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Boots on Sale $50 & Under

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Size 9.5 Arch Support Comfort On Sale Products

48 items found

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Birkenstock - Arizona Soft Footbed - Suede (Men). Color Basalt Gray. On sale for $103.81. MSRP $154.95. 33% off. 3.9 out of 5 stars

Birkenstock Arizona Soft Footbed - Suede (Men)

Birkenstock Arizona Soft Footbed - Suede (Men)

Brand Name: Birkenstock
Product Name: Arizona Soft Footbed - Suede (Men)
Gender: Men's
Color: Basalt Gray
Price: $103.81MSRP: $154.95

Cole Haan - Original Grand 2.0 Oxford. Color Dark Chocolate/Silver Birch. On sale for $139.95. MSRP $240.00. 42% 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: Dark Chocolate/Silver Birch
Price: $139.95MSRP: $240

SKECHERS - Craster Lanigan Hands Free Slip-Ins. Color Black. On sale for $81.28. 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: $81.28MSRP: $96

Johnston & Murphy - Tanner Wingtip. Color Tan. On sale for $92.50. MSRP $185.00. 50% off. 5.0 out of 5 stars

Johnston & Murphy Tanner Wingtip

Johnston & Murphy Tanner Wingtip

Brand Name: Johnston & Murphy
Product Name: Tanner Wingtip
Gender: Men's
Color: Tan
Price: $92.50MSRP: $185

Stacy Adams - Wellington Slip-On. Color Chocolate. On sale for $92.67. MSRP $110.00. 16% 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: $92.67MSRP: $110

VIONIC - Cove RX Slides. Color Black EVA. Low Stock. On sale for $25.50. MSRP $85.00. 70% off. 3.2 out of 5 stars

Low Stock

VIONIC Cove RX Slides

VIONIC Cove RX Slides

Brand Name: VIONIC
Product Name: Cove RX Slides
Gender: Unisex
Color: Black EVA
Price: $25.50MSRP: $85

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 $53.24. MSRP $69.99. 24% off.

Deer Stags Gravity

Deer Stags Gravity

Brand Name: Deer Stags
Product Name: Gravity
Gender: Men's
Color: Taupe/Lt Taupe
Price: $53.24MSRP: $69.99

Deer Stags - Gravity. Color Grey/Light Grey. On sale for $52.92. MSRP $69.99. 24% off.

Deer Stags Gravity

Deer Stags Gravity

Brand Name: Deer Stags
Product Name: Gravity
Gender: Men's
Color: Grey/Light Grey
Price: $52.92MSRP: $69.99

SKECHERS - Elite 6 Slip-In ArchFit Golf Shoe. Color White. On sale for $116.23. MSRP $140.00. 17% 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: $116.23MSRP: $140

KEEN - Waimea TG. Color Cornstalk/Black. On sale for $60.78. MSRP $84.95. 28% off. 4.1 out of 5 stars

KEEN Waimea TG

KEEN Waimea TG

Brand Name: KEEN
Product Name: Waimea TG
Gender: Men's
Color: Cornstalk/Black
Price: $60.78MSRP: $84.95

Birkenstock - Milano Rugged (Men). Color Black Oiled Leather. On sale for $111.96. MSRP $159.95. 30% off. 4.4 out of 5 stars

Birkenstock Milano Rugged (Men)

Birkenstock Milano Rugged (Men)

Brand Name: Birkenstock
Product Name: Milano Rugged (Men)
Gender: Men's
Color: Black Oiled Leather
Price: $111.96MSRP: $159.95

Dr. Scholl's - Manchester. Color Grey Faux Leather. Low Stock. On sale for $36.00. MSRP $120.00. 70% off. 3.0 out of 5 stars

Low Stock

Dr. Scholl's Manchester

Dr. Scholl's Manchester

Brand Name: Dr. Scholl's
Product Name: Manchester
Gender: Men's
Color: Grey Faux Leather
Price: $36MSRP: $120

Stacy Adams - Burke Penny Slip-On. Color Black Suede. Low Stock. On sale for $43.50. MSRP $145.00. 70% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Burke Penny Slip-On

Stacy Adams Burke Penny Slip-On

Brand Name: Stacy Adams
Product Name: Burke Penny Slip-On
Gender: Men's
Color: Black Suede
Price: $43.50MSRP: $145

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $75.34. MSRP $104.95. 28% 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: $75.34MSRP: $104.95

VIONIC - Cove RX Slides. Color Cream Synthetic. On sale for $58.39. MSRP $85.00. 31% off. 3.2 out of 5 stars

VIONIC Cove RX Slides

VIONIC Cove RX Slides

Brand Name: VIONIC
Product Name: Cove RX Slides
Gender: Unisex
Color: Cream Synthetic
Price: $58.39MSRP: $85

Stacy Adams - Spyre Plain Toe Elastic Lace. Color White Patent. Low Stock. On sale for $66.28. MSRP $90.00. 26% off. 4.5 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: $66.28MSRP: $90

Stacy Adams - Tallero Lace-Up. Color Black/Gray. Low Stock. On sale for $91.99. MSRP $115.00. 20% 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: $91.99MSRP: $115

