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Boots on Sale $50 & Under

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Size 9 Dress Round Toe Products

47 items found

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TOMS - Navi Oxford Dress Casual. Color Oatmeal Heavy Twill/Suede. On sale for $29.98. MSRP $99.95. 70% 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: $29.98MSRP: $99.95

Cole Haan - Go-To Wing Oxford. Color Black/Gray Midsole. On sale for $103.92. MSRP $160.00. 35% off. 4.5 out of 5 stars

Cole Haan Go-To Wing Oxford

Cole Haan Go-To Wing Oxford

Brand Name: Cole Haan
Product Name: Go-To Wing Oxford
Gender: Men's
Color: Black/Gray Midsole
Price: $103.92MSRP: $160

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $98.01. MSRP $120.00. 18% off. 5.0 out of 5 stars

Cole Haan Bedford Plain-Toe Oxford

Cole Haan Bedford Plain-Toe Oxford

Brand Name: Cole Haan
Product Name: Bedford Plain-Toe Oxford
Gender: Men's
Color: British Tan
Price: $98.01MSRP: $120

Dockers - Elmer. Color Chestnut. On sale for $45.00. MSRP $90.00. 50% off. 3.0 out of 5 stars

Dockers Elmer

Dockers Elmer

Brand Name: Dockers
Product Name: Elmer
Gender: Men's
Color: Chestnut
Price: $45MSRP: $90

Clarks - Whiddon Cap. Color Mahogany Leather. On sale for $59.95. MSRP $95.00. 37% off. 3.8 out of 5 stars

Clarks Whiddon Cap

Clarks Whiddon Cap

Brand Name: Clarks
Product Name: Whiddon Cap
Gender: Men's
Color: Mahogany Leather
Price: $59.95MSRP: $95

Dr. Martens - Sinclair Leather Platform Boots. Color Dark Taupe. On sale for $136.50. MSRP $210.00. 35% off.

Dr. Martens Sinclair Leather Platform Boots

Dr. Martens Sinclair Leather Platform Boots

Brand Name: Dr. Martens
Product Name: Sinclair Leather Platform Boots
Gender: Unisex
Color: Dark Taupe
Price: $136.50MSRP: $210

Stacy Adams - Simmons Bike Toe Lace-Up. Color Cognac. Low Stock. On sale for $40.50. MSRP $135.00. 70% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Simmons Bike Toe Lace-Up

Stacy Adams Simmons Bike Toe Lace-Up

Brand Name: Stacy Adams
Product Name: Simmons Bike Toe Lace-Up
Gender: Men's
Color: Cognac
Price: $40.50MSRP: $135

Nunn Bush - Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up. Color Cognac. On sale for $74.38. MSRP $100.00. 26% off. 4.0 out of 5 stars

Nunn Bush Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Nunn Bush Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up

Brand Name: Nunn Bush
Product Name: Stark Cap Toe Oxford Leather Business Formal Derby Dress Casual Lace-Up
Gender: Men's
Color: Cognac
Price: $74.38MSRP: $100

ECCO - Metropole Milan Chukka Boots. Color Camel Suede. On sale for $135.04. MSRP $194.95. 31% off. 4.0 out of 5 stars

ECCO Metropole Milan Chukka Boots

ECCO Metropole Milan Chukka Boots

Brand Name: ECCO
Product Name: Metropole Milan Chukka Boots
Gender: Men's
Color: Camel Suede
Price: $135.04MSRP: $194.95

Dockers - Elmer. Color Cognac. On sale for $45.00. MSRP $90.00. 50% off. 3.0 out of 5 stars

Dockers Elmer

Dockers Elmer

Brand Name: Dockers
Product Name: Elmer
Gender: Men's
Color: Cognac
Price: $45MSRP: $90

Cole Haan - Grandpro Angleace Sneakers. Color Farro Nubuck/New Caramel/Oat. On sale for $128.00. MSRP $160.00. 20% off. 5.0 out of 5 stars

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Farro Nubuck/New Caramel/Oat
Price: $128MSRP: $160

johnnie-O - Topspin Oxford. Color Tan. Low Stock. On sale for $133.50. MSRP $178.00. 25% off.

