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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Waterproof Casual Round Toe Shoes

40 items found

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Vans - U MTE™ SK8-Hi® Waterproof Insulated. Color Green/Black. Low Stock. On sale for $130.50. MSRP $145.00. 10% off. 4.6 out of 5 stars

Low Stock

Vans U MTE™ SK8-Hi® Waterproof Insulated

Vans U MTE™ SK8-Hi® Waterproof Insulated

Brand Name: Vans
Product Name: U MTE™ SK8-Hi® Waterproof Insulated
Gender: Unisex
Color: Green/Black
Price: $130.50MSRP: $145

Vans - U MTE™ SK8-Hi® Waterproof Insulated. Color Black/Black. Low Stock. On sale for $130.50. MSRP $145.00. 10% off. 4.6 out of 5 stars

Low Stock

Vans U MTE™ SK8-Hi® Waterproof Insulated

Vans U MTE™ SK8-Hi® Waterproof Insulated

Brand Name: Vans
Product Name: U MTE™ SK8-Hi® Waterproof Insulated
Gender: Unisex
Color: Black/Black
Price: $130.50MSRP: $145

Merrell - Wrapt Sneaker. Color Harvest. On sale for $86.99. MSRP $120.00. 28% off. 1.5 out of 5 stars

Merrell Wrapt Sneaker

Merrell Wrapt Sneaker

Brand Name: Merrell
Product Name: Wrapt Sneaker
Gender: Men's
Color: Harvest
Price: $86.99MSRP: $120

Vans - Mte™ Standard Mid Waterproof. Color 30th Anniversary Gray Olive. On sale for $135.00. MSRP $150.00. 10% off. 3.7 out of 5 stars

Vans Mte™ Standard Mid Waterproof

Vans Mte™ Standard Mid Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Mid Waterproof
Gender: Unisex
Color: 30th Anniversary Gray Olive
Price: $135MSRP: $150

Cole Haan - American Classics Chelsea Boots. Color Madeira Waterproof/Dark Java/Dark Java. On sale for $150.54. MSRP $200.00. 25% off.

Cole Haan American Classics Chelsea Boots

Cole Haan American Classics Chelsea Boots

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Madeira Waterproof/Dark Java/Dark Java
Price: $150.54MSRP: $200

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $169.49. MSRP $200.00. 15% off.

Cole Haan American Classics Chelsea Boots

Cole Haan American Classics Chelsea Boots

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $169.49MSRP: $200

Vans - Mte™ Crestline Waterproof Insulated. Color Brown/Black. On sale for $140.25. MSRP $165.00. 15% off.

Vans Mte™ Crestline Waterproof Insulated

Vans Mte™ Crestline Waterproof Insulated

Brand Name: Vans
Product Name: Mte™ Crestline Waterproof Insulated
Gender: Unisex
Color: Brown/Black
Price: $140.25MSRP: $165

Propet - Traverse. Color Black/Dark Grey. Low Stock. On sale for $87.47. MSRP $129.99. 33% off. 3.3 out of 5 stars

Low Stock

Propet Traverse

Propet Traverse

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Black/Dark Grey
Price: $87.47MSRP: $129.99

Sperry - Sleet Lace-up. Color Olive. On sale for $65.00. MSRP $100.00. 35% off.

Sperry Sleet Lace-up

Sperry Sleet Lace-up

Brand Name: Sperry
Product Name: Sleet Lace-up
Gender: Men's
Color: Olive
Price: $65MSRP: $100

Sperry - Sleet Lace-up. Color Black. On sale for $70.00. MSRP $100.00. 30% off.

Sperry Sleet Lace-up

Sperry Sleet Lace-up

Brand Name: Sperry
Product Name: Sleet Lace-up
Gender: Men's
Color: Black
Price: $70MSRP: $100

Nunn Bush - 1912 Waterproof Plain Toe Boot. Color Black. Low Stock. On sale for $103.50. MSRP $115.00. 10% off. 4.6 out of 5 stars

Low Stock

Nunn Bush 1912 Waterproof Plain Toe Boot

Nunn Bush 1912 Waterproof Plain Toe Boot

Brand Name: Nunn Bush
Product Name: 1912 Waterproof Plain Toe Boot
Gender: Men's
Color: Black
Price: $103.50MSRP: $115

SKECHERS - Go Golf Max-3. Color White/Navy/Blue. On sale for $95.49. MSRP $110.00. 13% off. 3.7 out of 5 stars

SKECHERS Go Golf Max-3

SKECHERS Go Golf Max-3

Brand Name: SKECHERS
Product Name: Go Golf Max-3
Gender: Men's
Color: White/Navy/Blue
Price: $95.49MSRP: $110

Vans - FU MTE™ Crosspath XC GORE-TEX®. Color Black/Dusty Olive. On sale for $162.00. MSRP $180.00. 10% off. 3.0 out of 5 stars

