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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Comfort Brown Products

22 items found

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SKECHERS - Relaxed Fit Superior - Gains. Color Dark Brown. On sale for $65.06. MSRP $79.95. 19% off. 4.2 out of 5 stars

SKECHERS Relaxed Fit Superior - Gains

SKECHERS Relaxed Fit Superior - Gains

Brand Name: SKECHERS
Product Name: Relaxed Fit Superior - Gains
Gender: Men's
Color: Dark Brown
Price: $65.06MSRP: $79.95

SKECHERS - Hillcrest Cedar Root Hands Free Slip-in. Color Brown. On sale for $64.49. MSRP $95.00. 32% off. 4.0 out of 5 stars

SKECHERS Hillcrest Cedar Root Hands Free Slip-in

SKECHERS Hillcrest Cedar Root Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Hillcrest Cedar Root Hands Free Slip-in
Gender: Men's
Color: Brown
Price: $64.49MSRP: $95

Cole Haan - Berkshire Chelsea Boots. Color British Tan/C. Low Stock. On sale for $109.95. MSRP $260.00. 58% off. 4.5 out of 5 stars

Low Stock

Cole Haan Berkshire Chelsea Boots

Cole Haan Berkshire Chelsea Boots

Brand Name: Cole Haan
Product Name: Berkshire Chelsea Boots
Gender: Men's
Color: British Tan/C
Price: $109.95MSRP: $260

Cole Haan - Grand Hurrion Wing Tip Oxford. Color British Tan/Ivory. On sale for $132.00. MSRP $150.00. 12% off. 5.0 out of 5 stars

Cole Haan Grand Hurrion Wing Tip Oxford

Cole Haan Grand Hurrion Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Grand Hurrion Wing Tip Oxford
Gender: Men's
Color: British Tan/Ivory
Price: $132MSRP: $150

SKECHERS - Go Walk Outdoor Hands Free Slip-Ins. Color Brown. On sale for $74.73. MSRP $100.00. 25% off. 4.4 out of 5 stars

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

SKECHERS Go Walk Outdoor Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk Outdoor Hands Free Slip-Ins
Gender: Men's
Color: Brown
Price: $74.73MSRP: $100

Cole Haan - American Classics Casual Loafer. Color Spiced Brown Suede/Ivory. Low Stock. On sale for $133.20. MSRP $148.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan American Classics Casual Loafer

Cole Haan American Classics Casual Loafer

Brand Name: Cole Haan
Product Name: American Classics Casual Loafer
Gender: Men's
Color: Spiced Brown Suede/Ivory
Price: $133.20MSRP: $148

Cole Haan - Chamberlin Grand Cap Toe Boots. Color Spiced Brown Suede/Water Resistant. On sale for $138.06. MSRP $150.00. 8% off.

Cole Haan Chamberlin Grand Cap Toe Boots

Cole Haan Chamberlin Grand Cap Toe Boots

Brand Name: Cole Haan
Product Name: Chamberlin Grand Cap Toe Boots
Gender: Men's
Color: Spiced Brown Suede/Water Resistant
Price: $138.06MSRP: $150

Cole Haan - American Classics Bit Loafers. Color Dark Chocolate Suede/Truffle. On sale for $157.50. MSRP $175.00. 10% off. 5.0 out of 5 stars

Cole Haan American Classics Bit Loafers

Cole Haan American Classics Bit Loafers

Brand Name: Cole Haan
Product Name: American Classics Bit Loafers
Gender: Men's
Color: Dark Chocolate Suede/Truffle
Price: $157.50MSRP: $175

SKECHERS - Go Walk Glide-step 2.0 Caleb Hands Free Slip-in. Color Brown. On sale for $86.90. MSRP $95.00. 9% off. 4.0 out of 5 stars

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

SKECHERS Go Walk Glide-step 2.0 Caleb Hands Free Slip-in

Brand Name: SKECHERS
Product Name: Go Walk Glide-step 2.0 Caleb Hands Free Slip-in
Gender: Men's
Color: Brown
Price: $86.90MSRP: $95

Cole Haan - Flexgrand360 Cap Oxford. Color British Tan/Ivory. Low Stock. On sale for $93.80. MSRP $140.00. 33% off. 5.0 out of 5 stars

Low Stock

Cole Haan Flexgrand360 Cap Oxford

Cole Haan Flexgrand360 Cap Oxford

Brand Name: Cole Haan
Product Name: Flexgrand360 Cap Oxford
Gender: Men's
Color: British Tan/Ivory
Price: $93.80MSRP: $140

Cole Haan - Flexgrand360 Wingtip Oxford. Color British Tan/Ivory. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan Flexgrand360 Wingtip Oxford

Cole Haan Flexgrand360 Wingtip Oxford

Brand Name: Cole Haan
Product Name: Flexgrand360 Wingtip Oxford
Gender: Men's
Color: British Tan/Ivory
Price: $117MSRP: $130

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $112.00. MSRP $140.00. 20% off. 4.0 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Dark Chocolate BOX Brush Off/Black
Price: $112MSRP: $140

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color British Tan Nubuck/Black Water Resistant. On sale for $106.92. MSRP $130.00. 18% off.

