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Boots on Sale $50 & Under

Shop Boots Deals

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rockport sharp and ready chukka

30 items found

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Rockport - Weather Ready English Moc Boot. Color Wheat Leather. Low Stock. On sale for $72.47. MSRP $144.95. 50% off. 4.2 out of 5 stars

Low Stock

Rockport Weather Ready English Moc Boot

Rockport Weather Ready English Moc Boot

Brand Name: Rockport
Product Name: Weather Ready English Moc Boot
Gender: Men's
Color: Wheat Leather
Price: $72.47MSRP: $144.95

Johnston & Murphy - XC4 Performance Reversible Quarter-Zip. Color Burgundy/Charcoal. Low Stock. On sale for $45.32. MSRP $129.50. 65% off.

Low Stock

Johnston & Murphy XC4 Performance Reversible Quarter-Zip

Johnston & Murphy XC4 Performance Reversible Quarter-Zip

Brand Name: Johnston & Murphy
Product Name: XC4 Performance Reversible Quarter-Zip
Gender: Men's
Color: Burgundy/Charcoal
Price: $45.32MSRP: $129.50

Rockport - Lite Court. Color Ivory. $109.95. 4.3 out of 5 stars

Rockport Lite Court

Rockport Lite Court

Brand Name: Rockport
Product Name: Lite Court
Gender: Men's
Color: Ivory
Price: $109.95

Rockport - Lite Court. Color Dark Blue. On sale for $77.00. MSRP $109.95. 30% off. 4.3 out of 5 stars

Rockport Lite Court

Rockport Lite Court

Brand Name: Rockport
Product Name: Lite Court
Gender: Men's
Color: Dark Blue
Price: $77MSRP: $109.95

Rockport - Lite Court. Color Grey. On sale for $77.00. MSRP $109.95. 30% off. 4.3 out of 5 stars

Rockport Lite Court

Rockport Lite Court

Brand Name: Rockport
Product Name: Lite Court
Gender: Men's
Color: Grey
Price: $77MSRP: $109.95

Cole Haan - Originalgrand Remastered Waterproof Chukka Boots. Color Black/Black. On sale for $182.19. MSRP $200.00. 9% off. 2.2 out of 5 stars

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Cole Haan Originalgrand Remastered Waterproof Chukka Boots

Brand Name: Cole Haan
Product Name: Originalgrand Remastered Waterproof Chukka Boots
Gender: Men's
Color: Black/Black
Price: $182.19MSRP: $200

KEEN - KS Moc Chukka. Color Bison/Bison. Low Stock. On sale for $125.95. MSRP $139.95. 10% off. 5.0 out of 5 stars

Low Stock

KEEN KS Moc Chukka

KEEN KS Moc Chukka

Brand Name: KEEN
Product Name: KS Moc Chukka
Gender: Men's
Color: Bison/Bison
Price: $125.95MSRP: $139.95

Rockport - Jaimson. Color Black/Dark Grey. On sale for $125.95. MSRP $139.95. 10% off. 4.4 out of 5 stars

Rockport Jaimson

Rockport Jaimson

Brand Name: Rockport
Product Name: Jaimson
Gender: Men's
Color: Black/Dark Grey
Price: $125.95MSRP: $139.95

Rockport - Tristen Step Activated Lace To Toe. Color Caramel. On sale for $110.77. MSRP $129.95. 15% off. 3.4 out of 5 stars

Rockport Tristen Step Activated Lace To Toe

Rockport Tristen Step Activated Lace To Toe

Brand Name: Rockport
Product Name: Tristen Step Activated Lace To Toe
Gender: Men's
Color: Caramel
Price: $110.77MSRP: $129.95

Rockport - Jaimson. Color Grey. On sale for $118.95. MSRP $139.95. 15% off. 4.4 out of 5 stars