Low Stock

johnnie-O Topspin Oxford

johnnie-O Topspin Oxford

Brand Name: johnnie-O
Product Name: Topspin Oxford
Gender: Men's
Color: Tan
Price: $133.50MSRP: $178

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $93.50. MSRP $125.00. 25% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $93.50MSRP: $125

Cole Haan - Grandpro Angleace Sneakers. Color Raven/Black/Silver Birch. On sale for $144.00. MSRP $160.00. 10% off. 5.0 out of 5 stars

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Raven/Black/Silver Birch
Price: $144MSRP: $160

Deer Stags - Bangor. Color Black/Black. On sale for $63.00. MSRP $90.00. 30% off. 3.9 out of 5 stars

Deer Stags Bangor

Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $63MSRP: $90

Cole Haan - Grandpro Angleace Sneakers. Color Faded Denim Suede/Sea Stone/Glacier Grey. Low Stock. On sale for $105.00. MSRP $150.00. 30% off. 5.0 out of 5 stars

Low Stock

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Faded Denim Suede/Sea Stone/Glacier Grey
Price: $105MSRP: $150

Bruno Magli - Arlo. Color White. Low Stock. On sale for $158.00. MSRP $395.00. 60% off.

Low Stock

Bruno Magli Arlo

Bruno Magli Arlo

Brand Name: Bruno Magli
Product Name: Arlo
Gender: Men's
Color: White
Price: $158MSRP: $395

Born - Ryker Oxford. Color Black. On sale for $97.50. MSRP $130.00. 25% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Black
Price: $97.50MSRP: $130

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $68.97. MSRP $229.90. 70% off. 4.7 out of 5 stars

Low Stock

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Brown/Tan Italian Calfskin
Price: $68.97MSRP: $229.90

Samuel Hubbard - Frequent Traveler Loafer. Color Black. $285.00. 4.5 out of 5 stars

Samuel Hubbard Frequent Traveler Loafer

Samuel Hubbard Frequent Traveler Loafer

Brand Name: Samuel Hubbard
Product Name: Frequent Traveler Loafer
Gender: Men's
Color: Black
Price: $285

Deer Stags - Matthew. Color Brown. On sale for $59.12. MSRP $85.00. 30% off. 4.3 out of 5 stars

Deer Stags Matthew

Deer Stags Matthew

Brand Name: Deer Stags
Product Name: Matthew
Gender: Men's
Color: Brown
Price: $59.12MSRP: $85

Johnston & Murphy - Jenson Longwing. Color Tan Italian Calfskin. Low Stock. On sale for $250.75. MSRP $295.00. 15% off. 4.1 out of 5 stars

Low Stock

Johnston & Murphy Jenson Longwing

Johnston & Murphy Jenson Longwing

Brand Name: Johnston & Murphy
Product Name: Jenson Longwing
Gender: Men's
Color: Tan Italian Calfskin
Price: $250.75MSRP: $295

Frye - Carter Oxford. Color Black. Low Stock. On sale for $174.00. MSRP $348.00. 50% off. 3.6 out of 5 stars

Low Stock

Frye Carter Oxford

Frye Carter Oxford

Brand Name: Frye
Product Name: Carter Oxford
Gender: Men's
Color: Black
Price: $174MSRP: $348

Naot - Bondos. Color Jet Black Leather. Low Stock. On sale for $153.96. MSRP $219.95. 30% off.

Low Stock

Naot Bondos

Naot Bondos

Brand Name: Naot
Product Name: Bondos
Gender: Men's
Color: Jet Black Leather
Price: $153.96MSRP: $219.95

Cole Haan - Originalgrand Cityspectre Wholecut Oxfords. Color Black. On sale for $171.00. MSRP $190.00. 10% off.