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 - Propet One Evolve. Color Grey/Navy. On sale for $107.29. MSRP $137.49. 22% 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: $107.29MSRP: $137.49

Propet - Propet One Evolve. Color Black Steel. On sale for $107.17. MSRP $137.49. 22% 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: $107.17MSRP: $137.49

Deer Stags - Infinity. Color Brown. 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: Brown
Price: $54.99MSRP: $64.99

Orthofeet - Dolomite. Color Brown. On sale for $112.46. MSRP $149.95. 25% off. 3.7 out of 5 stars

Orthofeet Dolomite

Orthofeet Dolomite

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

Stacy Adams - Ravelle Moc Toe Bit Slip-On. Color Green Suede. On sale for $98.30. MSRP $115.00. 15% off. 4.5 out of 5 stars

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: $98.30MSRP: $115

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 - Spencer Penny Slip-On. Color Burgundy. On sale for $91.83. MSRP $130.00. 29% off. 4.8 out of 5 stars

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: $91.83MSRP: $130

Stacy Adams - Scobel Fisherman Sandal. Color Black. Low Stock. On sale for $60.21. MSRP $79.95. 25% 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: $60.21MSRP: $79.95

Stacy Adams - Remy Perfed Slip-On. Color Navy. Low Stock. On sale for $59.46. MSRP $84.95. 30% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Remy Perfed Slip-On

Stacy Adams Remy Perfed Slip-On

Brand Name: Stacy Adams
Product Name: Remy Perfed Slip-On
Gender: Men's
Color: Navy
Price: $59.46MSRP: $84.95

Cole Haan - Original Grand 2.0 Oxford. Color Raven Nubuck/Midnight Moon. 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: Raven Nubuck/Midnight Moon
Price: $216MSRP: $240

SKECHERS - Arch Fit 2.0 Look Ahead Hands Free Slip-In. Color Black/Black. On sale for $89.25. 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: $89.25MSRP: $105

Dr. Scholl's - Madison Men Oxford Derby. Color Light Tan Faux Leather. Low Stock. On sale for $53.50. 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: $53.50MSRP: $95

Dr. Scholl's - Jake Retro. Color Chile Brown Smooth. Low Stock. On sale for $60.73. MSRP $105.00. 42% 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: $60.73MSRP: $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

Propet - Life Walker Strap Medicare/HCPCS Code = A5500 Diabetic Shoe. Color White. On sale for $71.21. MSRP $107.49. 34% 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: $71.21MSRP: $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

Johnston & Murphy - Tanner Wingtip. Color Black. On sale for $99.99. MSRP $185.00. 46% off. 5.0 out of 5 stars

Johnston & Murphy Tanner Wingtip

Johnston & Murphy Tanner Wingtip

Brand Name: Johnston & Murphy
Product Name: Tanner Wingtip
Gender: Men's
Color: Black
Price: $99.99MSRP: $185

SKECHERS - Elite Vortex Rival ArchFit Golf Shoe. Color White/Navy. On sale for $103.50. MSRP $115.00. 10% 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: White/Navy
Price: $103.50MSRP: $115

SKECHERS - Drive 6 Relaxed Fit Spikeless Golf Shoe. Color Black/White. On sale for $87.39. MSRP $115.00. 24% 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: $87.39MSRP: $115

SKECHERS - Elite Vortex Rival ArchFit Golf Shoe. Color Black. On sale for $101.97. MSRP $115.00. 11% 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: $101.97MSRP: $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

SKECHERS - Pickleball Viper Court Pro Sneaker. Color White/Pink. On sale for $85.37. MSRP $115.00. 26% 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: $85.37MSRP: $115

SKECHERS - Pro 6 SL. Color Off-White. On sale for $97.05. MSRP $129.99. 25% 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: $97.05MSRP: $129.99

Cole Haan - Greenwich Grand Venetian Loafer. Color Black/Ivory. On sale for $118.40. MSRP $148.00. 20% off.

Cole Haan Greenwich Grand Venetian Loafer

Cole Haan Greenwich Grand Venetian Loafer

Brand Name: Cole Haan
Product Name: Greenwich Grand Venetian Loafer
Gender: Men's
Color: Black/Ivory
Price: $118.40MSRP: $148

Marc Joseph New York - Hamilton Pl. Color Black Grainy. Low Stock. On sale for $52.50. MSRP $175.00. 70% off.

Low Stock

Marc Joseph New York Hamilton Pl

Marc Joseph New York Hamilton Pl

Brand Name: Marc Joseph New York
Product Name: Hamilton Pl
Gender: Men's
Color: Black Grainy
Price: $52.50MSRP: $175

Dr. Scholl's - Synergy Sneaker. Color White Grey. Low Stock. On sale for $78.75. MSRP $105.00. 25% 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: $78.75MSRP: $105

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 - Prichard Penny Slip-On. Color Navy Multi. Low Stock. On sale for $104.09. MSRP $130.00. 20% 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: $104.09MSRP: $130

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

Mephisto Gerome

Mephisto Gerome

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