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Boots on Sale $50 & Under

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Size 8.5 Perforated Comfort Shoes

40 items found

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Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Black/Ivory. On sale for $82.96. MSRP $110.00. 25% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Black/Ivory
Price: $82.96MSRP: $110.00

Born - Tobias. Color Taupe Distressed Leather. Low Stock. On sale for $63.25. MSRP $115.00. 45% off. 3.9 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Taupe Distressed Leather
Price: $63.25MSRP: $115.00

Cole Haan - Grandpro Featherarc Laser Sneakers. Color Orion Blue Nubuck/Oxford Tan/Lava. On sale for $96.00. MSRP $160.00. 40% off. 1.0 out of 5 stars

Cole Haan Grandpro Featherarc Laser Sneakers

Cole Haan Grandpro Featherarc Laser Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Featherarc Laser Sneakers
Gender: Men's
Color: Orion Blue Nubuck/Oxford Tan/Lava
Price: $96.00MSRP: $160.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Navy Blazer. On sale for $89.98. MSRP $110.00. 18% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Navy Blazer
Price: $89.98MSRP: $110.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Ivory/Black. On sale for $81.94. MSRP $110.00. 26% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Ivory/Black
Price: $81.94MSRP: $110.00

etnies - Marana. Color Dark Grey/Black/ Red. On sale for $69.99. MSRP $100.00. 30% off. 4.0 out of 5 stars

etnies Marana

etnies Marana

Brand Name: etnies
Product Name: Marana
Gender: Men's
Color: Dark Grey/Black/ Red
Price: $69.99MSRP: $100.00

ECCO - S Lite Moc Summer. Color Ombre. On sale for $108.48. MSRP $174.95. 38% off. 3.9 out of 5 stars

ECCO S Lite Moc Summer

ECCO S Lite Moc Summer

Brand Name: ECCO
Product Name: S Lite Moc Summer
Gender: Men's
Color: Ombre
Price: $108.48MSRP: $174.95

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $102.12. MSRP $115.00. 11% off. 4.2 out of 5 stars

Low Stock

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $102.12MSRP: $115.00

Cole Haan - Grandpro Featherarc Laser Sneakers. Color Black/Ivory 1. $159.95. 1.0 out of 5 stars

Cole Haan Grandpro Featherarc Laser Sneakers

Cole Haan Grandpro Featherarc Laser Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Featherarc Laser Sneakers
Gender: Men's
Color: Black/Ivory 1
Price: $159.95

Born - Tobias. Color Brown. Low Stock. On sale for $90.00. MSRP $120.00. 25% off. 3.9 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Brown
Price: $90.00MSRP: $120.00

Cole Haan - Grandpro Crossover Sneaker. Color Sand Dollar Nubuck/Silver Lining/Irish Coffee. Low Stock. On sale for $119.00. MSRP $170.00. 30% off. 4.5 out of 5 stars

Low Stock

Cole Haan Grandpro Crossover Sneaker

Cole Haan Grandpro Crossover Sneaker

Brand Name: Cole Haan
Product Name: Grandpro Crossover Sneaker
Gender: Men's
Color: Sand Dollar Nubuck/Silver Lining/Irish Coffee
Price: $119.00MSRP: $170.00

Rockport - Zaden Plain Toe Oxford. Color Olive. Low Stock. On sale for $65.97. MSRP $119.95. 45% off. 4.3 out of 5 stars

Low Stock

Rockport Zaden Plain Toe Oxford

Rockport Zaden Plain Toe Oxford

Brand Name: Rockport
Product Name: Zaden Plain Toe Oxford
Gender: Men's
Color: Olive
Price: $65.97MSRP: $119.95

Born - Tobias. Color Navy Full Grain. Low Stock. On sale for $69.00. MSRP $115.00. 40% off. 3.9 out of 5 stars

Low Stock

Born Tobias

Born Tobias

Brand Name: Born
Product Name: Tobias
Gender: Men's
Color: Navy Full Grain
Price: $69.00MSRP: $115.00

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Black Tumbled. Low Stock. On sale for $102.83. MSRP $115.00. 11% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Black Tumbled
Price: $102.83MSRP: $115.00

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $103.70. MSRP $115.00. 10% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $103.70MSRP: $115.00

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $79.98. MSRP $115.00. 30% off. 4.2 out of 5 stars

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $79.98MSRP: $115.00

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $102.35. MSRP $115.00. 11% off. 4.2 out of 5 stars

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $102.35MSRP: $115.00

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Tan CH. Low Stock. On sale for $69.00. MSRP $115.00. 40% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Tan CH
Price: $69.00MSRP: $115.00

Florsheim - Frenzi Wing Tip Oxford. Color Cognac Smooth/White Sole. Low Stock. On sale for $104.00. MSRP $130.00. 20% off. 4.5 out of 5 stars

Low Stock

Florsheim Frenzi Wing Tip Oxford

Florsheim Frenzi Wing Tip Oxford

Brand Name: Florsheim
Product Name: Frenzi Wing Tip Oxford
Gender: Men's
Color: Cognac Smooth/White Sole
Price: $104.00MSRP: $130.00

Fila - Sizzo. Color Castlerock/White. On sale for $58.50. MSRP $90.00. 35% off.

