Dress under $299

1 - 23 of 23 products

Factory Second McAllister Wingtip Oxford Dress Shoe - Chili

Factory Second McAllister Wingtip Oxford Dress Shoe - Chili

-85%

Factory Second McAllister Wingtip Oxford Dress Shoe

$67.50~~$450.00~~-85%

Factory Second Strand Cap-Toe Oxford Dress Shoe - Walnut Brown

Factory Second Strand Cap-Toe Oxford Dress Shoe - Walnut Brown

-85%

Factory Second Strand Cap-Toe Oxford Dress Shoe

$67.50~~$450.00~~-85%

Factory Second Park Avenue Cap-toe Oxford with Dainite Sole - Walnut Brown

Factory Second Park Avenue Cap-toe Oxford with Dainite Sole - Black

-85%

Factory Second Park Avenue Cap-toe Oxford with Dainite Sole

$71.25~~$475.00~~-85%

Factory Second James Dress Loafer - Black Patent

Factory Second James Dress Loafer - Black Patent

-85%

Factory Second James Dress Loafer

$67.50~~$450.00~~-85%

Factory Second Windsor Plain-toe Derby Dress Shoe - Chili Leather

Factory Second Windsor Plain-toe Derby Dress Shoe - Chili Leather

-85%

Factory Second Windsor Plain-toe Derby Dress Shoe

$67.50~~$450.00~~-85%

Factory Second Strandmok Cap-toe Oxford - Brown

Factory Second Strandmok Cap-toe Oxford - Brown

-85%

Factory Second Strandmok Cap-toe Oxford

$67.50~~$450.00~~-85%

Factory Second Park Avenue Cap-toe Derby Dress Shoe - Mahogany

Factory Second Park Avenue Cap-toe Derby Dress Shoe - Chili Leather

-85%

Factory Second Park Avenue Cap-toe Derby Dress Shoe

$67.50~~$450.00~~-85%

Factory Second Fifth Avenue Oxford with Dainite Rubber Sole - Coffee Brown

Factory Second Fifth Avenue Oxford with Dainite Rubber Sole - Chill Leather

-85%

Factory Second Fifth Avenue Oxford with Dainite Rubber Sole

$71.25~~$475.00~~-85%

Factory Second Park Avenue Cap-Toe Oxford - Walnut Brown

Factory Second Park Avenue Cap-Toe Oxford - Black

-85%

Factory Second Park Avenue Cap-Toe Oxford

$67.50~~$450.00~~-85%

Factory Second Carlyle Plain-toe Oxford - Black Patent

Factory Second Carlyle Plain-toe Oxford - Chili

-85%

Factory Second Carlyle Plain-toe Oxford

$67.50~~$450.00~~-85%

Factory Second Fifth Avenue Cap-toe Oxford Dress Shoe - Coffee Brown

Factory Second Fifth Avenue Cap-toe Oxford Dress Shoe - Black Leather

-85%

Factory Second Fifth Avenue Cap-toe Oxford Dress Shoe

$67.50~~$450.00~~-85%

Robinson Smoking Slip-on Loafer - Navy Velvet

Robinson Smoking Slip-on Loafer - Green Velvet

-85%

Robinson Smoking Slip-on Loafer

$67.50~~$450.00~~-85%

Randolph 2.0 Penny Loafer - Pewter Suede

Randolph 2.0 Penny Loafer - Pewter Suede

WIDE WIDTHS AVAILABLE-85%

Randolph 2.0 Penny Loafer

$63.75~~$425.00~~-85%

Park Avenue Cap-toe Oxford Dress Sneaker - Chili Leather

Park Avenue Cap-toe Oxford Dress Sneaker - Chili Leather

-70%

Park Avenue Cap-toe Oxford Dress Sneaker

$90.00~~$300.00~~-70%

Carson Lace-up Hybrid Wingtip Oxford - Walnut Leather

Carson Lace-up Hybrid Wingtip Oxford - Denim Suede

-85%

Carson Lace-up Hybrid Wingtip Oxford

$52.50~~$350.00~~-85%

Winston Wingtip Sneaker - Vintage Hickory Leather

Winston Wingtip Sneaker - Camel Nubuck

-85%

Winston Wingtip Sneaker

$52.50~~$350.00~~-85%

Strand Oxford Dress Sneaker - Walnut Brown Leather

Strand Oxford Dress Sneaker - Grey Suede

-70%

Strand Oxford Dress Sneaker

$90.00~~$300.00~~-70%

Randolph Slip-on Sneaker - Chili Leather

Randolph Slip-on Sneaker - Black Leather

-70%

Randolph Slip-on Sneaker

$90.00~~$300.00~~-70%

St. John's Double Monk Strap Dress Shoe - Black Leather

St. John's Double Monk Strap Dress Shoe - Walnut Brown Leather

-85%

St. John's Double Monk Strap Dress Shoe

$63.75~~$425.00~~-85%

Winston Wingtip Dress Derby - Walnut Leather

Winston Wingtip Dress Derby - Walnut Leather

-85%

Winston Wingtip Dress Derby

$67.50~~$450.00~~-85%

Fifth Avenue Cap-toe Oxford Dress Shoe with Dainite Sole - Walnut Brown Leather

Fifth Avenue Cap-toe Oxford Dress Shoe with Dainite Sole - Black Leather

-85%

Fifth Avenue Cap-toe Oxford Dress Shoe with Dainite Sole

$71.25~~$475.00~~-85%

Porter City Derby Lace-up Sneaker

Porter City Derby Lace-up Sneaker - Black Leather

-85%

Porter City Derby Lace-up Sneaker

$52.50~~$350.00~~-85%

Fifth Avenue Cap-toe Oxford Dress Shoe

Fifth Avenue Cap-toe Oxford Dress Shoe - Mahogany Leather

-85%

Fifth Avenue Cap-toe Oxford Dress Shoe

$67.50~~$450.00~~-85%