Vans FU MTE™ Crosspath XC GORE-TEX®

Vans FU MTE™ Crosspath XC GORE-TEX®

Brand Name: Vans
Product Name: FU MTE™ Crosspath XC GORE-TEX®
Gender: Unisex
Color: Black/Dusty Olive
Price: $162MSRP: $180

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Faded Black. Low Stock. On sale for $75.00. MSRP $150.00. 50% off. 3.2 out of 5 stars

Low Stock

Vans Mte™ Standard Mid Chelsea Waterproof

Vans Mte™ Standard Mid Chelsea Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Faded Black
Price: $75MSRP: $150

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Bay Leaf. On sale for $105.00. MSRP $150.00. 30% off. 3.2 out of 5 stars

Vans Mte™ Standard Mid Chelsea Waterproof

Vans Mte™ Standard Mid Chelsea Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Mid Chelsea Waterproof
Gender: Unisex
Color: Bay Leaf
Price: $105MSRP: $150

Vans - Mte™ Standard Zip Waterproof. Color Faded Black. On sale for $176.00. MSRP $220.00. 20% off.

Vans Mte™ Standard Zip Waterproof

Vans Mte™ Standard Zip Waterproof

Brand Name: Vans
Product Name: Mte™ Standard Zip Waterproof
Gender: Unisex
Color: Faded Black
Price: $176MSRP: $220

Merrell - Wrapt Sneaker. Color Talc. On sale for $90.00. MSRP $120.00. 25% off. 1.5 out of 5 stars

Merrell Wrapt Sneaker

Merrell Wrapt Sneaker

Brand Name: Merrell
Product Name: Wrapt Sneaker
Gender: Men's
Color: Talc
Price: $90MSRP: $120

Dunham - Alpine Mid Boots. Color Black Leather. On sale for $152.11. MSRP $164.95. 8% off. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Black Leather
Price: $152.11MSRP: $164.95

Dunham - Alpine Mid Boots. Color Dark Brown Leather. $164.95. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Brown Leather
Price: $164.95

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. $164.95. 3.4 out of 5 stars

Dunham Alpine Mid Boots

Dunham Alpine Mid Boots

Brand Name: Dunham
Product Name: Alpine Mid Boots
Gender: Men's
Color: Dark Taupe Leather
Price: $164.95

Cole Haan - GrandPro Topspin Golf. Color Birch Beige Nubuck/Cinnabar/Ivory Wp. On sale for $132.64. MSRP $175.00. 24% off. 4.7 out of 5 stars

Cole Haan GrandPro Topspin Golf

Cole Haan GrandPro Topspin Golf

Brand Name: Cole Haan
Product Name: GrandPro Topspin Golf
Gender: Men's
Color: Birch Beige Nubuck/Cinnabar/Ivory Wp
Price: $132.64MSRP: $175

SKECHERS - Pro 6. Color Black. Low Stock. On sale for $107.17. MSRP $145.00. 26% off. 1.0 out of 5 stars

Low Stock

SKECHERS Pro 6

SKECHERS Pro 6

Brand Name: SKECHERS
Product Name: Pro 6
Gender: Men's
Color: Black
Price: $107.17MSRP: $145

Cole Haan - GrandPro Topspin Golf. Color Irish Coffee Nubuck/Waterproof. On sale for $162.00. MSRP $180.00. 10% off. 4.7 out of 5 stars

Cole Haan GrandPro Topspin Golf

Cole Haan GrandPro Topspin Golf

Brand Name: Cole Haan
Product Name: GrandPro Topspin Golf
Gender: Men's
Color: Irish Coffee Nubuck/Waterproof
Price: $162MSRP: $180

Vans - FU MTE™ SK8-Hi® Waterproof Insulated. Color White/Gum. On sale for $130.50. MSRP $145.00. 10% off.

Vans FU MTE™ SK8-Hi® Waterproof Insulated

Vans FU MTE™ SK8-Hi® Waterproof Insulated

Brand Name: Vans
Product Name: FU MTE™ SK8-Hi® Waterproof Insulated
Gender: Unisex
Color: White/Gum
Price: $130.50MSRP: $145

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $158.67. MSRP $170.00. 7% off. 4.7 out of 5 stars

Timberland Britton Road Mid Lace Up Waterproof

Timberland Britton Road Mid Lace Up Waterproof

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Wheat Full Grain
Price: $158.67MSRP: $170

Propet - Cliff Walker Low Strap. Color Brown Crazy Horse. On sale for $106.20. MSRP $124.95. 15% off. 3.8 out of 5 stars

Propet Cliff Walker Low Strap

Propet Cliff Walker Low Strap

Brand Name: Propet
Product Name: Cliff Walker Low Strap
Gender: Men's
Color: Brown Crazy Horse
Price: $106.20MSRP: $124.95

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Morel Suede/Golden Honey/Waterproof. Low Stock. On sale for $147.00. MSRP $210.00. 30% off. 4.4 out of 5 stars

Low Stock

Cole Haan American Classics Plain Toe Boot Waterproof

Cole Haan American Classics Plain Toe Boot Waterproof

Brand Name: Cole Haan
Product Name: American Classics Plain Toe Boot Waterproof
Gender: Men's
Color: Morel Suede/Golden Honey/Waterproof
Price: $147MSRP: $210