Rockport Jaimson

Rockport Jaimson

Brand Name: Rockport
Product Name: Jaimson
Gender: Men's
Color: Grey
Price: $118.95MSRP: $139.95

Rockport - Rugged Bucks Waterproof Boot. Color Boston Tan. On sale for $142.08. MSRP $169.95. 16% off. 3.9 out of 5 stars

Rockport Rugged Bucks Waterproof Boot

Rockport Rugged Bucks Waterproof Boot

Brand Name: Rockport
Product Name: Rugged Bucks Waterproof Boot
Gender: Men's
Color: Boston Tan
Price: $142.08MSRP: $169.95

Rockport - Ezra Waterproof Boots. Color Black Leather. On sale for $127.51. MSRP $159.95. 20% off. 2.8 out of 5 stars

Rockport Ezra Waterproof Boots

Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Black Leather
Price: $127.51MSRP: $159.95

Rockport - Tristen Step Activated Lace To Toe. Color Grey. On sale for $103.96. MSRP $129.95. 20% off. 3.4 out of 5 stars

Rockport Tristen Step Activated Lace To Toe

Rockport Tristen Step Activated Lace To Toe

Brand Name: Rockport
Product Name: Tristen Step Activated Lace To Toe
Gender: Men's
Color: Grey
Price: $103.96MSRP: $129.95

Rockport - Evan Waterproof Boots. Color Taupe Multi. On sale for $110.48. MSRP $149.95. 26% 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: $110.48MSRP: $149.95

Rockport - Evan Waterproof Boots. Color Dark Taupe Multi. On sale for $110.97. MSRP $149.95. 26% 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: Dark Taupe Multi
Price: $110.97MSRP: $149.95

Rockport - Ezra Waterproof Boots. Color Taupe Leather. On sale for $113.34. MSRP $159.95. 29% off. 2.8 out of 5 stars

Rockport Ezra Waterproof Boots

Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Taupe Leather
Price: $113.34MSRP: $159.95

Rockport - Jaimson. Color White. Low Stock. On sale for $69.97. MSRP $139.95. 50% off. 4.4 out of 5 stars

Low Stock

Rockport Jaimson

Rockport Jaimson

Brand Name: Rockport
Product Name: Jaimson
Gender: Men's
Color: White
Price: $69.97MSRP: $139.95

Rockport - Briah Perf Sling. Color Farro Nubuck. On sale for $74.97. MSRP $149.95. 50% off. 4.5 out of 5 stars

Rockport Briah Perf Sling

Rockport Briah Perf Sling

Brand Name: Rockport
Product Name: Briah Perf Sling
Gender: Women's
Color: Farro Nubuck
Price: $74.97MSRP: $149.95

Rockport - Briah Perf Sling. Color Navy. Low Stock. On sale for $70.00. MSRP $149.95. 53% off. 4.5 out of 5 stars

Low Stock

Rockport Briah Perf Sling

Rockport Briah Perf Sling

Brand Name: Rockport
Product Name: Briah Perf Sling
Gender: Women's
Color: Navy
Price: $70MSRP: $149.95

Rockport - Zoie Ring Ballet. Color Black Leather. Low Stock. On sale for $35.98. MSRP $119.95. 70% off. 3.8 out of 5 stars

Low Stock

Rockport Zoie Ring Ballet

Rockport Zoie Ring Ballet

Brand Name: Rockport
Product Name: Zoie Ring Ballet
Gender: Women's
Color: Black Leather
Price: $35.98MSRP: $119.95

Vineyard Vines - Heathered Otg Short Sleeve (toddler/Little Kids/Big Kids). Color Lighthouse Red. On sale for $48.36. MSRP $52.00. 7% off.

