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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9.5 Arch Support Comfort On Sale Products

40 items found

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Eastland 1955 Edition - Hugo. Color Black. On sale for $60.00. MSRP $100.00. 40% off.

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Black
Price: $60.00MSRP: $100.00

SKECHERS - Arch Fit 2.0 Look Ahead Hands Free Slip-In. Color Black/Black. On sale for $84.48. MSRP $105.00. 20% 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: $84.48MSRP: $105.00

Johnston & Murphy - Tanner Wingtip. Color Black. On sale for $99.99. MSRP $185.00. 46% off.

Johnston & Murphy Tanner Wingtip

Johnston & Murphy Tanner Wingtip

Brand Name: Johnston & Murphy
Product Name: Tanner Wingtip
Gender: Men's
Color: Black
Price: $99.99MSRP: $185.00

KEEN - Zionic Mid Waterproof. Color Dark Olive/Scarlet Ibis. On sale for $84.83. MSRP $169.95. 50% off. 4.0 out of 5 stars

KEEN Zionic Mid Waterproof

KEEN Zionic Mid Waterproof

Brand Name: KEEN
Product Name: Zionic Mid Waterproof
Gender: Men's
Color: Dark Olive/Scarlet Ibis
Price: $84.83MSRP: $169.95

Stacy Adams - Feronte Bit Slip-On. Color Black. On sale for $95.31. MSRP $130.00. 27% off. 5.0 out of 5 stars

Stacy Adams Feronte Bit Slip-On

Stacy Adams Feronte Bit Slip-On

Brand Name: Stacy Adams
Product Name: Feronte Bit Slip-On
Gender: Men's
Color: Black
Price: $95.31MSRP: $130.00

Stacy Adams - Feronte Bit Slip-On. Color Cognac. On sale for $95.54. MSRP $130.00. 27% off. 5.0 out of 5 stars

Stacy Adams Feronte Bit Slip-On

Stacy Adams Feronte Bit Slip-On

Brand Name: Stacy Adams
Product Name: Feronte Bit Slip-On
Gender: Men's
Color: Cognac
Price: $95.54MSRP: $130.00

Marc Joseph New York - Morris Street. Color Whiskey Napa. Low Stock. On sale for $96.25. MSRP $175.00. 45% off.

Low Stock

Marc Joseph New York Morris Street

Marc Joseph New York Morris Street

Brand Name: Marc Joseph New York
Product Name: Morris Street
Gender: Men's
Color: Whiskey Napa
Price: $96.25MSRP: $175.00

Marc Joseph New York - Morris Street. Color Black Napa. Low Stock. On sale for $96.25. MSRP $175.00. 45% off.

Low Stock

Marc Joseph New York Morris Street

Marc Joseph New York Morris Street

Brand Name: Marc Joseph New York
Product Name: Morris Street
Gender: Men's
Color: Black Napa
Price: $96.25MSRP: $175.00

Marc Joseph New York - Blake Ave. Color Cafe Saddle. On sale for $78.00. MSRP $195.00. 60% off.

Marc Joseph New York Blake Ave

Marc Joseph New York Blake Ave

Brand Name: Marc Joseph New York
Product Name: Blake Ave
Gender: Men's
Color: Cafe Saddle
Price: $78.00MSRP: $195.00

SKECHERS - Craster Lanigan Hands Free Slip-Ins. Color Black. On sale for $83.55. 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: $83.55MSRP: $96.00

Dr. Scholl's - Madison Cfx. Color Navy. On sale for $44.99. MSRP $95.00. 53% 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: $44.99MSRP: $95.00

Stacy Adams - Prichard Penny Slip-On. Color Navy Multi. Low Stock. On sale for $91.00. MSRP $130.00. 30% 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: $91.00MSRP: $130.00

Eastland 1955 Edition - Hugo. Color Brown. On sale for $70.00. MSRP $100.00. 30% off.

Eastland 1955 Edition Hugo

Eastland 1955 Edition Hugo

Brand Name: Eastland 1955 Edition
Product Name: Hugo
Gender: Men's
Color: Brown
Price: $70.00MSRP: $100.00

Stacy Adams - Sync Lace-Up. Color Natural. On sale for $92.24. MSRP $125.00. 26% 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: $92.24MSRP: $125.00

Dr. Scholl's - Madison Men Oxford Derby. Color Light Tan Faux Leather. On sale for $60.95. MSRP $95.00. 36% off.

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: $60.95MSRP: $95.00

SKECHERS - Skechers Hands Free Slip-ins: Go Run Max Cushioning Arch Fit - Game. Color Black/Black. Low Stock. On sale for $79.92. MSRP $125.00. 36% off. 4.0 out of 5 stars

Low Stock

SKECHERS Skechers Hands Free Slip-ins: Go Run Max Cushioning Arch Fit - Game

SKECHERS Skechers Hands Free Slip-ins: Go Run Max Cushioning Arch Fit - Game

Brand Name: SKECHERS
Product Name: Skechers Hands Free Slip-ins: Go Run Max Cushioning Arch Fit - Game
Gender: Men's
Color: Black/Black
Price: $79.92MSRP: $125.00

SKECHERS - Drive 6 Relaxed Fit Spikeless Golf Shoe. Color Black/White. On sale for $90.01. 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: $90.01MSRP: $115.00

SKECHERS - Drive 6 Relaxed Fit Spikeless Golf Shoe. Color Gray. On sale for $92.64. MSRP $115.00. 19% 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: $92.64MSRP: $115.00

Dr. Scholl's - Manchester. Color Grey Faux Leather. Low Stock. On sale for $84.00. MSRP $120.00. 30% 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: $84.00MSRP: $120.00

Marc Joseph New York - Franklin Ave. Color Black Saddle. Low Stock. On sale for $90.75. MSRP $165.00. 45% off.

