originalgrand Cityspectre Wingtip Oxfords. Color Morel Nubuck/Dark Natural/Silver Birch. On sale for $171.00. MSRP $190.00. 10% off. 4.0 out of 5 stars

Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Cole Haan Originalgrand Cityspectre Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wingtip Oxfords
Gender: Men's
Color: Morel Nubuck/Dark Natural/Silver Birch
Price: $171MSRP: $190

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

SKECHERS - Craster Lanigan Hands Free Slip-Ins. Color Black. On sale for $83.77. MSRP $96.00. 13% 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: $83.77MSRP: $96

Deer Stags - Gravity. Color Grey/Light Grey. On sale for $54.99. MSRP $69.99. 21% off.

Deer Stags Gravity

Deer Stags Gravity

Brand Name: Deer Stags
Product Name: Gravity
Gender: Men's
Color: Grey/Light Grey
Price: $54.99MSRP: $69.99

KEEN - Drift Creek H2. Color Dark Olive/Black. On sale for $85.08. MSRP $100.00. 15% off. 3.4 out of 5 stars

KEEN Drift Creek H2

KEEN Drift Creek H2

Brand Name: KEEN
Product Name: Drift Creek H2
Gender: Men's
Color: Dark Olive/Black
Price: $85.08MSRP: $100

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

Propet - Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Dark Grey. On sale for $99.38. MSRP $107.49. 8% 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: Dark Grey
Price: $99.38MSRP: $107.49

Propet - Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Sport White. On sale for $90.72. MSRP $107.49. 16% 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: $90.72MSRP: $107.49

Cole Haan - Original Grand 2.0 Wing Tip Oxford. Color Golden Honey Nubuck/Oat. Low Stock. On sale for $216.00. MSRP $240.00. 10% off. 2.0 out of 5 stars

Low Stock

Cole Haan Original Grand 2.0 Wing Tip Oxford

Cole Haan Original Grand 2.0 Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Wing Tip Oxford
Gender: Men's
Color: Golden Honey Nubuck/Oat
Price: $216MSRP: $240

Cole Haan - Original Grand 2.0 Oxford. Color Brown Nubuck/Water Resistant. On sale for $216.00. MSRP $240.00. 10% off. 3.7 out of 5 stars

Cole Haan Original Grand 2.0 Oxford

Cole Haan Original Grand 2.0 Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Oxford
Gender: Men's
Color: Brown Nubuck/Water Resistant
Price: $216MSRP: $240

Propet - Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe. Color White. On sale for $91.71. MSRP $107.49. 15% 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: $91.71MSRP: $107.49

Cole Haan - Original Grand 2.0 Wing Tip Oxford. Color Black. On sale for $160.80. MSRP $240.00. 33% off. 2.0 out of 5 stars

Cole Haan Original Grand 2.0 Wing Tip Oxford

Cole Haan Original Grand 2.0 Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Wing Tip Oxford
Gender: Men's
Color: Black
Price: $160.80MSRP: $240

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

Cole Haan - Original Grand 2.0 Oxford. Color Raven Nubuck/Midnight Moon. Low Stock. On sale for $216.00. MSRP $240.00. 10% off. 3.7 out of 5 stars

Low Stock

Cole Haan Original Grand 2.0 Oxford

Cole Haan Original Grand 2.0 Oxford

Brand Name: Cole Haan
Product Name: Original Grand 2.0 Oxford
Gender: Men's
Color: Raven Nubuck/Midnight Moon
Price: $216MSRP: $240

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

Stacy Adams - Sync Lace-Up. Color Natural. 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: Natural
Price: $86.99MSRP: $125

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

Samuel Hubbard - Featherlight Fast Lace-Up. Color Navy Nubuck. $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: Navy Nubuck
Price: $195

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

Stacy Adams - Wellington Slip-On. Color Chocolate. On sale for $101.12. MSRP $110.00. 8% 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: $101.12MSRP: $110

Stacy Adams - Edgewood Wing Tip Elastic Lace. Color Cognac. On sale for $65.00. MSRP $140.00. 54% off. 4.0 out of 5 stars

Stacy Adams Edgewood Wing Tip Elastic Lace

Stacy Adams Edgewood Wing Tip Elastic Lace

Brand Name: Stacy Adams
Product Name: Edgewood Wing Tip Elastic Lace
Gender: Men's
Color: Cognac
Price: $65MSRP: $140

PIKOLINOS - Fuencarral M4A. Color Dark Grey. Low Stock. On sale for $136.50. MSRP $195.00. 30% off.

Low Stock

PIKOLINOS Fuencarral M4A

PIKOLINOS Fuencarral M4A

Brand Name: PIKOLINOS
Product Name: Fuencarral M4A
Gender: Men's
Color: Dark Grey
Price: $136.50MSRP: $195

Stacy Adams - Spyre Plain Toe Elastic Lace. Color White Patent. Low Stock. On sale for $66.75. MSRP $90.00. 26% off. 4.4 out of 5 stars

Low Stock

Stacy Adams Spyre Plain Toe Elastic Lace

Stacy Adams Spyre Plain Toe Elastic Lace

Brand Name: Stacy Adams
Product Name: Spyre Plain Toe Elastic Lace
Gender: Men's
Color: White Patent
Price: $66.75MSRP: $90

Stacy Adams - Tallero Lace-Up. Color Black/Gray. Low Stock. On sale for $79.81. MSRP $115.00. 31% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Tallero Lace-Up

Stacy Adams Tallero Lace-Up

Brand Name: Stacy Adams
Product Name: Tallero Lace-Up
Gender: Men's
Color: Black/Gray
Price: $79.81MSRP: $115

Stacy Adams - Rellaire Moc Toe Bit Slip-On. Color Black. On sale for $49.97. MSRP $120.00. 58% off.

Stacy Adams Rellaire Moc Toe Bit Slip-On

Stacy Adams Rellaire Moc Toe Bit Slip-On

Brand Name: Stacy Adams
Product Name: Rellaire Moc Toe Bit Slip-On
Gender: Men's
Color: Black
Price: $49.97MSRP: $120

Stacy Adams - Edgewood Wing Tip Elastic Lace. Color Taupe. On sale for $95.06. MSRP $140.00. 32% off. 4.0 out of 5 stars

Stacy Adams Edgewood Wing Tip Elastic Lace

Stacy Adams Edgewood Wing Tip Elastic Lace

Brand Name: Stacy Adams
Product Name: Edgewood Wing Tip Elastic Lace
Gender: Men's
Color: Taupe
Price: $95.06MSRP: $140

Stacy Adams - Edgewood Wing Tip Elastic Lace. Color Black. On sale for $82.28. MSRP $140.00. 41% off. 4.0 out of 5 stars

Stacy Adams Edgewood Wing Tip Elastic Lace

Stacy Adams Edgewood Wing Tip Elastic Lace

Brand Name: Stacy Adams
Product Name: Edgewood Wing Tip Elastic Lace
Gender: Men's
Color: Black
Price: $82.28MSRP: $140

Stacy Adams - Ravelle Moc Toe Bit Slip-On. Color Green Suede. Low Stock. On sale for $107.02. MSRP $115.00. 7% off. 4.4 out of 5 stars

Low Stock

Stacy Adams Ravelle Moc Toe Bit Slip-On

Stacy Adams Ravelle Moc Toe Bit Slip-On

Brand Name: Stacy Adams
Product Name: Ravelle Moc Toe Bit Slip-On
Gender: Men's
Color: Green Suede
Price: $107.02MSRP: $115