Vineyard Vines Heathered Otg Short Sleeve (toddler/Little Kids/Big Kids)

Brand Name: Vineyard Vines
Product Name: Heathered Otg Short Sleeve (toddler/Little Kids/Big Kids)
Color: Lighthouse Red
Price: $48.36MSRP: $52

Merrell - Clover Tech Sneaker. Color Latte. Low Stock. On sale for $108.00. MSRP $120.00. 10% off. 5.0 out of 5 stars

Low Stock

Merrell Clover Tech Sneaker

Merrell Clover Tech Sneaker

Brand Name: Merrell
Product Name: Clover Tech Sneaker
Gender: Women's
Color: Latte
Price: $108MSRP: $120

Vince Camuto - Lorelai Block Heel Bootie. Color Black. Low Stock. On sale for $152.10. MSRP $169.00. 10% off.

Low Stock

Vince Camuto Lorelai Block Heel Bootie

Vince Camuto Lorelai Block Heel Bootie

Brand Name: Vince Camuto
Product Name: Lorelai Block Heel Bootie
Gender: Women's
Color: Black
Price: $152.10MSRP: $169

Tommy Bahama - Palm Coast Pro Polo. Color Jet Black. On sale for $94.40. MSRP $118.00. 20% off.

Tommy Bahama Palm Coast Pro Polo

Tommy Bahama Palm Coast Pro Polo

Brand Name: Tommy Bahama
Product Name: Palm Coast Pro Polo
Gender: Men's
Color: Jet Black
Price: $94.40MSRP: $118

Vince Camuto - Lorelai Block Heel Bootie. Color Toasted Taupe. Low Stock. On sale for $135.20. MSRP $169.00. 20% off.

Low Stock

Vince Camuto Lorelai Block Heel Bootie

Vince Camuto Lorelai Block Heel Bootie

Brand Name: Vince Camuto
Product Name: Lorelai Block Heel Bootie
Gender: Women's
Color: Toasted Taupe
Price: $135.20MSRP: $169

Merrell - Clover Tech Sneaker. Color White. Low Stock. On sale for $96.00. MSRP $120.00. 20% off. 5.0 out of 5 stars

Low Stock

Merrell Clover Tech Sneaker

Merrell Clover Tech Sneaker

Brand Name: Merrell
Product Name: Clover Tech Sneaker
Gender: Women's
Color: White
Price: $96MSRP: $120

Merrell - Clover Tech Sneaker. Color Pink Salt. Low Stock. On sale for $66.00. MSRP $120.00. 45% off. 5.0 out of 5 stars

Low Stock

Merrell Clover Tech Sneaker

Merrell Clover Tech Sneaker

Brand Name: Merrell
Product Name: Clover Tech Sneaker
Gender: Women's
Color: Pink Salt
Price: $66MSRP: $120

Vibram FiveFingers - V-Trail 2.0. Color Black/Yellow. Low Stock. On sale for $84.00. MSRP $160.00. 48% off. 4.2 out of 5 stars

Low Stock

Vibram FiveFingers V-Trail 2.0

Vibram FiveFingers V-Trail 2.0

Brand Name: Vibram FiveFingers
Product Name: V-Trail 2.0
Gender: Men's
Color: Black/Yellow
Price: $84MSRP: $160

Vince Camuto - Lorelai Block Heel Bootie. Color Burnt Sugar. Low Stock. On sale for $84.50. MSRP $169.00. 50% off.

Low Stock

Vince Camuto Lorelai Block Heel Bootie

Vince Camuto Lorelai Block Heel Bootie

Brand Name: Vince Camuto
Product Name: Lorelai Block Heel Bootie
Gender: Women's
Color: Burnt Sugar
Price: $84.50MSRP: $169

Merrell - Clover Tech Sneaker. Color Black/White. Low Stock. On sale for $60.00. MSRP $120.00. 50% off. 5.0 out of 5 stars

Low Stock

Merrell Clover Tech Sneaker

Merrell Clover Tech Sneaker

Brand Name: Merrell
Product Name: Clover Tech Sneaker
Gender: Women's
Color: Black/White
Price: $60MSRP: $120