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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
Optical diamond stretch shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Le 31

New

Optical mini-circle shirt
Extra slim fit
discounted price Can$135.00
Olymp
Dotwork knit shirt
Slim fit
discounted price Can$99.00
Le 31
Fluid geo dot shirt
Slim fit
discounted price Can$99.00
Le 31
Tone-on-tone pattern shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Le 31
Geometric stretch shirt
Slim fit
discounted price Can$79.00
Le 31
Contrast-button piqué white shirt
Slim fit
discounted price Can$79.00
Le 31
Organic cotton mini-gingham shirt
Slim fit
discounted price Can$79.00
Le 31
Abstract bouquet stretch shirt
Slim fit
discounted price Can$79.00
Le 31
Two-tone stripe stretch shirt
Slim fit
discounted price Can$79.00
Le 31
Stretch cotton shirt
Slim fit
discounted price Can$69.00
Le 31
Two-tone stripe stretch shirt
Slim fit
discounted price Can$79.00
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $89.00 discounted price Can$59.95
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $89.00 discounted price Can$59.95
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $89.00 discounted price Can$59.95
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $89.00 discounted price Can$59.95
Le 31
Mini pattern pure cotton shirt
Slim fit
regular price $89.00 discounted price Can$59.95
Le 31
Retro mosaic fluid stretch shirt
Slim fit
regular price $99.00 discounted price Can$69.95
Hörst
Geo medallion fluid stretch shirt
Slim fit
regular price $99.00 discounted price Can$69.95
Hörst
Simple-flower fluid stretch shirt
Slim fit
discounted price Can$99.00
Hörst
Micro-check knit shirt
Slim fit
discounted price Can$99.00
Hörst
Optical check fluid stretch shirt
Slim fit
regular price $99.00 discounted price Can$69.95
Hörst
Two-tone dot fluid stretch shirt
Slim fit
regular price $99.00 discounted price Can$69.95
Hörst
Optical geometry knit shirt
Slim fit
discounted price Can$99.00
Hörst
Geo floral knit shirt
Slim fit
discounted price Can$99.00
Hörst
Micro-check knit shirt
Slim fit
discounted price Can$99.00
Hörst
Geo mosaic knit shirt
Slim fit
discounted price Can$99.00
Hörst
Silver-chain collar shirt
Slim fit
discounted price Can$99.00
Le 31
French-cuff stretch shirt
Slim fit
discounted price Can$99.00
Le 31
French-cuff stretch shirt
Slim fit
discounted price Can$99.00
Le 31
Organic cotton white tuxedo shirt
Slim fit
discounted price Can$279.00
Tiger of Sweden
Stretch taupe cotton shirt
Slim fit
discounted price Can$199.00
Tiger of Sweden

New

Stretch twill solid shirt
Slim fit
discounted price Can$159.00
Tiger of Sweden

New

Stretch twill solid shirt
Slim fit
discounted price Can$159.00
Tiger of Sweden

New

Stretch twill solid shirt
Slim fit
discounted price Can$159.00
Tiger of Sweden
Two-tone jacquard shirt
Slim fit
discounted price Can$229.00
Tiger of Sweden

New

Solid performance shirt
Slim fit
discounted price Can$79.00
Lindbergh

New

Solid performance shirt
Slim fit
discounted price Can$79.00
Lindbergh

New

Solid performance shirt
Slim fit
discounted price Can$79.00
Lindbergh

New

Light-blue twill shirt
Slim fit
discounted price Can$125.00
Lindbergh

Editor's pick

Minimalist stretch shirt
Slim fit
regular price $69.00 discounted price Can$29.95
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
regular price $69.00 discounted price Can$29.95
Le 31

Editor's pick

Minimalist stretch shirt
Slim fit
regular price $69.00 discounted price Can$29.95
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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