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Boots on Sale $50 & Under

Shop Boots Deals

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Size 9.5 Sustainably Certified On Sale Products

40 items found

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TOMS - Alpargata Classic. Color Navy 1. On sale for $33.00. MSRP $55.00. 40% off.

TOMS Alpargata Classic

TOMS Alpargata Classic

Brand Name: TOMS
Product Name: Alpargata Classic
Gender: Men's
Color: Navy 1
Price: $33MSRP: $55

TOMS - Navi TRVL Lite Havana. Color Navy. On sale for $60.50. MSRP $110.00. 45% off. 5.0 out of 5 stars

TOMS Navi TRVL Lite Havana

TOMS Navi TRVL Lite Havana

Brand Name: TOMS
Product Name: Navi TRVL Lite Havana
Gender: Men's
Color: Navy
Price: $60.50MSRP: $110

TOMS - Carlo 2.0. Color Walnut. On sale for $72.25. MSRP $85.00. 15% off. 5.0 out of 5 stars

TOMS Carlo 2.0

TOMS Carlo 2.0

Brand Name: TOMS
Product Name: Carlo 2.0
Gender: Men's
Color: Walnut
Price: $72.25MSRP: $85

PUMA - Suede Xl Shoes. Color Puma Black/Puma White. On sale for $76.50. MSRP $85.00. 10% off. 2.7 out of 5 stars

PUMA Suede Xl Shoes

PUMA Suede Xl Shoes

Brand Name: PUMA
Product Name: Suede Xl Shoes
Gender: Men's
Color: Puma Black/Puma White
Price: $76.50MSRP: $85

TOMS - Resident Plus. Color Navy. On sale for $49.00. MSRP $70.00. 30% off.

TOMS Resident Plus

TOMS Resident Plus

Brand Name: TOMS
Product Name: Resident Plus
Gender: Men's
Color: Navy
Price: $49MSRP: $70

PUMA - Palermo Shoes. Color Mars Red/Caramel Latte/Gum. Low Stock. On sale for $63.00. MSRP $90.00. 30% off. 4.0 out of 5 stars

Low Stock

PUMA Palermo Shoes

PUMA Palermo Shoes

Brand Name: PUMA
Product Name: Palermo Shoes
Gender: Men's
Color: Mars Red/Caramel Latte/Gum
Price: $63MSRP: $90

TOMS - Travel Lite Court. Color Grey. On sale for $90.00. MSRP $100.00. 10% off.

TOMS Travel Lite Court

TOMS Travel Lite Court

Brand Name: TOMS
Product Name: Travel Lite Court
Gender: Men's
Color: Grey
Price: $90MSRP: $100

TOMS - TRVL Lite Alpargata. Color Black. On sale for $43.00. MSRP $64.95. 34% off. 5.0 out of 5 stars

TOMS TRVL Lite Alpargata

TOMS TRVL Lite Alpargata

Brand Name: TOMS
Product Name: TRVL Lite Alpargata
Gender: Men's
Color: Black
Price: $43MSRP: $64.95

TOMS - Alpargata Classic. Color Almond. On sale for $37.72. MSRP $55.00. 31% off.

TOMS Alpargata Classic

TOMS Alpargata Classic

Brand Name: TOMS
Product Name: Alpargata Classic
Gender: Men's
Color: Almond
Price: $37.72MSRP: $55

TOMS - TRVL LITE Retro. Color Drizzle Grey Suede/Vintage Twill. On sale for $69.82. MSRP $95.00. 27% off.

TOMS TRVL LITE Retro

TOMS TRVL LITE Retro

Brand Name: TOMS
Product Name: TRVL LITE Retro
Gender: Men's
Color: Drizzle Grey Suede/Vintage Twill
Price: $69.82MSRP: $95

TOMS - TRVL LITE 2.0 Low. Color White. On sale for $83.49. MSRP $105.00. 20% off. 2.7 out of 5 stars

TOMS TRVL LITE 2.0 Low

TOMS TRVL LITE 2.0 Low

Brand Name: TOMS
Product Name: TRVL LITE 2.0 Low
Gender: Men's
Color: White
Price: $83.49MSRP: $105

TOMS - Alp FWD. Color Light Grey Mesh. On sale for $42.00. MSRP $60.00. 30% off. 3.8 out of 5 stars

TOMS Alp FWD

TOMS Alp FWD

Brand Name: TOMS
Product Name: Alp FWD
Gender: Men's
Color: Light Grey Mesh
Price: $42MSRP: $60

TOMS - Navi Oxford Dress Casual. Color Oatmeal Heavy Twill/Suede. On sale for $78.74. MSRP $99.95. 21% off. 4.6 out of 5 stars

TOMS Navi Oxford Dress Casual

TOMS Navi Oxford Dress Casual

Brand Name: TOMS
Product Name: Navi Oxford Dress Casual
Gender: Men's
Color: Oatmeal Heavy Twill/Suede
Price: $78.74MSRP: $99.95

PUMA - Palermo Vintage Shoes. Color Peach Frost/Tropical Blue. Low Stock. On sale for $52.00. MSRP $80.00. 35% off. 5.0 out of 5 stars

