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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Sustainably Certified Comfort Shoes

24 items found

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Johnston & Murphy - Upton Perfed Plain Toe. Color Taupe. Low Stock. On sale for $59.60. MSRP $149.00. 60% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Upton Perfed Plain Toe

Johnston & Murphy Upton Perfed Plain Toe

Brand Name: Johnston & Murphy
Product Name: Upton Perfed Plain Toe
Gender: Men's
Color: Taupe
Price: $59.60MSRP: $149

Allbirds - Wool Runner Go. Color Deep Navy (True Navy). Low Stock. On sale for $44.00. MSRP $110.00. 60% off. 4.2 out of 5 stars

Low Stock

Allbirds Wool Runner Go

Allbirds Wool Runner Go

Brand Name: Allbirds
Product Name: Wool Runner Go
Gender: Men's
Color: Deep Navy (True Navy)
Price: $44MSRP: $110

TOMS - Baja 2.0. Color Drizzle Grey. On sale for $58.50. MSRP $65.00. 10% off. 2.8 out of 5 stars

TOMS Baja 2.0

TOMS Baja 2.0

Brand Name: TOMS
Product Name: Baja 2.0
Gender: Men's
Color: Drizzle Grey
Price: $58.50MSRP: $65

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

Allbirds - Tree Runner Go. Color Natural Black (Blizzard). Low Stock. On sale for $54.00. MSRP $120.00. 55% off. 4.2 out of 5 stars

Low Stock

Allbirds Tree Runner Go

Allbirds Tree Runner Go

Brand Name: Allbirds
Product Name: Tree Runner Go
Gender: Men's
Color: Natural Black (Blizzard)
Price: $54MSRP: $120

Allbirds - Wool Runner Go. Color Medium Grey (Blizzard). Low Stock. On sale for $55.00. MSRP $110.00. 50% off. 4.2 out of 5 stars

Low Stock

Allbirds Wool Runner Go

Allbirds Wool Runner Go

Brand Name: Allbirds
Product Name: Wool Runner Go
Gender: Men's
Color: Medium Grey (Blizzard)
Price: $55MSRP: $110

TOMS - Santiago Mule. Color Vetiver Grey. On sale for $67.50. MSRP $75.00. 10% off.

TOMS Santiago Mule

TOMS Santiago Mule

Brand Name: TOMS
Product Name: Santiago Mule
Gender: Men's
Color: Vetiver Grey
Price: $67.50MSRP: $75

TOMS - Alp FWD. Color Brown. On sale for $41.96. 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: Brown
Price: $41.96MSRP: $60

TOMS - Alp FWD. Color Navy 1. On sale for $41.96. 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: Navy 1
Price: $41.96MSRP: $60

TOMS - Travel Lite Retro. Color Navy. On sale for $61.75. MSRP $95.00. 35% off.

TOMS Travel Lite Retro

TOMS Travel Lite Retro

Brand Name: TOMS
Product Name: Travel Lite Retro
Gender: Men's
Color: Navy
Price: $61.75MSRP: $95

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

Allbirds - Canvas Piper. Color Natural White, Hanami Night (Blizzard). Low Stock. On sale for $45.00. MSRP $90.00. 50% off. 3.5 out of 5 stars

Low Stock

Allbirds Canvas Piper

Allbirds Canvas Piper

Brand Name: Allbirds
Product Name: Canvas Piper
Gender: Men's
Color: Natural White, Hanami Night (Blizzard)
Price: $45MSRP: $90

Allbirds - Tree Dasher Relay. Color Natural Black (Blizzard). Low Stock. On sale for $60.75. MSRP $135.00. 55% off. 4.4 out of 5 stars

Low Stock

Allbirds Tree Dasher Relay

Allbirds Tree Dasher Relay

Brand Name: Allbirds
Product Name: Tree Dasher Relay
Gender: Men's
Color: Natural Black (Blizzard)
Price: $60.75MSRP: $135

TOMS - Carlo 2.0. Color White. On sale for $39.00. MSRP $65.00. 40% 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: White
Price: $39MSRP: $65

TOMS - Alonso Mule. Color Black Canvas. On sale for $67.50. MSRP $75.00. 10% off. 3.6 out of 5 stars

TOMS Alonso Mule

TOMS Alonso Mule

Brand Name: TOMS
Product Name: Alonso Mule
Gender: Men's
Color: Black Canvas
Price: $67.50MSRP: $75

TOMS - Alonso Mule. Color Drizzle Grey Canvas. On sale for $67.50. MSRP $75.00. 10% off. 3.6 out of 5 stars

TOMS Alonso Mule

TOMS Alonso Mule

Brand Name: TOMS
Product Name: Alonso Mule
Gender: Men's
Color: Drizzle Grey Canvas
Price: $67.50MSRP: $75

Allbirds - Tree Runner Go. Color Blizzard/Hanami Night/Blizzard Sole. Low Stock. On sale for $54.00. MSRP $120.00. 55% off. 4.2 out of 5 stars

Low Stock

Allbirds Tree Runner Go

Allbirds Tree Runner Go

Brand Name: Allbirds
Product Name: Tree Runner Go
Gender: Men's
Color: Blizzard/Hanami Night/Blizzard Sole
Price: $54MSRP: $120

TOMS - Alpargata Rope 2.0. Color Toffee. On sale for $49.00. MSRP $70.00. 30% off. 4.0 out of 5 stars

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: $49MSRP: $70

TOMS - Alonso Mule. Color Navy Heritage Canvas. On sale for $67.50. MSRP $75.00. 10% off. 3.6 out of 5 stars

TOMS Alonso Mule

TOMS Alonso Mule

Brand Name: TOMS
Product Name: Alonso Mule
Gender: Men's
Color: Navy Heritage Canvas
Price: $67.50MSRP: $75

TOMS - Baja 2.0. Color Navy. On sale for $56.84. MSRP $65.00. 13% off. 2.8 out of 5 stars

TOMS Baja 2.0

TOMS Baja 2.0

Brand Name: TOMS
Product Name: Baja 2.0
Gender: Men's
Color: Navy
Price: $56.84MSRP: $65

TOMS - Carlo 2.0. Color Military Olive. On sale for $51.00. MSRP $85.00. 40% 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: Military Olive
Price: $51MSRP: $85

Allbirds - Tree Dasher 2 - Utility. Color Blizzard/Deep Navy/Natural White. Low Stock. On sale for $58.00. MSRP $145.00. 60% off.

Low Stock

Allbirds Tree Dasher 2 - Utility

Allbirds Tree Dasher 2 - Utility

Brand Name: Allbirds
Product Name: Tree Dasher 2 - Utility
Gender: Men's
Color: Blizzard/Deep Navy/Natural White
Price: $58MSRP: $145

Allbirds - Wool Runner NZ. Color Dark Jungle (Stony Cream). Low Stock. On sale for $66.00. MSRP $110.00. 40% off. 4.2 out of 5 stars

Low Stock

Allbirds Wool Runner NZ

Allbirds Wool Runner NZ

Brand Name: Allbirds
Product Name: Wool Runner NZ
Gender: Men's
Color: Dark Jungle (Stony Cream)
Price: $66MSRP: $110

Allbirds - Runner NZ Corduroy. Color Dark Navy (stony Cream). Low Stock. On sale for $54.00. MSRP $120.00. 55% off. 4.2 out of 5 stars

Low Stock

Allbirds Runner NZ Corduroy

Allbirds Runner NZ Corduroy

Brand Name: Allbirds
Product Name: Runner NZ Corduroy
Gender: Men's
Color: Dark Navy (stony Cream)
Price: $54MSRP: $120