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Boots on Sale $50 & Under

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Size 8.5 Arch Support Leather Shoes

47 items found

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Deer Stags - Infinity. Color Black. On sale for $63.55. MSRP $64.99. 2% 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: $63.55MSRP: $64.99

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

Stacy Adams - Spencer Penny Slip-On. Color Burgundy. Low Stock. On sale for $39.00. MSRP $130.00. 70% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Spencer Penny Slip-On

Stacy Adams Spencer Penny Slip-On

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Burgundy
Price: $39MSRP: $130

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 - Drive 6 Relaxed Fit Spikeless Golf Shoe. Color Black/White. On sale for $89.38. 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: $89.38MSRP: $115

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

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

etnies - Callicut. Color Stone. On sale for $67.50. MSRP $75.00. 10% off. 4.7 out of 5 stars

etnies Callicut

etnies Callicut

Brand Name: etnies
Product Name: Callicut
Gender: Men's
Color: Stone
Price: $67.50MSRP: $75

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

SKECHERS - Craster Lanigan Hands Free Slip-Ins. Color Black. On sale for $83.78. 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: $83.78MSRP: $96

SKECHERS - Drive 6 Relaxed Fit Spikeless Golf Shoe. Color Gray. On sale for $94.79. 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: $94.79MSRP: $115

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

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

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

Kenneth Cole - Future Pod. Color Dark Brown. On sale for $103.96. MSRP $159.95. 35% off. 5.0 out of 5 stars

Kenneth Cole Future Pod

Kenneth Cole Future Pod

Brand Name: Kenneth Cole
Product Name: Future Pod
Gender: Men's
Color: Dark Brown
Price: $103.96MSRP: $159.95

Kenneth Cole - Future Pod. Color Black. On sale for $109.18. MSRP $159.95. 32% off. 5.0 out of 5 stars

Kenneth Cole Future Pod

Kenneth Cole Future Pod

Brand Name: Kenneth Cole
Product Name: Future Pod
Gender: Men's
Color: Black
Price: $109.18MSRP: $159.95

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

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

KEEN - Targhee 4 Vent Durable Breathable. Color Alloy/Granite Green. $170.00. 1.0 out of 5 stars

KEEN Targhee 4 Vent Durable Breathable

KEEN Targhee 4 Vent Durable Breathable

Brand Name: KEEN
Product Name: Targhee 4 Vent Durable Breathable
Gender: Men's
Color: Alloy/Granite Green
Price: $170

Marc Joseph New York - Boone Ave. Color Black Grainy. On sale for $139.50. MSRP $155.00. 10% off. 4.0 out of 5 stars

Marc Joseph New York Boone Ave

Marc Joseph New York Boone Ave

Brand Name: Marc Joseph New York
Product Name: Boone Ave
Gender: Men's
Color: Black Grainy
Price: $139.50MSRP: $155

Stacy Adams - Tedesco Cap Toe Oxford. Color Dark Blue. Low Stock. On sale for $96.63. MSRP $115.00. 16% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Tedesco Cap Toe Oxford

Stacy Adams Tedesco Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Tedesco Cap Toe Oxford
Gender: Men's
Color: Dark Blue
Price: $96.63MSRP: $115

Stacy Adams - Prichard Penny Slip-On. Color Purple Multi. Low Stock. On sale for $116.49. MSRP $130.00. 10% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Prichard Penny Slip-On

Stacy Adams Prichard Penny Slip-On

Brand Name: Stacy Adams
Product Name: Prichard Penny Slip-On
Gender: Men's
Color: Purple Multi
Price: $116.49MSRP: $130

Stacy Adams - Prichard Penny Slip-On. Color Navy Multi. Low Stock. On sale for $114.40. MSRP $130.00. 12% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Prichard Penny Slip-On

Stacy Adams Prichard Penny Slip-On

Brand Name: Stacy Adams
Product Name: Prichard Penny Slip-On
Gender: Men's
Color: Navy Multi
Price: $114.40MSRP: $130

Stacy Adams - Gennaro Wing Tip Oxford. Color Red. Low Stock. On sale for $34.50. MSRP $115.00. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Gennaro Wing Tip Oxford

Stacy Adams Gennaro Wing Tip Oxford

Brand Name: Stacy Adams
Product Name: Gennaro Wing Tip Oxford
Gender: Men's
Color: Red
Price: $34.50MSRP: $115

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

Propet - Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe. Color Sport White. On sale for $66.00. MSRP $107.49. 39% 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: $66MSRP: $107.49

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

Dansko - Sigourney. Color Honey Distressed. On sale for $123.95. MSRP $184.95. 33% off. 3.5 out of 5 stars

Dansko Sigourney

Dansko Sigourney

Brand Name: Dansko
Product Name: Sigourney
Gender: Women's
Color: Honey Distressed
Price: $123.95MSRP: $184.95

Stacy Adams - Karnes Penny Slip-On Loafer. Color Black. Low Stock. On sale for $94.99. MSRP $130.00. 27% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Karnes Penny Slip-On Loafer

Stacy Adams Karnes Penny Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Karnes Penny Slip-On Loafer
Gender: Men's
Color: Black
Price: $94.99MSRP: $130

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 $64.94. MSRP $90.00. 28% 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: $64.94MSRP: $90

Magnanni - Raso II. Color Midbrown. Low Stock. On sale for $212.50. MSRP $425.00. 50% off. 3.0 out of 5 stars

Low Stock

Magnanni Raso II

Magnanni Raso II

Brand Name: Magnanni
Product Name: Raso II
Gender: Men's
Color: Midbrown
Price: $212.50MSRP: $425

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

ECCO - Gruuv Studio Wingtip Sneaker. Color Cocoa Brown/Mocha. Low Stock. On sale for $159.19. MSRP $194.95. 18% 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: $159.19MSRP: $194.95

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

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 - 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

Stacy Adams - Tallero Lace-Up. Color Dark Blue Multi. Low Stock. $115.00. 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: Dark Blue Multi
Price: $115

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 - Tallero Lace-Up. Color Tan Multi. Low Stock. On sale for $80.94. MSRP $115.00. 30% 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: Tan Multi
Price: $80.94MSRP: $115

Stacy Adams - Spencer Penny Slip-On. Color Navy. Low Stock. On sale for $93.66. MSRP $130.00. 28% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Spencer Penny Slip-On

Stacy Adams Spencer Penny Slip-On

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Navy
Price: $93.66MSRP: $130

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

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. Low Stock. On sale for $82.54. MSRP $115.00. 28% 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: Burgundy Multi
Price: $82.54MSRP: $115

Stacy Adams - Edgewood Wing Tip Elastic Lace. Color Taupe. On sale for $96.31. MSRP $140.00. 31% 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: $96.31MSRP: $140

Stacy Adams - Gabardo Bike Toe Lace-Up. Color Blue. On sale for $105.10. MSRP $115.00. 9% off. 5.0 out of 5 stars

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: Blue
Price: $105.10MSRP: $115