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Boots on Sale $50 & Under

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Size 8.5 Sustainably Certified Casual Comfort Shoes

42 items found

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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 - Strider. Color Blizzard (Blizzard). On sale for $93.75. MSRP $125.00. 25% off. 5.0 out of 5 stars

Allbirds Strider

Allbirds Strider

Brand Name: Allbirds
Product Name: Strider
Gender: Men's
Color: Blizzard (Blizzard)
Price: $93.75MSRP: $125

Allbirds - Tree Runner Go. Color Stony Cream/Stony Cream Sole. On sale for $110.50. MSRP $130.00. 15% off. 4.2 out of 5 stars

Allbirds Tree Runner Go

Allbirds Tree Runner Go

Brand Name: Allbirds
Product Name: Tree Runner Go
Gender: Men's
Color: Stony Cream/Stony Cream Sole
Price: $110.50MSRP: $130

Allbirds - Tree Runner Go. Color Blizzard/Hanami Night/Blizzard Sole. On sale for $48.00. MSRP $125.00. 62% off. 4.2 out of 5 stars

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: $48MSRP: $125

Johnston & Murphy - Hayden Perfed U-Throat. Color Denim Nubuck. Low Stock. On sale for $97.30. MSRP $139.00. 30% off. 5.0 out of 5 stars

Low Stock

Johnston & Murphy Hayden Perfed U-Throat

Johnston & Murphy Hayden Perfed U-Throat

Brand Name: Johnston & Murphy
Product Name: Hayden Perfed U-Throat
Gender: Men's
Color: Denim Nubuck
Price: $97.30MSRP: $139

Johnston & Murphy - Upton Perfed Plain Toe. Color Navy. Low Stock. On sale for $69.99. MSRP $149.00. 53% 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: Navy
Price: $69.99MSRP: $149

Allbirds - Strider. Color Dark Navy (Blizzard). On sale for $87.50. MSRP $125.00. 30% off. 5.0 out of 5 stars

Allbirds Strider

Allbirds Strider

Brand Name: Allbirds
Product Name: Strider
Gender: Men's
Color: Dark Navy (Blizzard)
Price: $87.50MSRP: $125

Allbirds - Strider Explore. Color Hazy Burgundy (weathered Brown). Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 5.0 out of 5 stars

Low Stock

Allbirds Strider Explore

Allbirds Strider Explore

Brand Name: Allbirds
Product Name: Strider Explore
Gender: Men's
Color: Hazy Burgundy (weathered Brown)
Price: $117MSRP: $130

Allbirds - Tree Runner Go - Utility. Color Blizzard, Deep Navy (Natural White). On sale for $78.00. MSRP $130.00. 40% off. 4.0 out of 5 stars

Allbirds Tree Runner Go - Utility

Allbirds Tree Runner Go - Utility

Brand Name: Allbirds
Product Name: Tree Runner Go - Utility
Gender: Men's
Color: Blizzard, Deep Navy (Natural White)
Price: $78MSRP: $130

Allbirds - Tree Runner Go - Utility. Color Blizzard, Hazy Pine (Natural White). On sale for $91.00. MSRP $130.00. 30% off. 4.0 out of 5 stars

Allbirds Tree Runner Go - Utility

Allbirds Tree Runner Go - Utility

Brand Name: Allbirds
Product Name: Tree Runner Go - Utility
Gender: Men's
Color: Blizzard, Hazy Pine (Natural White)
Price: $91MSRP: $130

Allbirds - Tree Runner Go - Utility. Color Natural Black (Natural Black). On sale for $91.00. MSRP $130.00. 30% off. 4.0 out of 5 stars

Allbirds Tree Runner Go - Utility

Allbirds Tree Runner Go - Utility

Brand Name: Allbirds
Product Name: Tree Runner Go - Utility
Gender: Men's
Color: Natural Black (Natural Black)
Price: $91MSRP: $130

Allbirds - Runner NZ Corduroy. Color Dark Tan (stony Cream). Low Stock. On sale for $108.00. MSRP $120.00. 10% off. 4.0 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 Tan (stony Cream)
Price: $108MSRP: $120

TOMS - Resident Plus. Color Military Olive. $70.00.