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $104.07. MSRP $149.95. 31% off. 3.5 out of 5 stars

Rockport Evan Waterproof Boots

Rockport Evan Waterproof Boots

Brand Name: Rockport
Product Name: Evan Waterproof Boots
Gender: Men's
Color: Taupe Multi
Price: $104.07MSRP: $149.95

Dansko - Stephanie. Color Black Waterproof Suede. Low Stock. On sale for $85.49. MSRP $189.99. 55% off. 3.4 out of 5 stars

Low Stock

Dansko Stephanie

Dansko Stephanie

Brand Name: Dansko
Product Name: Stephanie
Gender: Women's
Color: Black Waterproof Suede
Price: $85.49MSRP: $189.99

Dansko - Stephanie. Color Morel Waterproof Suede. Low Stock. On sale for $66.32. MSRP $189.99. 65% off. 3.4 out of 5 stars

Low Stock

Dansko Stephanie

Dansko Stephanie

Brand Name: Dansko
Product Name: Stephanie
Gender: Women's
Color: Morel Waterproof Suede
Price: $66.32MSRP: $189.99

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $116.25. MSRP $120.00. 3% off.

Sperry Cold Bay Chukka Realtree

Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $116.25MSRP: $120

ECCO - Byway Waterproof Lace Oxford. Color Tarmac Nubuck. On sale for $148.70. MSRP $174.95. 15% off. 4.3 out of 5 stars

ECCO Byway Waterproof Lace Oxford

ECCO Byway Waterproof Lace Oxford

Brand Name: ECCO
Product Name: Byway Waterproof Lace Oxford
Gender: Men's
Color: Tarmac Nubuck
Price: $148.70MSRP: $174.95

Columbia - Strata Trail Low Waterproof. Color Pebble/Spice. On sale for $79.39. MSRP $80.00. 1% off.

Columbia Strata Trail Low Waterproof

Columbia Strata Trail Low Waterproof

Brand Name: Columbia
Product Name: Strata Trail Low Waterproof
Gender: Men's
Color: Pebble/Spice
Price: $79.39MSRP: $80

Merrell - Moab Adventure 3 Chelsea Wp. Color Black. On sale for $126.99. MSRP $170.00. 25% off. 3.4 out of 5 stars

Merrell Moab Adventure 3 Chelsea Wp

Merrell Moab Adventure 3 Chelsea Wp

Brand Name: Merrell
Product Name: Moab Adventure 3 Chelsea Wp
Gender: Men's
Color: Black
Price: $126.99MSRP: $170

Propet - Traverse. Color Sand/Brown. Low Stock. On sale for $87.47. MSRP $129.99. 33% off. 3.3 out of 5 stars

Low Stock

Propet Traverse

Propet Traverse

Brand Name: Propet
Product Name: Traverse
Gender: Men's
Color: Sand/Brown
Price: $87.47MSRP: $129.99

Johnston & Murphy - Upton Gl3 Luxe Hybrid. Color Dark Brown Croc Print/White Full Grain. Low Stock. On sale for $50.70. MSRP $169.00. 70% off. 4.5 out of 5 stars

Low Stock

Johnston & Murphy Upton Gl3 Luxe Hybrid

Johnston & Murphy Upton Gl3 Luxe Hybrid

Brand Name: Johnston & Murphy
Product Name: Upton Gl3 Luxe Hybrid
Gender: Men's
Color: Dark Brown Croc Print/White Full Grain
Price: $50.70MSRP: $169

Sperry - Tour Mid Moc. Color Tan. Low Stock. On sale for $126.00. MSRP $140.00. 10% off.

Low Stock

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Tan
Price: $126MSRP: $140

Sperry - Norfolk Boots. Color Brown. Low Stock. On sale for $90.00. MSRP $100.00. 10% off. 1.0 out of 5 stars

Low Stock

Sperry Norfolk Boots

Sperry Norfolk Boots

Brand Name: Sperry
Product Name: Norfolk Boots
Gender: Men's
Color: Brown
Price: $90MSRP: $100

ECCO - London Lace Up Waterproof Chukka Boots. Color Cocoa Brown Nubuck. On sale for $206.95. MSRP $229.95. 10% off. 4.0 out of 5 stars

ECCO London Lace Up Waterproof Chukka Boots

ECCO London Lace Up Waterproof Chukka Boots

Brand Name: ECCO
Product Name: London Lace Up Waterproof Chukka Boots
Gender: Men's
Color: Cocoa Brown Nubuck
Price: $206.95MSRP: $229.95

Sperry - Tour Mid Moc. Color Dark Brown. On sale for $126.00. MSRP $140.00. 10% off.

Sperry Tour Mid Moc

Sperry Tour Mid Moc

Brand Name: Sperry
Product Name: Tour Mid Moc
Gender: Men's
Color: Dark Brown
Price: $126MSRP: $140