Low Stock

PUMA Palermo Vintage Shoes

PUMA Palermo Vintage Shoes

Brand Name: PUMA
Product Name: Palermo Vintage Shoes
Gender: Men's
Color: Peach Frost/Tropical Blue
Price: $52MSRP: $80

Vans - MTE Ultrarange Neo VR3. Color Lime Punch. On sale for $81.25. MSRP $125.00. 35% off. 4.5 out of 5 stars

Vans MTE Ultrarange Neo VR3

Vans MTE Ultrarange Neo VR3

Brand Name: Vans
Product Name: MTE Ultrarange Neo VR3
Gender: Unisex
Color: Lime Punch
Price: $81.25MSRP: $125

PUMA - Palermo Vintage Shoes. Color Green Moon/Alpine Snow. Low Stock. On sale for $72.00. MSRP $80.00. 10% off. 5.0 out of 5 stars

Low Stock

PUMA Palermo Vintage Shoes

PUMA Palermo Vintage Shoes

Brand Name: PUMA
Product Name: Palermo Vintage Shoes
Gender: Men's
Color: Green Moon/Alpine Snow
Price: $72MSRP: $80

Johnston & Murphy - Braydon Plain Toe. Color Grey. Low Stock. On sale for $99.99. MSRP $139.00. 28% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Braydon Plain Toe

Johnston & Murphy Braydon Plain Toe

Brand Name: Johnston & Murphy
Product Name: Braydon Plain Toe
Gender: Men's
Color: Grey
Price: $99.99MSRP: $139

TOMS - Navi Travel Lite Oxford. Color Water-Resistant Black. On sale for $65.00. MSRP $130.00. 50% off. 3.9 out of 5 stars

TOMS Navi Travel Lite Oxford

TOMS Navi Travel Lite Oxford

Brand Name: TOMS
Product Name: Navi Travel Lite Oxford
Gender: Men's
Color: Water-Resistant Black
Price: $65MSRP: $130

TOMS - TRVL LITE Court. Color White/Black. On sale for $64.62. MSRP $99.95. 35% off. 4.3 out of 5 stars

TOMS TRVL LITE Court

TOMS TRVL LITE Court

Brand Name: TOMS
Product Name: TRVL LITE Court
Gender: Men's
Color: White/Black
Price: $64.62MSRP: $99.95

TOMS - TRVL Lite Alpargata. Color Ultimate Grey. On sale for $53.92. MSRP $70.00. 23% off. 5.0 out of 5 stars

TOMS TRVL Lite Alpargata

TOMS TRVL Lite Alpargata

Brand Name: TOMS
Product Name: TRVL Lite Alpargata
Gender: Men's
Color: Ultimate Grey
Price: $53.92MSRP: $70

TOMS - TRVL LITE Court. Color Beige Leather/Shaggy Suede. On sale for $69.96. MSRP $99.95. 30% off. 4.3 out of 5 stars

TOMS TRVL LITE Court

TOMS TRVL LITE Court

Brand Name: TOMS
Product Name: TRVL LITE Court
Gender: Men's
Color: Beige Leather/Shaggy Suede
Price: $69.96MSRP: $99.95

TOMS - TRVL LITE Loafers. Color Light Grey. On sale for $81.00. MSRP $90.00. 10% off. 3.0 out of 5 stars

TOMS TRVL LITE Loafers

TOMS TRVL LITE Loafers

Brand Name: TOMS
Product Name: TRVL LITE Loafers
Gender: Men's
Color: Light Grey
Price: $81MSRP: $90

TOMS - Alpargata Rope 2.0. Color Toffee. On sale for $35.00. MSRP $70.00. 50% off.

TOMS Alpargata Rope 2.0

TOMS Alpargata Rope 2.0

Brand Name: TOMS
Product Name: Alpargata Rope 2.0
Gender: Men's
Color: Toffee
Price: $35MSRP: $70

TOMS - Alpargata Rope 2.0. Color Navy Beach Stripe. On sale for $49.00. MSRP $70.00. 30% off.

TOMS Alpargata Rope 2.0

TOMS Alpargata Rope 2.0

Brand Name: TOMS
Product Name: Alpargata Rope 2.0
Gender: Men's
Color: Navy Beach Stripe
Price: $49MSRP: $70

Reef - Terramar LE. Color Tan. Low Stock. On sale for $85.50. MSRP $95.00. 10% off. 4.0 out of 5 stars

Low Stock

Reef Terramar LE

Reef Terramar LE

Brand Name: Reef
Product Name: Terramar LE
Gender: Men's
Color: Tan
Price: $85.50MSRP: $95

Johnston & Murphy - Upton Knit Wingtip. Color Brown Heathered Knit. On sale for $99.99. MSRP $159.00. 37% off. 4.8 out of 5 stars

Johnston & Murphy Upton Knit Wingtip

Johnston & Murphy Upton Knit Wingtip

Brand Name: Johnston & Murphy
Product Name: Upton Knit Wingtip
Gender: Men's
Color: Brown Heathered Knit
Price: $99.99MSRP: $159

TOMS - Travel Lite 2.0. Color Black Canvas. On sale for $67.84. MSRP $90.00. 25% off. 3.9 out of 5 stars

TOMS Travel Lite 2.0

TOMS Travel Lite 2.0

Brand Name: TOMS
Product Name: Travel Lite 2.0
Gender: Men's
Color: Black Canvas
Price: $67.84MSRP: $90

PUMA - King Top Turf Training Soccer Cleats. Color PUMA Black/PUMA White/PUMA Gold. On sale for $98.00. MSRP $140.00. 30% off.