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wholecut Oxfords
Gender: Men's
Color: Black
Price: $171MSRP: $190

Cole Haan - Originalgrand Cityspectre Wholecut Oxfords. Color Dark Chocolate/Dark Natural/Silver Birch. On sale for $133.00. MSRP $190.00. 30% off.

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wholecut Oxfords
Gender: Men's
Color: Dark Chocolate/Dark Natural/Silver Birch
Price: $133MSRP: $190

Cole Haan - Originalgrand Cityspectre Wholecut Oxfords. Color Truffle Nubuck/Dark Natural/Angora. On sale for $133.00. MSRP $190.00. 30% off.

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Cole Haan Originalgrand Cityspectre Wholecut Oxfords

Brand Name: Cole Haan
Product Name: Originalgrand Cityspectre Wholecut Oxfords
Gender: Men's
Color: Truffle Nubuck/Dark Natural/Angora
Price: $133MSRP: $190

Born - Ryker. Color Brown (Wood). On sale for $90.00. MSRP $150.00. 40% off. 1.0 out of 5 stars

Born Ryker

Born Ryker

Brand Name: Born
Product Name: Ryker
Gender: Men's
Color: Brown (Wood)
Price: $90MSRP: $150

Calvin Klein - Fasa. Color Black Patent. On sale for $74.80. MSRP $110.00. 32% off.

Calvin Klein Fasa

Calvin Klein Fasa

Brand Name: Calvin Klein
Product Name: Fasa
Gender: Men's
Color: Black Patent
Price: $74.80MSRP: $110

Stacy Adams - Kinsley. Color Black. Low Stock. On sale for $60.00. MSRP $90.00. 33% off. 4.7 out of 5 stars

Low Stock

Stacy Adams Kinsley

Stacy Adams Kinsley

Brand Name: Stacy Adams
Product Name: Kinsley
Gender: Men's
Color: Black
Price: $60MSRP: $90

Johnston & Murphy - Upton Knit Wingtip. Color Brown Heathered Knit. Low Stock. On sale for $63.60. MSRP $159.00. 60% off. 4.8 out of 5 stars

Low Stock

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: $63.60MSRP: $159

Cole Haan - Grand Atlantic Oxford. Color Big Dipper Nubuck/Ivory. On sale for $108.37. MSRP $125.00. 13% off. 3.7 out of 5 stars

Cole Haan Grand Atlantic Oxford

Cole Haan Grand Atlantic Oxford

Brand Name: Cole Haan
Product Name: Grand Atlantic Oxford
Gender: Men's
Color: Big Dipper Nubuck/Ivory
Price: $108.37MSRP: $125

Frye - Barrett Lace Up. Color Cognac. On sale for $173.60. MSRP $248.00. 30% off. 5.0 out of 5 stars

Frye Barrett Lace Up

Frye Barrett Lace Up

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Cognac
Price: $173.60MSRP: $248

Propet - Tanner. Color Brown. On sale for $148.49. MSRP $164.99. 10% off. 3.3 out of 5 stars

Propet Tanner

Propet Tanner

Brand Name: Propet
Product Name: Tanner
Gender: Men's
Color: Brown
Price: $148.49MSRP: $164.99

Calvin Klein - Fayze. Color Black Patent. Low Stock. On sale for $71.94. MSRP $115.00. 37% off. 5.0 out of 5 stars

Low Stock

Calvin Klein Fayze

Calvin Klein Fayze

Brand Name: Calvin Klein
Product Name: Fayze
Gender: Men's
Color: Black Patent
Price: $71.94MSRP: $115

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $116.65. MSRP $145.00. 20% off. 4.0 out of 5 stars

Florsheim Renegade Moc Toe Penny Loafer

Florsheim Renegade Moc Toe Penny Loafer

Brand Name: Florsheim
Product Name: Renegade Moc Toe Penny Loafer
Gender: Men's
Color: Cognac Multi
Price: $116.65MSRP: $145

Globe - Dover II Trek. Color Wheat/Gum/Summit. On sale for $87.46. MSRP $124.95. 30% off.