TOMS Resident Plus

TOMS Resident Plus

Brand Name: TOMS
Product Name: Resident Plus
Gender: Men's
Color: Military Olive
Price: $70

Allbirds - Tree Runner Go - Utility. Color Natural White/Rustic Brown/Natural White. Low Stock. On sale for $102.00. MSRP $120.00. 15% off. 4.0 out of 5 stars

Low Stock

Allbirds Tree Runner Go - Utility

Allbirds Tree Runner Go - Utility

Brand Name: Allbirds
Product Name: Tree Runner Go - Utility
Gender: Men's
Color: Natural White/Rustic Brown/Natural White
Price: $102MSRP: $120

Allbirds - Tree Runner Go - Utility. Color Natural Black/Dark Jungle/Natural White. Low Stock. On sale for $102.00. MSRP $120.00. 15% off. 4.0 out of 5 stars

Low Stock

Allbirds Tree Runner Go - Utility

Allbirds Tree Runner Go - Utility

Brand Name: Allbirds
Product Name: Tree Runner Go - Utility
Gender: Men's
Color: Natural Black/Dark Jungle/Natural White
Price: $102MSRP: $120

ECCO - Yucatan Sandal. Color Wild Dove Nubuck/Fanta. On sale for $120.00. MSRP $139.95. 14% off. 4.7 out of 5 stars

ECCO Yucatan Sandal

ECCO Yucatan Sandal

Brand Name: ECCO
Product Name: Yucatan Sandal
Gender: Men's
Color: Wild Dove Nubuck/Fanta
Price: $120MSRP: $139.95

ECCO - Yucatan Sandal. Color Black Nubuck/Virtual. On sale for $116.85. MSRP $139.95. 17% off. 4.7 out of 5 stars

ECCO Yucatan Sandal

ECCO Yucatan Sandal

Brand Name: ECCO
Product Name: Yucatan Sandal
Gender: Men's
Color: Black Nubuck/Virtual
Price: $116.85MSRP: $139.95

Allbirds - Tree Dasher 2. Color Deep Navy (Blizzard). Low Stock. $135.00. 4.4 out of 5 stars

Low Stock

Allbirds Tree Dasher 2

Allbirds Tree Dasher 2

Brand Name: Allbirds
Product Name: Tree Dasher 2
Gender: Men's
Color: Deep Navy (Blizzard)
Price: $135

Reef - Terramar LE. Color Grey. Low Stock. On sale for $38.00. MSRP $95.00. 60% 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: Grey
Price: $38MSRP: $95

Reef - Terramar LE. Color Tan. Low Stock. On sale for $66.50. MSRP $95.00. 30% 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: $66.50MSRP: $95

Allbirds - Tree Dasher 2. Color Blizzard, Hazy Cobalt (clarity Blue). Low Stock. On sale for $94.50. MSRP $135.00. 30% off. 4.4 out of 5 stars

Low Stock

Allbirds Tree Dasher 2

Allbirds Tree Dasher 2

Brand Name: Allbirds
Product Name: Tree Dasher 2
Gender: Men's
Color: Blizzard, Hazy Cobalt (clarity Blue)
Price: $94.50MSRP: $135

Allbirds - Tree Dasher 2. Color Blizzard, Hanami Night (Natural White). Low Stock. On sale for $94.50. MSRP $135.00. 30% off. 4.4 out of 5 stars

Low Stock

Allbirds Tree Dasher 2

Allbirds Tree Dasher 2

Brand Name: Allbirds
Product Name: Tree Dasher 2
Gender: Men's
Color: Blizzard, Hanami Night (Natural White)
Price: $94.50MSRP: $135

ECCO - Gruuv Sneaker. Color Black/Black. Low Stock. On sale for $123.95. MSRP $185.00. 33% off. 4.2 out of 5 stars

Low Stock

ECCO Gruuv Sneaker

ECCO Gruuv Sneaker

Brand Name: ECCO
Product Name: Gruuv Sneaker
Gender: Men's
Color: Black/Black
Price: $123.95MSRP: $185

TOMS - Alp FWD. Color Navy 1. $59.95. 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: $59.95

Allbirds - Tree Dasher 2. Color Blizzard/Blizzard (Blizzard). Low Stock. On sale for $94.50. MSRP $135.00. 30% off. 4.4 out of 5 stars

Low Stock

Allbirds Tree Dasher 2

Allbirds Tree Dasher 2

Brand Name: Allbirds
Product Name: Tree Dasher 2
Gender: Men's
Color: Blizzard/Blizzard (Blizzard)
Price: $94.50MSRP: $135

TOMS - Travel Lite Forrest. Color Brown. On sale for $78.00. MSRP $130.00. 40% off.

