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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Brown Shoes

36 items found

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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

SKECHERS - Hillcrest Cedar Root Hands Free Slip-in. Color Brown. On sale for $87.73. MSRP $95.00. 8% 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: $87.73MSRP: $95

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 - 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 - 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

Cole Haan - Grand Crosscourt Stitchlite Runox Sneakers. Color Irish Coffee/Truffle/Deep Olive/Birch. On sale for $76.50. MSRP $100.00. 24% off. 2.7 out of 5 stars

Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Cole Haan Grand Crosscourt Stitchlite Runox Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Stitchlite Runox Sneakers
Gender: Men's
Color: Irish Coffee/Truffle/Deep Olive/Birch
Price: $76.50MSRP: $100

Cole Haan - Grand Remix Chukka. Color Morel Nubuck/Ivory. On sale for $126.00. MSRP $140.00. 10% off. 4.0 out of 5 stars

Cole Haan Grand Remix Chukka

Cole Haan Grand Remix Chukka

Brand Name: Cole Haan
Product Name: Grand Remix Chukka
Gender: Men's
Color: Morel Nubuck/Ivory
Price: $126MSRP: $140

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

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 $134.67. MSRP $150.00. 10% 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: $134.67MSRP: $150

Cole Haan - Grand Hurrion Cap Toe Oxford. Color Dark Chocolate/Ivory. On sale for $110.93. MSRP $150.00. 26% off. 4.0 out of 5 stars

Cole Haan Grand Hurrion Cap Toe Oxford

Cole Haan Grand Hurrion Cap Toe Oxford

Brand Name: Cole Haan
Product Name: Grand Hurrion Cap Toe Oxford
Gender: Men's
Color: Dark Chocolate/Ivory
Price: $110.93MSRP: $150

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 - Grand Laser Bit Drivers. Color Golden Toffee Nubuck/Gum. Low Stock. On sale for $135.00. MSRP $150.00. 10% off.

Low Stock

Cole Haan Grand Laser Bit Drivers

Cole Haan Grand Laser Bit Drivers

Brand Name: Cole Haan
Product Name: Grand Laser Bit Drivers
Gender: Men's
Color: Golden Toffee Nubuck/Gum
Price: $135MSRP: $150

Cole Haan - Grandpro Crossover Sneaker. Color Orzo/Light Sesame/Ivory. Low Stock. On sale for $85.00. MSRP $170.00. 50% off. 4.5 out of 5 stars

Low Stock

Cole Haan Grandpro Crossover Sneaker

Cole Haan Grandpro Crossover Sneaker

Brand Name: Cole Haan
Product Name: Grandpro Crossover Sneaker
Gender: Men's
Color: Orzo/Light Sesame/Ivory
Price: $85MSRP: $170

Cole Haan - Berkshire Chelsea Boots. Color Lava Suede/Dark. Low Stock. On sale for $222.32. MSRP $250.00. 11% 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: Lava Suede/Dark
Price: $222.32MSRP: $250

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

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

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $125.11. MSRP $140.00. 11% 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: $125.11MSRP: $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 - 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

SKECHERS - Go Walk 7 - Free Hand 2 Hands Free Slip-Ins. Color Brown. On sale for $90.00. MSRP $100.00. 10% 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: $90MSRP: $100

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 - 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

Cole Haan - Grandpro Topspin Sneaker. Color December Sky/Grey Camo. Low Stock. On sale for $135.00. MSRP $168.00. 20% off. 4.6 out of 5 stars

Low Stock

Cole Haan Grandpro Topspin Sneaker

Cole Haan Grandpro Topspin Sneaker

Brand Name: Cole Haan
Product Name: Grandpro Topspin Sneaker
Gender: Men's
Color: December Sky/Grey Camo
Price: $135MSRP: $168

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color British Tan Nubuck/Black Water Resistant. On sale for $115.58. MSRP $130.00. 11% 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: $115.58MSRP: $130

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

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 - Premium Gentleman's Sneakers Runners. Color Chocolate/Truffle Nubuck/Silver Birch. On sale for $151.20. MSRP $168.00. 10% off.

Cole Haan Premium Gentleman's Sneakers Runners

Cole Haan Premium Gentleman's Sneakers Runners

Brand Name: Cole Haan
Product Name: Premium Gentleman's Sneakers Runners
Gender: Men's
Color: Chocolate/Truffle Nubuck/Silver Birch
Price: $151.20MSRP: $168

Cole Haan - Grand Crosscourt II. Color Chocolate Nubuck/Black Water Resistant. On sale for $99.97. MSRP $120.00. 17% off. 3.8 out of 5 stars

Cole Haan Grand Crosscourt II

Cole Haan Grand Crosscourt II

Brand Name: Cole Haan
Product Name: Grand Crosscourt II
Gender: Men's
Color: Chocolate Nubuck/Black Water Resistant
Price: $99.97MSRP: $120

Cole Haan - Grand Crosscourt II. Color Morel Nubuck/Irish Coffee. On sale for $108.00. MSRP $120.00. 10% off. 3.8 out of 5 stars

Cole Haan Grand Crosscourt II

Cole Haan Grand Crosscourt II

Brand Name: Cole Haan
Product Name: Grand Crosscourt II
Gender: Men's
Color: Morel Nubuck/Irish Coffee
Price: $108MSRP: $120

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 - 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

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

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 - Grand Hurrion Stitchlite Wing Tip Oxford. Color Morel/Golden Honey/Irish Coffee/Ivory. On sale for $104.00. MSRP $130.00. 20% off. 5.0 out of 5 stars

Cole Haan Grand Hurrion Stitchlite Wing Tip Oxford

Cole Haan Grand Hurrion Stitchlite Wing Tip Oxford

Brand Name: Cole Haan
Product Name: Grand Hurrion Stitchlite Wing Tip Oxford
Gender: Men's
Color: Morel/Golden Honey/Irish Coffee/Ivory
Price: $104MSRP: $130

Cole Haan - Originalgrand Energy Weave Plain Toe Oxford. Color Auburn Nubuck/Ivory/Gum. On sale for $119.00. MSRP $170.00. 30% off. 3.0 out of 5 stars

Cole Haan Originalgrand Energy Weave Plain Toe Oxford

Cole Haan Originalgrand Energy Weave Plain Toe Oxford

Brand Name: Cole Haan
Product Name: Originalgrand Energy Weave Plain Toe Oxford
Gender: Men's
Color: Auburn Nubuck/Ivory/Gum
Price: $119MSRP: $170