Fila Sizzo

Fila Sizzo

Brand Name: Fila
Product Name: Sizzo
Gender: Men's
Color: Castlerock/White
Price: $58.50MSRP: $90.00

Stacy Adams - Remy Perfed Slip-On. Color Navy. Low Stock. On sale for $66.52. MSRP $84.95. 22% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Remy Perfed Slip-On

Stacy Adams Remy Perfed Slip-On

Brand Name: Stacy Adams
Product Name: Remy Perfed Slip-On
Gender: Men's
Color: Navy
Price: $66.52MSRP: $84.95

Cole Haan - Grand Crosscourt Modern Turf Sneaker. Color British Tan/Ivory. Low Stock. On sale for $85.50. MSRP $95.00. 10% off. 3.0 out of 5 stars

Low Stock

Cole Haan Grand Crosscourt Modern Turf Sneaker

Cole Haan Grand Crosscourt Modern Turf Sneaker

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Turf Sneaker
Gender: Men's
Color: British Tan/Ivory
Price: $85.50MSRP: $95.00

Cole Haan - Grand Crosscourt Modern Turf Sneaker. Color Navy Blazer/British Tan/Optic White. On sale for $87.53. MSRP $100.00. 12% off. 3.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Turf Sneaker

Cole Haan Grand Crosscourt Modern Turf Sneaker

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Turf Sneaker
Gender: Men's
Color: Navy Blazer/British Tan/Optic White
Price: $87.53MSRP: $100.00

Cole Haan - Grand Crosscourt Modern Perforated Lace To Toe Sneakers. Color Quiet Shade. On sale for $83.18. MSRP $110.00. 24% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Cole Haan Grand Crosscourt Modern Perforated Lace To Toe Sneakers

Brand Name: Cole Haan
Product Name: Grand Crosscourt Modern Perforated Lace To Toe Sneakers
Gender: Men's
Color: Quiet Shade
Price: $83.18MSRP: $110.00

SKECHERS - Afterburn Memory Fit - Final Cut. Color Black. On sale for $72.00. MSRP $80.00. 10% off. 4.4 out of 5 stars

SKECHERS Afterburn Memory Fit - Final Cut

SKECHERS Afterburn Memory Fit - Final Cut

Brand Name: SKECHERS
Product Name: Afterburn Memory Fit - Final Cut
Gender: Men's
Color: Black
Price: $72.00MSRP: $80.00

etnies - Marana. Color Navy/Gum/Yellow. On sale for $69.99. MSRP $100.00. 30% off. 4.0 out of 5 stars

etnies Marana

etnies Marana

Brand Name: etnies
Product Name: Marana
Gender: Men's
Color: Navy/Gum/Yellow
Price: $69.99MSRP: $100.00

etnies - Marana. Color White/Gum/Black. Low Stock. On sale for $69.99. MSRP $105.00. 33% off. 4.0 out of 5 stars

Low Stock

etnies Marana

etnies Marana

Brand Name: etnies
Product Name: Marana
Gender: Men's
Color: White/Gum/Black
Price: $69.99MSRP: $105.00

Vans - Lowland 2.0. Color 2-Tone Lilac Mist. On sale for $63.75. MSRP $85.00. 25% off. 5.0 out of 5 stars

Vans Lowland 2.0

Vans Lowland 2.0

Brand Name: Vans
Product Name: Lowland 2.0
Gender: Unisex
Color: 2-Tone Lilac Mist
Price: $63.75MSRP: $85.00

PIKOLINOS - Alicante M2U-6096. Color Brick. Low Stock. On sale for $157.50. MSRP $175.00. 10% off.