TOMS Travel Lite Forrest

TOMS Travel Lite Forrest

Brand Name: TOMS
Product Name: Travel Lite Forrest
Gender: Men's
Color: Brown
Price: $78MSRP: $130

TOMS - Alp FWD. Color Brown. $59.95. 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: $59.95

Vans - MTE Ultrarange Neo VR3. Color Dark Brown. On sale for $112.50. MSRP $125.00. 10% off.

Vans MTE Ultrarange Neo VR3

Vans MTE Ultrarange Neo VR3

Brand Name: Vans
Product Name: MTE Ultrarange Neo VR3
Gender: Unisex
Color: Dark Brown
Price: $112.50MSRP: $125

Allbirds - Wool Runner Go. Color Dark Grey (Light Grey). Low Stock. On sale for $70.74. MSRP $110.00. 36% 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: Dark Grey (Light Grey)
Price: $70.74MSRP: $110

Allbirds - Wool Runner Go. Color Deep Navy (True Navy). On sale for $47.09. MSRP $110.00. 57% off. 4.2 out of 5 stars

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: $47.09MSRP: $110

Allbirds - Tree Dasher Relay. Color Natural Black (Blizzard). On sale for $110.50. MSRP $130.00. 15% off. 4.4 out of 5 stars

Allbirds Tree Dasher Relay

Allbirds Tree Dasher Relay

Brand Name: Allbirds
Product Name: Tree Dasher Relay
Gender: Men's
Color: Natural Black (Blizzard)
Price: $110.50MSRP: $130

Allbirds - Tree Runner Go. Color Deep Navy/True Navy Sole. Low Stock. $120.00. 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: Deep Navy/True Navy Sole
Price: $120

Allbirds - Tree Runner Go. Color Rustic Brown/Stony Cream Sole. Low Stock. On sale for $110.50. MSRP $130.00. 15% 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: Rustic Brown/Stony Cream Sole
Price: $110.50MSRP: $130

Allbirds - Tree Runner Go. Color Blizzard/Bold Red/Blizzard Sole. On sale for $102.00. MSRP $120.00. 15% off. 4.2 out of 5 stars

Allbirds Tree Runner Go

Allbirds Tree Runner Go

Brand Name: Allbirds
Product Name: Tree Runner Go
Gender: Men's
Color: Blizzard/Bold Red/Blizzard Sole
Price: $102MSRP: $120

Allbirds - Tree Dasher Relay. Color Deep Navy (deep Navy). On sale for $110.50. MSRP $130.00. 15% off. 4.4 out of 5 stars

Allbirds Tree Dasher Relay

Allbirds Tree Dasher Relay

Brand Name: Allbirds
Product Name: Tree Dasher Relay
Gender: Men's
Color: Deep Navy (deep Navy)
Price: $110.50MSRP: $130

Allbirds - Tree Dasher Relay. Color Blizzard (Blizzard). On sale for $110.50. MSRP $130.00. 15% off. 4.4 out of 5 stars

Allbirds Tree Dasher Relay

Allbirds Tree Dasher Relay

Brand Name: Allbirds
Product Name: Tree Dasher Relay
Gender: Men's
Color: Blizzard (Blizzard)
Price: $110.50MSRP: $130

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

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 - Ss. Color Twilight White/Multi/Twilight White Sole. On sale for $110.50. MSRP $130.00. 15% off.

Allbirds Tree Runner Go - Ss

Allbirds Tree Runner Go - Ss

Brand Name: Allbirds
Product Name: Tree Runner Go - Ss
Gender: Men's
Color: Twilight White/Multi/Twilight White Sole
Price: $110.50MSRP: $130

Allbirds - Tree Dasher 2 - Utility. Color Blizzard/Hazy Pine/Natural White Sole. Low Stock. On sale for $87.00. MSRP $120.00. 28% 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/Hazy Pine/Natural White Sole
Price: $87MSRP: $120

Johnston & Murphy - Upton Perfed Plain Toe. Color Taupe. On sale for $73.68. MSRP $149.00. 51% off. 5.0 out of 5 stars

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: $73.68MSRP: $149

Johnston & Murphy - Monaco 2-Eye Boat Shoe. Color Tan Multi Sheepskin. Low Stock. On sale for $134.10. MSRP $149.00. 10% off.

Low Stock

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: $134.10MSRP: $149