Low Stock

Marc Joseph New York Franklin Ave

Marc Joseph New York Franklin Ave

Brand Name: Marc Joseph New York
Product Name: Franklin Ave
Gender: Men's
Color: Black Saddle
Price: $90.75MSRP: $165.00

Dr. Scholl's - Sync Chill Slip On Loafer. Color Tan Smooth. On sale for $70.86. MSRP $90.00. 21% off. 3.7 out of 5 stars

Dr. Scholl's Sync Chill Slip On Loafer

Dr. Scholl's Sync Chill Slip On Loafer

Brand Name: Dr. Scholl's
Product Name: Sync Chill Slip On Loafer
Gender: Men's
Color: Tan Smooth
Price: $70.86MSRP: $90.00

Stacy Adams - Tallero Lace-Up. Color Dark Blue Multi. On sale for $87.60. MSRP $115.00. 24% off. 4.2 out of 5 stars

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: $87.60MSRP: $115.00

VIONIC - Cove RX Slides. Color Black EVA. Low Stock. On sale for $58.82. MSRP $85.00. 31% off. 2.7 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: $58.82MSRP: $85.00

SKECHERS - Arch Fit 2.0 Look Ahead Hands Free Slip-In. Color White/Black. On sale for $90.89. MSRP $105.00. 13% 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: White/Black
Price: $90.89MSRP: $105.00

Stacy Adams - Ithaca Slip-On Loafer. Color Black. On sale for $63.80. MSRP $79.95. 20% off. 3.6 out of 5 stars

Stacy Adams Ithaca Slip-On Loafer

Stacy Adams Ithaca Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Ithaca Slip-On Loafer
Gender: Men's
Color: Black
Price: $63.80MSRP: $79.95

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $79.48. MSRP $104.95. 24% 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: $79.48MSRP: $104.95

Stacy Adams - Ithaca Slip-On Loafer. Color White. On sale for $59.81. MSRP $79.95. 25% off. 3.6 out of 5 stars

Stacy Adams Ithaca Slip-On Loafer

Stacy Adams Ithaca Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Ithaca Slip-On Loafer
Gender: Men's
Color: White
Price: $59.81MSRP: $79.95

Stacy Adams - Tallero Lace-Up. Color Tan Multi. On sale for $86.67. MSRP $115.00. 25% off. 4.2 out of 5 stars

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: $86.67MSRP: $115.00

Stacy Adams - Tallero Lace-Up. Color Black/Gray. Low Stock. On sale for $86.12. MSRP $115.00. 25% off. 4.2 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: $86.12MSRP: $115.00

Stacy Adams - Wellington Slip-On. Color Chocolate. On sale for $89.86. MSRP $110.00. 18% 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: $89.86MSRP: $110.00

Stacy Adams - Spencer Penny Slip-On. Color Navy. On sale for $70.52. MSRP $130.00. 46% 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: Navy
Price: $70.52MSRP: $130.00

Stacy Adams - Burke Penny Slip-On. Color Black Suede. Low Stock. On sale for $94.25. MSRP $145.00. 35% 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: $94.25MSRP: $145.00

Stacy Adams - Tallero Lace-Up. Color Burgundy Multi. On sale for $89.35. MSRP $115.00. 22% off. 4.2 out of 5 stars

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: $89.35MSRP: $115.00

Stacy Adams - Spencer Penny Slip-On. Color Burgundy. On sale for $84.50. MSRP $130.00. 35% 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: $84.50MSRP: $130.00

Stacy Adams - Ravelle Moc Toe Bit Slip-On. Color Green Suede. On sale for $92.78. MSRP $115.00. 19% off. 4.7 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: $92.78MSRP: $115.00

VIONIC - Cove RX Slides. Color Cream Synthetic. On sale for $60.03. MSRP $85.00. 29% off. 2.7 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: $60.03MSRP: $85.00

Dr. Scholl's - Jake Retro. Color Chile Brown Smooth. Low Stock. On sale for $63.00. MSRP $105.00. 40% 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: $63.00MSRP: $105.00

Dr. Scholl's - Jake Oxford. Color Black Smooth. On sale for $58.00. MSRP $100.00. 42% off.

Dr. Scholl's Jake Oxford

Dr. Scholl's Jake Oxford

Brand Name: Dr. Scholl's
Product Name: Jake Oxford
Gender: Men's
Color: Black Smooth
Price: $58.00MSRP: $100.00

VIONIC - Tide X Thongs. Color Cream White Synthetic. Low Stock. On sale for $45.00. MSRP $100.00. 55% off. 3.4 out of 5 stars

Low Stock

VIONIC Tide X Thongs

VIONIC Tide X Thongs

Brand Name: VIONIC
Product Name: Tide X Thongs
Gender: Unisex
Color: Cream White Synthetic
Price: $45.00MSRP: $100.00

KEEN - Waimea TG. Color Cornstalk/Black. On sale for $63.75. MSRP $84.95. 25% 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: $63.75MSRP: $84.95