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Men's Tailored Fit Dress Shirts

Editor's pick

Stretch piqué performance shirt
Slim fit
Innovation collection
discounted price Can$99.00
Le 31

Editor's pick

Stretch piqué performance shirt
Slim fit
Innovation collection
discounted price Can$99.00
Le 31

Editor's pick

Stretch piqué performance shirt
Slim fit
Innovation collection
discounted price Can$99.00
Le 31
Geo scale shirt
Slim fit
discounted price Can$79.00
Le 31
Monochrome check shirt
Slim fit
discounted price Can$79.00
Le 31
Flannel-like micro-jacquard shirt
Slim fit
discounted price Can$79.00
Le 31
Tone-on-tone pattern shirt
Slim fit
discounted price Can$79.00
Le 31
Chevron stripe shirt
Slim fit
discounted price Can$79.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price Can$69.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price Can$69.00
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
discounted price Can$69.00
Le 31

New

Black-trimmed white shirt
Slim fit
discounted price Can$150.00
Olymp

New

Dotted lines shirt
Slim fit
discounted price Can$150.00
Olymp

New

Pixel stripe shirt
Slim fit
discounted price Can$150.00
Olymp

New

Optical diamond shirt
Slim fit
discounted price Can$150.00
Olymp

New

White flower coffee-coloured shirt
Slim fit
discounted price Can$250.00
Sand
Farrell 5 solid shirt
Slim fit
discounted price Can$169.00
Tiger of Sweden
Farrell 5 solid shirt
Slim fit
discounted price Can$169.00
Tiger of Sweden
Adley textured shirt
Slim fit
discounted price Can$169.00
Tiger of Sweden
Online only

New

Satine stretch shirt
Slim fit
discounted price Can$189.00
Tiger of Sweden

New

Light pink jacquard check shirt
Slim fit
discounted price Can$199.00
Tiger of Sweden
Contrasting foliage shirt
Slim fit
discounted price Can$188.00
HUGO
Monogram underside solid shirt
Slim fit
discounted price Can$138.00
HUGO
Jacquard geometry shirt
Slim fit
discounted price Can$158.00
HUGO
Medallion shirt
Athletic fit
regular price $79.00 discounted price Can$49.95
Le 31
Optical dot shirt
Athletic fit
discounted price Can$79.00
Le 31

Men's Slim Fit Dress Shirts

At Simons, we offer a trendy, handpicked selection of tailored-fit shirts from renowned international brands as well as our very own private label, Le 31. What can you expect from our designs? High-quality materials, abundant colour and pattern options, fine detailing, and thoughtful added features, such as hidden buttoned point collars. 

With our Fit Finder tool, you can be confident that your shirt will fit your frame as intended. Through a series of simple steps, you will enter your height and weight, belly shape, chest shape, age, and your fit preference—tighter or looser. You can even compare sizes with brands you normally wear. At the end, we'll give you your sizing options and a compatibility rating for each. Simple.

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