Skip to main content
Free shipping over $50 for The Simons members
& Easy returns: $9.99 flat fee (exceptions may apply)

Men's Dress Shoes

Larson Weejuns loafers
Men
discounted price US$210.00
G.H.BASS
Larson Weejuns loafers
Men
discounted price US$210.00
G.H.BASS
Larson Weejuns loafers
Men
discounted price US$210.00
G.H.BASS
Larson Weejuns loafers
Men
discounted price US$210.00
G.H.BASS
Larson Lug Weejuns loafers
Men
discounted price US$220.00
G.H.BASS
Larson Lug Weejuns loafers
Men
discounted price US$220.00
G.H.BASS
Layton Lug kiltie Weejuns loafers
Men
discounted price US$230.00
G.H.BASS
Lennox tassel Weejuns loafers
Men
discounted price US$220.00
G.H.BASS
Lincoln Lug Weejuns bit loafers
Men
discounted price US$230.00
G.H.BASS
Winston Weejuns loafer mules
Men
discounted price US$210.00
G.H.BASS
Stanley penny loafers
Men
regular price $190.00 discounted price US$139.95
Shoe The Bear
Stanley penny loafers
Men
regular price $190.00 discounted price US$139.95
Shoe The Bear
Stanley leather blucher shoes
Men
regular price $190.00 discounted price US$139.95
Shoe The Bear
Alex M leather tassel loafers
Men
discounted price US$200.00
Vagabond Shoemakers
Cameron penny loafers
Men
discounted price US$210.00
Vagabond Shoemakers
Alex M leather derby shoes
Men
discounted price US$190.00
Vagabond Shoemakers
Alex M leather derby shoes
Men
discounted price US$190.00
Vagabond Shoemakers
Adrian tassel kiltie loafers
Men
discounted price US$150.00
Dr. Martens
Penton smooth leather loafers
Men
discounted price US$190.00
Dr. Martens
Adrian snaffle kiltie loafers
Men
discounted price US$160.00
Dr. Martens
Isham suede mules
Men
discounted price US$150.00
Dr. Martens
Ramsey monk KLT shoes
Men
discounted price US$180.00
Dr. Martens
Ramsey monk KLT shoes
Men
discounted price US$180.00
Dr. Martens
Savannah tan nubuck 1461 derby shoes
Men
discounted price US$150.00
Dr. Martens
1461 derby shoes
Men
discounted price US$150.00
Dr. Martens
Matte derby shoes
Men
discounted price US$200.00
Martine Rose x Clarks
Matte derby shoes
Men
discounted price US$200.00
Martine Rose x Clarks
Matte derby shoes
Men
discounted price US$200.00
Martine Rose x Clarks
Chunky sole derby shoes
Men
discounted price US$220.00
Simons
Triple stripe platform loafers
Men
discounted price US$220.00
Simons
Taupe notched-sole loafers
Men
discounted price US$180.00
Simons
Asher derby shoes
Men
discounted price US$210.00
Polo Ralph Lauren
Asher derby shoes
Men
discounted price US$210.00
Polo Ralph Lauren
Maroone derby shoes
Men
discounted price US$89.00
Steve Madden
Maroone derby shoes
Men
discounted price US$89.00
Steve Madden
Mondo derby shoes
Men
discounted price US$89.00
Steve Madden
Daedric derby shoe
Men
discounted price US$140.00
Steve Madden
Aalon derby shoes
Men
discounted price US$140.00
Steve Madden
Efrian penny loafers
Men
discounted price US$140.00
Steve Madden
Efrian penny loafers
Men
discounted price US$140.00
Steve Madden
Luce oxford shoes
Men
regular price $150.00 discounted price US$99.95
Steve Madden
Gaudin derby shoes
Men
discounted price US$140.00
Steve Madden
Osborn Grand derby shoes
Men
discounted price US$200.00
Cole Haan
Osborn Grand derby shoes
Men
discounted price US$200.00
Cole Haan
Tan GrandPrø Topspin sneakers
Men
discounted price US$170.00
Cole Haan
2.ZERØGRAND Laser Wingtip Oxford sneakers
Men
regular price $220.00 discounted price US$159.95
Cole Haan
Cognac Colby derby shoes
Men
regular price $200.00 discounted price US$139.95
BOSS
Colby derby shoes
Men
discounted price US$200.00
BOSS
Clay casual suede loafers
Men
regular price $200.00 discounted price US$139.95
BOSS
Denzel monogram derby shoes
Men
discounted price US$190.00
HUGO
Richayl leather penny loafers
Men
discounted price US$260.00
BOSS
Richayl leather derby shoes
Men
discounted price US$240.00
BOSS
Three-eye lug-sole boat shoes
Men
discounted price US$150.00
Timberland
Suede three-eye lug-sole boat shoes
Men
regular price $160.00 discounted price US$99.95
Timberland

New

Authentic Original™ Double Sole boat shoes
Men
discounted price US$130.00
Sperry Top Sider
Authentic Original™ boat shoes
Men
discounted price US$99.00
Sperry Top Sider


Shop In-Demand Brands