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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Medium Size Waterproof Casual Products

42 items found

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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

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 - 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

Rockport - Northfield Waterproof Boots. Color Chocolate. On sale for $119.95. MSRP $159.95. 25% off. 4.3 out of 5 stars

Rockport Northfield Waterproof Boots

Rockport Northfield Waterproof Boots

Brand Name: Rockport
Product Name: Northfield Waterproof Boots
Gender: Men's
Color: Chocolate
Price: $119.95MSRP: $159.95

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

Dansko - Stephanie. Color Morel Waterproof Suede. Low Stock. On sale for $66.19. 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: $66.19MSRP: $189.99

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

Propet - Traverse. Color Black/Dark Grey. Low Stock. On sale for $74.00. MSRP $129.99. 43% 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: $74MSRP: $129.99

Cole Haan - American Classics Chelsea Boots. Color Madeira Waterproof/Dark Java/Dark Java. On sale for $150.00. 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: $150MSRP: $200

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $139.95. MSRP $200.00. 30% 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: $139.95MSRP: $200

Dansko - Stephanie. Color Black Waterproof Suede. Low Stock. On sale for $122.00. MSRP $189.99. 36% 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: $122MSRP: $189.99

Align - Buckley. Color Cashmere. On sale for $139.45. MSRP $154.95. 10% off. 4.0 out of 5 stars

Align Buckley

Align Buckley

Brand Name: Align
Product Name: Buckley
Gender: Men's
Color: Cashmere
Price: $139.45MSRP: $154.95

Align - Buckley. Color Black. On sale for $139.45. MSRP $154.95. 10% off. 4.0 out of 5 stars

Align Buckley

Align Buckley

Brand Name: Align
Product Name: Buckley
Gender: Men's
Color: Black
Price: $139.45MSRP: $154.95

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

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

Magnanni - Phoenix. Color Grey/Brown. Low Stock. On sale for $425.00. MSRP $465.00. 9% off. 5.0 out of 5 stars

Low Stock

Magnanni Phoenix

Magnanni Phoenix

Brand Name: Magnanni
Product Name: Phoenix
Gender: Men's
Color: Grey/Brown
Price: $425MSRP: $465

Dunham - Brisco. Color Black Leather. On sale for $136.15. MSRP $159.95. 15% off. 4.0 out of 5 stars

Dunham Brisco

Dunham Brisco

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $136.15MSRP: $159.95

KEEN - Daytona II Slide. Color Bison/Black. On sale for $112.72. MSRP $115.00. 2% off. 3.1 out of 5 stars

KEEN Daytona II Slide

KEEN Daytona II Slide

Brand Name: KEEN
Product Name: Daytona II Slide
Gender: Men's
Color: Bison/Black
Price: $112.72MSRP: $115

Cole Haan - GrandPro Topspin Golf. Color Birch Beige Nubuck/Cinnabar/Ivory Wp. On sale for $132.33. 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: $132.33MSRP: $175

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 - U Mte™ Snow-kicker Gore-tex®. Color Bay Leaf. On sale for $210.00. MSRP $300.00. 30% off.

Vans U Mte™ Snow-kicker Gore-tex®

Vans U Mte™ Snow-kicker Gore-tex®

Brand Name: Vans
Product Name: U Mte™ Snow-kicker Gore-tex®
Gender: Unisex
Color: Bay Leaf
Price: $210MSRP: $300

ECCO - Byway Waterproof Lace Oxford. Color Tarmac Nubuck. On sale for $157.45. MSRP $174.95. 10% 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: $157.45MSRP: $174.95

Vans - MTE™ SK8-Hi® GORE-TEX® Insulated. Color Black/Black. On sale for $162.00. MSRP $180.00. 10% off.

Vans MTE™ SK8-Hi® GORE-TEX® Insulated

Vans MTE™ SK8-Hi® GORE-TEX® Insulated

Brand Name: Vans
Product Name: MTE™ SK8-Hi® GORE-TEX® Insulated
Gender: Unisex
Color: Black/Black
Price: $162MSRP: $180

Vans - Mte™ Standard Zip Waterproof. Color Faded Black. On sale for $198.00. MSRP $220.00. 10% 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: $198MSRP: $220

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 - FU MTE™ Crosspath XC GORE-TEX®. Color Hot Coral. 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: Hot Coral
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

Dunham - Alpine Mid Boots. Color Dark Taupe Leather. On sale for $145.32. MSRP $164.95. 12% 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: Dark Taupe Leather
Price: $145.32MSRP: $164.95

SKECHERS - Go Golf Max-3. Color White/Navy/Blue. On sale for $97.51. MSRP $110.00. 11% 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: $97.51MSRP: $110

Vans - Mte™ Standard Mid Chelsea Waterproof. Color Oatmeal/Brown. On sale for $135.00. MSRP $150.00. 10% off. 3.5 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: Oatmeal/Brown
Price: $135MSRP: $150

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

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: Yellow/Black
Price: $130.50MSRP: $145

Dansko - Delphine. Color Black Waterproof Burnished. On sale for $120.97. MSRP $219.95. 45% off. 4.2 out of 5 stars

Dansko Delphine

Dansko Delphine

Brand Name: Dansko
Product Name: Delphine
Gender: Women's
Color: Black Waterproof Burnished
Price: $120.97MSRP: $219.95

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $167.64. MSRP $170.00. 1% 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: $167.64MSRP: $170

SKECHERS - Pro 6. Color Black. Low Stock. On sale for $107.62. 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: $107.62MSRP: $145

Columbia - Facet 75 Mid Outdry. Color Black/Light Sand. On sale for $117.52. MSRP $140.00. 16% off. 5.0 out of 5 stars

Columbia Facet 75 Mid Outdry

Columbia Facet 75 Mid Outdry

Brand Name: Columbia
Product Name: Facet 75 Mid Outdry
Gender: Men's
Color: Black/Light Sand
Price: $117.52MSRP: $140

Sperry - Cold Bay Chukka Realtree. Color Olive. $120.00.

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: $120

Columbia - Strata Trail Low Waterproof. Color Pebble/Spice. On sale for $72.00. MSRP $80.00. 10% 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: $72MSRP: $80

Propet - Cliff Walker Low Strap. Color Brown Crazy Horse. On sale for $90.04. MSRP $124.95. 28% off. 4.0 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: $90.04MSRP: $124.95

Cole Haan - American Classics Plain Toe Boot Waterproof. Color Morel Suede/Golden Honey/Waterproof. Low Stock. On sale for $178.50. MSRP $210.00. 15% 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: $178.50MSRP: $210

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $103.12. 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: $103.12MSRP: $149.95

FootJoy - Contour Casual Golf Shoes. Color White/Grey. $99.95. 4.4 out of 5 stars

FootJoy Contour Casual Golf Shoes

FootJoy Contour Casual Golf Shoes

Brand Name: FootJoy
Product Name: Contour Casual Golf Shoes
Gender: Men's
Color: White/Grey
Price: $99.95