PUMA King Top Turf Training Soccer Cleats

PUMA King Top Turf Training Soccer Cleats

Brand Name: PUMA
Product Name: King Top Turf Training Soccer Cleats
Gender: Men's
Color: PUMA Black/PUMA White/PUMA Gold
Price: $98MSRP: $140

TOMS - TRVL LITE Retro. Color Almond. Low Stock. On sale for $58.50. MSRP $90.00. 35% off.

Low Stock

TOMS TRVL LITE Retro

TOMS TRVL LITE Retro

Brand Name: TOMS
Product Name: TRVL LITE Retro
Gender: Men's
Color: Almond
Price: $58.50MSRP: $90

Vans - MTE Ultrarange Neo VR3. Color Taupe. On sale for $87.50. MSRP $125.00. 30% off.

Vans MTE Ultrarange Neo VR3

Vans MTE Ultrarange Neo VR3

Brand Name: Vans
Product Name: MTE Ultrarange Neo VR3
Gender: Unisex
Color: Taupe
Price: $87.50MSRP: $125

Vans - MTE Ultrarange Neo VR3. Color Mauvewood. On sale for $87.50. MSRP $125.00. 30% off.

Vans MTE Ultrarange Neo VR3

Vans MTE Ultrarange Neo VR3

Brand Name: Vans
Product Name: MTE Ultrarange Neo VR3
Gender: Unisex
Color: Mauvewood
Price: $87.50MSRP: $125

Johnston & Murphy - Monaco 2-Eye Boat Shoe. Color Tan Multi Sheepskin. On sale for $99.99. MSRP $149.00. 33% off.

Johnston & Murphy Monaco 2-Eye Boat Shoe

Johnston & Murphy Monaco 2-Eye Boat Shoe

Brand Name: Johnston & Murphy
Product Name: Monaco 2-Eye Boat Shoe
Gender: Men's
Color: Tan Multi Sheepskin
Price: $99.99MSRP: $149

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

TOMS - TRVL LITE 2.0 Low. Color Grey. Low Stock. On sale for $85.00. MSRP $100.00. 15% off. 2.7 out of 5 stars

Low Stock

TOMS TRVL LITE 2.0 Low

TOMS TRVL LITE 2.0 Low

Brand Name: TOMS
Product Name: TRVL LITE 2.0 Low
Gender: Men's
Color: Grey
Price: $85MSRP: $100

Cole Haan - Pinch Weekender Penny. Color Black/Angora. On sale for $97.50. MSRP $120.00. 19% off. 4.2 out of 5 stars

Cole Haan Pinch Weekender Penny

Cole Haan Pinch Weekender Penny

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny
Gender: Men's
Color: Black/Angora
Price: $97.50MSRP: $120

Johnston & Murphy - Upton Penny. Color Tan Full Grain. On sale for $99.99. MSRP $149.00. 33% off. 4.0 out of 5 stars

Johnston & Murphy Upton Penny

Johnston & Murphy Upton Penny

Brand Name: Johnston & Murphy
Product Name: Upton Penny
Gender: Men's
Color: Tan Full Grain
Price: $99.99MSRP: $149

TOMS - Baja 2.0. Color Almond. On sale for $63.00. MSRP $70.00. 10% off. 1.0 out of 5 stars

TOMS Baja 2.0

TOMS Baja 2.0

Brand Name: TOMS
Product Name: Baja 2.0
Gender: Men's
Color: Almond
Price: $63MSRP: $70

Vans - U Mte™ Ultrarange™ NEO VR3. Color Oatmeal. On sale for $93.75. MSRP $125.00. 25% off.

Vans U Mte™ Ultrarange™ NEO VR3

Vans U Mte™ Ultrarange™ NEO VR3

Brand Name: Vans
Product Name: U Mte™ Ultrarange™ NEO VR3
Gender: Unisex
Color: Oatmeal
Price: $93.75MSRP: $125

Blake McKay - Alder. Color Tan. Low Stock. On sale for $74.25. MSRP $165.00. 55% off.

Low Stock

Blake McKay Alder

Blake McKay Alder

Brand Name: Blake McKay
Product Name: Alder
Gender: Men's
Color: Tan
Price: $74.25MSRP: $165

TOMS - TRVL LITE Cabrillo. Color Vetiver Grey. On sale for $73.50. MSRP $105.00. 30% off.

TOMS TRVL LITE Cabrillo

TOMS TRVL LITE Cabrillo

Brand Name: TOMS
Product Name: TRVL LITE Cabrillo
Gender: Men's
Color: Vetiver Grey
Price: $73.50MSRP: $105