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Men's Tailored Fit Dress Shirts

Slim Fit

A style that hugs the body, with shoulders and sleeves that are narrow and streamlined.

Slim fit shirt
Organic cotton mini-gingham shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Le 31
Geometric stretch shirt
Slim fit
regular price $79.00 discounted price Can$59.95
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
Optical mini-circle shirt
Slim fit
regular price $135.00 discounted price Can$99.95
Olymp
Dotwork knit shirt
Slim fit
regular price $99.00 discounted price Can$69.95
Le 31
Fluid geo dot shirt
Slim fit
regular price $99.00 discounted price Can$49.95
Le 31
Tone-on-tone pattern shirt
Slim fit
regular price $79.00 discounted price Can$29.95
Le 31
Geometric stretch shirt
Slim fit
regular price $79.00 discounted price Can$59.95
Le 31
Contrast-button piqué white shirt
Slim fit
discounted price Can$79.00
Le 31
Abstract bouquet stretch shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Le 31
Two-tone stripe stretch shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Le 31
Stretch cotton shirt
Slim fit
discounted price Can$69.00
Le 31
Optical geometry knit shirt
Slim fit
regular price $99.00 discounted price Can$69.95
Hörst
Geo mosaic knit shirt
Slim fit
regular price $99.00 discounted price Can$69.95
Hörst
Silver-chain collar shirt
Slim fit
regular price $99.00 discounted price Can$49.95
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 twill solid shirt
Slim fit
discounted price Can$159.00
Tiger of Sweden
Stretch twill solid shirt
Slim fit
discounted price Can$159.00
Tiger of Sweden
Stretch twill solid shirt
Slim fit
discounted price Can$159.00
Tiger of Sweden
Solid performance shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Lindbergh
Light-blue twill shirt
Slim fit
regular price $125.00 discounted price Can$59.95
Lindbergh
Pure cotton twill shirt
Slim fit
regular price $125.00 discounted price Can$59.95
Lindbergh
Easy-iron Oxford shirt
Slim fit
discounted price Can$158.00
HUGO
Raven black poplin shirt
Slim fit
discounted price Can$138.00
HUGO
Sequin bib black shirt
Slim fit
discounted price Can$198.00
HUGO
Two-tone stripe pure cotton shirt
Relaxed fit
discounted price Can$79.00
Lindbergh
Stretch cotton shirt
Slim fit
regular price $69.00 discounted price Can$29.95
Le 31
Two-tone stripe stretch shirt
Slim fit
regular price $79.00 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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