Globe Dover II Trek

Globe Dover II Trek

Brand Name: Globe
Product Name: Dover II Trek
Gender: Men's
Color: Wheat/Gum/Summit
Price: $87.46MSRP: $124.95

Nunn Bush - Centro Flex Wing Tip Oxford. Color Brown Crazy Horse. On sale for $84.92. MSRP $110.00. 23% off. 4.2 out of 5 stars

Nunn Bush Centro Flex Wing Tip Oxford

Nunn Bush Centro Flex Wing Tip Oxford

Brand Name: Nunn Bush
Product Name: Centro Flex Wing Tip Oxford
Gender: Men's
Color: Brown Crazy Horse
Price: $84.92MSRP: $110

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Raven Nubuck/Black/Midnight Moon. On sale for $151.20. MSRP $168.00. 10% off. 4.7 out of 5 stars

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wing Tip Oxford Lined
Gender: Men's
Color: Raven Nubuck/Black/Midnight Moon
Price: $151.20MSRP: $168

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Ironstone Nubuck/Natural/Paloma. On sale for $128.67. MSRP $168.00. 23% off. 4.7 out of 5 stars

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wing Tip Oxford Lined
Gender: Men's
Color: Ironstone Nubuck/Natural/Paloma
Price: $128.67MSRP: $168

Born - Todd. Color Dark Brown. On sale for $80.40. MSRP $115.00. 30% off. 3.8 out of 5 stars

Born Todd

Born Todd

Brand Name: Born
Product Name: Todd
Gender: Men's
Color: Dark Brown
Price: $80.40MSRP: $115

Kenneth Cole - Tully Cap Toe Oxford. Color Dark Grey Leather. On sale for $111.96. MSRP $159.95. 30% off. 3.0 out of 5 stars

Kenneth Cole Tully Cap Toe Oxford

Kenneth Cole Tully Cap Toe Oxford

Brand Name: Kenneth Cole
Product Name: Tully Cap Toe Oxford
Gender: Men's
Color: Dark Grey Leather
Price: $111.96MSRP: $159.95

Cole Haan - 2.Zerogrand Laser Wing Tip Oxford Lined. Color Irish Coffee Nubuck/Truffle/Molten Lava. Low Stock. On sale for $117.60. MSRP $168.00. 30% off. 4.7 out of 5 stars

Low Stock

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Cole Haan 2.Zerogrand Laser Wing Tip Oxford Lined

Brand Name: Cole Haan
Product Name: 2.Zerogrand Laser Wing Tip Oxford Lined
Gender: Men's
Color: Irish Coffee Nubuck/Truffle/Molten Lava
Price: $117.60MSRP: $168

Dr. Martens - 2976 Warmwair Grizzly Leather Chelsea Boots. Color Red. Low Stock. On sale for $90.00. MSRP $180.00. 50% off. 4.0 out of 5 stars

Low Stock

Dr. Martens 2976 Warmwair Grizzly Leather Chelsea Boots

Dr. Martens 2976 Warmwair Grizzly Leather Chelsea Boots

Brand Name: Dr. Martens
Product Name: 2976 Warmwair Grizzly Leather Chelsea Boots
Gender: Unisex
Color: Red
Price: $90MSRP: $180

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $69.97. MSRP $90.00. 22% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Silver
Price: $69.97MSRP: $90

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Gold. On sale for $69.97. MSRP $90.00. 22% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Gold
Price: $69.97MSRP: $90

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black. Low Stock. On sale for $69.97. MSRP $90.00. 22% off. 4.0 out of 5 stars

Low Stock

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black
Price: $69.97MSRP: $90