Low Stock

PIKOLINOS Alicante M2U-6096

PIKOLINOS Alicante M2U-6096

Brand Name: PIKOLINOS
Product Name: Alicante M2U-6096
Gender: Men's
Color: Brick
Price: $157.50MSRP: $175.00

Cole Haan - Zerogrand Remastered Wingtip Oxfords. Color Dark Chocolate/Irish Coffee. On sale for $172.52. MSRP $220.00. 22% off. 4.7 out of 5 stars

Cole Haan Zerogrand Remastered Wingtip Oxfords

Cole Haan Zerogrand Remastered Wingtip Oxfords

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Wingtip Oxfords
Gender: Men's
Color: Dark Chocolate/Irish Coffee
Price: $172.52MSRP: $220.00

SKECHERS - Vigor 3.0 Drafting Hands Free Slip-Ins. Color Navy/Black. On sale for $87.17. MSRP $100.00. 13% off. 4.4 out of 5 stars

SKECHERS Vigor 3.0 Drafting Hands Free Slip-Ins

SKECHERS Vigor 3.0 Drafting Hands Free Slip-Ins

Brand Name: SKECHERS
Product Name: Vigor 3.0 Drafting Hands Free Slip-Ins
Gender: Men's
Color: Navy/Black
Price: $87.17MSRP: $100.00

etnies - Marana. Color Blue/White/Blue. Low Stock. On sale for $69.99. MSRP $100.00. 30% off. 4.0 out of 5 stars

Low Stock

etnies Marana

Brand Name: etnies
Product Name: Marana
Gender: Men's
Color: Blue/White/Blue
Price: $69.99MSRP: $100.00

Johnston & Murphy - XC4 Lancer Wing Tip. Color Black. Low Stock. On sale for $92.95. MSRP $169.00. 45% off. 4.2 out of 5 stars

Low Stock

Johnston & Murphy XC4 Lancer Wing Tip

Johnston & Murphy XC4 Lancer Wing Tip

Brand Name: Johnston & Murphy
Product Name: XC4 Lancer Wing Tip
Gender: Men's
Color: Black
Price: $92.95MSRP: $169.00

Johnston & Murphy - XC4 Lancer Wing Tip. Color Tan. Low Stock. On sale for $84.50. MSRP $169.00. 50% off. 4.2 out of 5 stars

Low Stock

Johnston & Murphy XC4 Lancer Wing Tip

Johnston & Murphy XC4 Lancer Wing Tip

Brand Name: Johnston & Murphy
Product Name: XC4 Lancer Wing Tip
Gender: Men's
Color: Tan
Price: $84.50MSRP: $169.00

Cole Haan - Grand Crosscourt Transition. Color Ivory/Silver Birch/Ivory. Low Stock. On sale for $99.00. MSRP $110.00. 10% off. 5.0 out of 5 stars

Low Stock

Cole Haan Grand Crosscourt Transition

Cole Haan Grand Crosscourt Transition

Brand Name: Cole Haan
Product Name: Grand Crosscourt Transition
Gender: Men's
Color: Ivory/Silver Birch/Ivory
Price: $99.00MSRP: $110.00

Cole Haan - Grand Crosscourt Transition. Color Optic White/Optic White. On sale for $108.00. MSRP $120.00. 10% off. 5.0 out of 5 stars

Cole Haan Grand Crosscourt Transition

Cole Haan Grand Crosscourt Transition

Brand Name: Cole Haan
Product Name: Grand Crosscourt Transition
Gender: Men's
Color: Optic White/Optic White
Price: $108.00MSRP: $120.00

Johnston & Murphy - Lewis Cap Toe. Color Black Full Grain Leather. On sale for $134.10. MSRP $149.00. 10% off. 4.4 out of 5 stars

Johnston & Murphy Lewis Cap Toe

Johnston & Murphy Lewis Cap Toe

Brand Name: Johnston & Murphy
Product Name: Lewis Cap Toe
Gender: Men's
Color: Black Full Grain Leather
Price: $134.10MSRP: $149.00

ECCO - S Lite Moc Summer. Color Mink. On sale for $107.98. MSRP $174.95. 38% off. 3.9 out of 5 stars

ECCO S Lite Moc Summer

ECCO S Lite Moc Summer

Brand Name: ECCO
Product Name: S Lite Moc Summer
Gender: Men's
Color: Mink
Price: $107.98MSRP: $174.95

ECCO - ST1 Hybrid Brogue Tie. Color Black 1. Low Stock. On sale for $189.00. MSRP $270.00. 30% off. 4.1 out of 5 stars

Low Stock

ECCO ST1 Hybrid Brogue Tie

ECCO ST1 Hybrid Brogue Tie

Brand Name: ECCO
Product Name: ST1 Hybrid Brogue Tie
Gender: Men's
Color: Black 1
Price: $189.00MSRP: $270.00

SAS - High Street V. Color Mahogany. Low Stock. On sale for $152.71. MSRP $234.95. 35% off. 4.9 out of 5 stars

Low Stock

SAS High Street V

SAS High Street V

Brand Name: SAS
Product Name: High Street V
Gender: Men's
Color: Mahogany
Price: $152.71MSRP: $234.95