Cole Haan Chamberlin Grand Plain Toe Oxfords

Cole Haan Chamberlin Grand Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Chamberlin Grand Plain Toe Oxfords
Gender: Men's
Color: British Tan Nubuck/Black Water Resistant
Price: $106.92MSRP: $130

Cole Haan - Grand Crosscourt Boat Shoe. Color British Tan/Dark Chocolate/Ivory. Low Stock. On sale for $93.83. MSRP $110.00. 15% off. 5.0 out of 5 stars

Low Stock

Cole Haan Grand Crosscourt Boat Shoe

Cole Haan Grand Crosscourt Boat Shoe

Brand Name: Cole Haan
Product Name: Grand Crosscourt Boat Shoe
Gender: Men's
Color: British Tan/Dark Chocolate/Ivory
Price: $93.83MSRP: $110

SKECHERS - Go Walk 7 - Free Hand 2 Hands Free Slip-Ins. Color Brown. On sale for $80.00. MSRP $100.00. 20% off. 3.8 out of 5 stars

SKECHERS Go Walk 7 - Free Hand 2 Hands Free Slip-Ins

SKECHERS Go Walk 7 - Free Hand 2 Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Go Walk 7 - Free Hand 2 Hands Free Slip-Ins
Gender: Men's
Color: Brown
Price: $80MSRP: $100

Cole Haan - Original Grand Energy Weave Wing Tip Oxford. Color British Tan/Ivory. On sale for $169.95. MSRP $180.00. 6% off. 5.0 out of 5 stars

Cole Haan Original Grand Energy Weave Wing Tip Oxford

Cole Haan Original Grand Energy Weave Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Original Grand Energy Weave Wing Tip Oxford
Gender: Men's
Color: British Tan/Ivory
Price: $169.95MSRP: $180

Cole Haan - Originalgrand Energyweave Venetian Loafers. Color New Caramel/Irish Coffee/Truffle. On sale for $120.00. MSRP $160.00. 25% off. 5.0 out of 5 stars

Cole Haan Originalgrand Energyweave Venetian Loafers

Cole Haan Originalgrand Energyweave Venetian Loafers

Brand Name: Cole Haan
Product Name: Originalgrand Energyweave Venetian Loafers
Gender: Men's
Color: New Caramel/Irish Coffee/Truffle
Price: $120MSRP: $160

Cole Haan - Grandpro Strawspoint Twin Gore. Color Quiet Shade/Dark Sequoia/Ivory. $140.00.

Cole Haan Grandpro Strawspoint Twin Gore

Cole Haan Grandpro Strawspoint Twin Gore

Brand Name: Cole Haan
Product Name: Grandpro Strawspoint Twin Gore
Gender: Men's
Color: Quiet Shade/Dark Sequoia/Ivory
Price: $140

Cole Haan - Zerogrand Remastered Wingtip Oxford. Color Dark Chocolate/Irish Coffee. On sale for $175.52. MSRP $220.00. 20% off. 4.1 out of 5 stars

Cole Haan Zerogrand Remastered Wingtip Oxford

Cole Haan Zerogrand Remastered Wingtip Oxford

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Wingtip Oxford
Gender: Men's
Color: Dark Chocolate/Irish Coffee
Price: $175.52MSRP: $220

Cole Haan - Grand Crosscourt 20.4.7 Ls Sneakers. Color Truffle/Dark Chocolate/Oat. On sale for $110.50. MSRP $130.00. 15% off.

Cole Haan Grand Crosscourt 20.4.7 Ls Sneakers

Cole Haan Grand Crosscourt 20.4.7 Ls Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt 20.4.7 Ls Sneakers
Gender: Men's
Color: Truffle/Dark Chocolate/Oat
Price: $110.50MSRP: $130

Cole Haan - American Classics Bit Loafers. Color Dark Chocolate BOX Brush Off/Black. On sale for $129.95. MSRP $175.00. 26% off. 5.0 out of 5 stars

Cole Haan American Classics Bit Loafers

Cole Haan American Classics Bit Loafers

Brand Name: Cole Haan
Product Name: American Classics Bit Loafers
Gender: Men's
Color: Dark Chocolate BOX Brush Off/Black
Price: $129.95MSRP: $175

SKECHERS - Oak Canyon Consistent Winne Hands Free Slip-In. Color Brown/Black. On sale for $79.72. MSRP $90.00. 11% off. 3.9 out of 5 stars

SKECHERS Oak Canyon Consistent Winne Hands Free Slip-In

SKECHERS Oak Canyon Consistent Winne Hands Free Slip-In

Brand Name: SKECHERS
Product Name: Oak Canyon Consistent Winne Hands Free Slip-In
Gender: Men's
Color: Brown/Black
Price: $79.72MSRP: $90