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Men's Dress Shoes

FEATURED


Santiago croc penny loafers
Men
regular price $295.00 discounted price Can$199.95
Simons
Natan cow-print pony hair leather penny loafers
Men
regular price $190.00 discounted price Can$129.95
Steve Madden
Duval patent leather derby shoes
Men
regular price $180.00 discounted price Can$129.95
Steve Madden
Smooth Leather Penny Loafers

These trendsetting loafers made in Spain are a dapper way to complete your looks for special occasions.

Simons exclusive

Loafers

$225.00
Smooth leather penny loafers
Leather brogue shoe
Men
discounted price Can$195.00
Simons
Leather brogue shoe
Men
discounted price Can$195.00
Simons

New

Suede derby shoes
Men
discounted price Can$195.00
Simons
Santiago suede penny loafers
Men
regular price $275.00 discounted price Can$199.95
Simons
Don brown suede penny loafers
Men
regular price $250.00 discounted price Can$149.95
Camper

New

Calev penny loafers
Men
discounted price Can$269.00
BOSS
Langleyy derby shoes
Men
regular price $115.00 discounted price Can$79.95
Steve Madden
Planche derby shoes
Men
discounted price Can$180.00
Steve Madden
Planche derby shoes
Men
discounted price Can$180.00
Steve Madden
Daedric derby shoes
Men
regular price $180.00 discounted price Can$129.95
Steve Madden
Daedric derby shoes
Men
regular price $180.00 discounted price Can$129.95
Steve Madden
Marbry derby shoes
Men
discounted price Can$115.00
Steve Madden
Marbry derby shoes
Men
discounted price Can$115.00
Steve Madden
Hettick suede penny loafers
Men
regular price $180.00 discounted price Can$99.95
Steve Madden
Newbury braided-side loafers
Men
discounted price Can$190.00
Steve Madden
Neoclassic Grand loafers
Men
discounted price Can$230.00
Cole Haan
Neoclassic Grand derby shoes
Men
discounted price Can$230.00
Cole Haan
Mansfield Grand Quick-On derby shoes
Men
regular price $260.00 discounted price Can$149.95
Cole Haan
Mansfield Grand Quick-On derby shoes
Men
regular price $260.00 discounted price Can$149.95
Cole Haan
Alston penny loafers
Men
discounted price Can$238.00
Polo Ralph Lauren
Asher derby shoes
Men
regular price $258.00 discounted price Can$199.95
Polo Ralph Lauren
Asher derby shoes
Men
regular price $258.00 discounted price Can$199.95
Polo Ralph Lauren
Adrian snaffle kiltie loafers
Men
discounted price Can$210.00
Dr. Martens
Adrian snaffle kiltie loafers
Men
discounted price Can$210.00
Dr. Martens
1461 Ambassador derby shoes
Men
discounted price Can$210.00
Dr. Martens
Adrian mules
Men
discounted price Can$195.00
Dr. Martens
Brown leather boat shoes
Men
regular price $125.00 discounted price Can$99.95
Simons
Brown leather notched boat shoes
Men
regular price $175.00 discounted price Can$99.95
Simons
Colour block boat shoes regular price $175.00 discounted price Can$99.95
Simons
Navy-blue suede boat shoes
Men
regular price $125.00 discounted price Can$99.95
Simons
Portland Artisan boat shoe discounted price Can$320.00
Sebago
Portland Artisan boat shoe discounted price Can$320.00
Sebago
Ranger Tale white boat shoe regular price $350.00 discounted price Can$199.95
Sebago
Ranger Waxy black boat shoes regular price $350.00 discounted price Can$199.95
Sebago
Wilde braided upper penny loafers
Men
discounted price Can$495.00
Duke + Dexter
Wilde snake penny loafers
Men
discounted price Can$495.00
Duke + Dexter

Last Chance


Chunky notched sole leather brogue shoes
Men
regular price $225.00 discounted price Can$149.95
Simons
Chunky notched sole leather brogue shoes
Men
regular price $225.00 discounted price Can$149.95
Simons
Leopard tassel loafers
Men
regular price $250.00 discounted price Can$99.95
Simons
Glossy leather derby shoes
Men
regular price $180.00 discounted price Can$49.95
Simons
Gordon derby shoes
Men
regular price $195.00 discounted price Can$149.95
Simons

Men's Dress Shoes: Classic Style for Every Occasion

Step into timeless sophistication with our collection of men's dress shoes, crafted for comfort, polish, and making a lasting impression. Whether you're suiting up for a special event or elevating your everyday office look, the right pair of shoes completes your outfit with confidence.

Choose from essential styles like black or brown dress shoes that pair effortlessly with everything from tailored suits to smart trousers. Discover classic Oxford shoes for a truly formal look, or opt for refined penny loafers for an easy slip-on option that still delivers style and structure.

From boardroom meetings to evening celebrations, these men's dress shoes offer the perfect blend of elegance and versatility—because every step should speak style.