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Boots on Sale $50 & Under

Shop Boots Deals

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Size 8.5 Office & Career Round Toe Shoes

18 items found

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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

BILLY Footwear - Work Comfort Lo. Color Black/Black. On sale for $57.24. MSRP $90.00. 36% off. 4.8 out of 5 stars

BILLY Footwear Work Comfort Lo

BILLY Footwear Work Comfort Lo

Brand Name: BILLY Footwear
Product Name: Work Comfort Lo
Gender: Men's
Color: Black/Black
Price: $57.24MSRP: $90

Cole Haan - Chamberlin Grand Plain Toe Oxfords. Color British Tan Nubuck/Black Water Resistant. On sale for $116.07. MSRP $130.00. 11% off.

Cole Haan Chamberlin Grand Plain Toe Oxfords

Cole Haan Chamberlin Grand Plain Toe Oxfords

Brand Name: Cole Haan
Product Name: Chamberlin Grand Plain Toe Oxfords
Gender: Men's
Color: British Tan Nubuck/Black Water Resistant
Price: $116.07MSRP: $130

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $98.00. 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: $98MSRP: $120

Johnston & Murphy - Jenson Plain Toe. Color Tan European Calfskin. Low Stock. On sale for $110.00. MSRP $275.00. 60% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Jenson Plain Toe

Johnston & Murphy Jenson Plain Toe

Brand Name: Johnston & Murphy
Product Name: Jenson Plain Toe
Gender: Men's
Color: Tan European Calfskin
Price: $110MSRP: $275

Cole Haan - Grand Remix Oxford. Color Truffle Nubuck/Irish Coffee. Low Stock. On sale for $117.00. MSRP $130.00. 10% off. 4.7 out of 5 stars

Low Stock

Cole Haan Grand Remix Oxford

Cole Haan Grand Remix Oxford

Brand Name: Cole Haan
Product Name: Grand Remix Oxford
Gender: Men's
Color: Truffle Nubuck/Irish Coffee
Price: $117MSRP: $130

Nunn Bush - MAC Moccasin Toe Oxford. Color Brown. Low Stock. On sale for $78.42. MSRP $100.00. 22% off. 5.0 out of 5 stars

Low Stock

Nunn Bush MAC Moccasin Toe Oxford

Nunn Bush MAC Moccasin Toe Oxford

Brand Name: Nunn Bush
Product Name: MAC Moccasin Toe Oxford
Gender: Men's
Color: Brown
Price: $78.42MSRP: $100

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

Johnston & Murphy - Calder Chukka. Color Mahogany Full Grain. On sale for $82.60. MSRP $165.00. 50% off. 4.0 out of 5 stars

Johnston & Murphy Calder Chukka

Johnston & Murphy Calder Chukka

Brand Name: Johnston & Murphy
Product Name: Calder Chukka
Gender: Men's
Color: Mahogany Full Grain
Price: $82.60MSRP: $165

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $85.75. MSRP $104.95. 18% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Gill Saddle Slip-On Loafer

Stacy Adams Gill Saddle Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Gill Saddle Slip-On Loafer
Gender: Men's
Color: Mushroom Multi
Price: $85.75MSRP: $104.95

Merrell - Jungle Moc Nubuck. Color Brown Nubuck. Low Stock. On sale for $55.00. MSRP $110.00. 50% off. 4.6 out of 5 stars

Low Stock

Merrell Jungle Moc Nubuck

Merrell Jungle Moc Nubuck

Brand Name: Merrell
Product Name: Jungle Moc Nubuck
Gender: Men's
Color: Brown Nubuck
Price: $55MSRP: $110

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

Kenneth Cole - Winston. Color Mocha Multi. $159.95.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Mocha Multi
Price: $159.95

Kenneth Cole - Winston. Color Dark Brown Multi. $159.95.

Kenneth Cole Winston

Kenneth Cole Winston

Brand Name: Kenneth Cole
Product Name: Winston
Gender: Men's
Color: Dark Brown Multi
Price: $159.95

Johnston & Murphy - Cormac Cap Toe. Color Black Italian Calfskin. Low Stock. On sale for $221.25. MSRP $295.00. 25% 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: Black Italian Calfskin
Price: $221.25MSRP: $295

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

Vince Camuto - Lyre. Color Cognac/Brown. Low Stock. On sale for $134.10. MSRP $149.00. 10% off. 4.0 out of 5 stars

Low Stock

Vince Camuto Lyre

Vince Camuto Lyre

Brand Name: Vince Camuto
Product Name: Lyre
Gender: Men's
Color: Cognac/Brown
Price: $134.10MSRP: $149

Johnston & Murphy - Sullivan Cap Toe. Color Espresso Italian Calfskin. On sale for $179.10. MSRP $199.00. 10% off.

Johnston & Murphy Sullivan Cap Toe

Johnston & Murphy Sullivan Cap Toe

Brand Name: Johnston & Murphy
Product Name: Sullivan Cap Toe
Gender: Men's
Color: Espresso Italian Calfskin
Price: $179.10MSRP: $199