Men's Tailored Fit Dress Shirts

  • Tiger of Sweden

    Filbrodie shirt
    Slim fit

    Can$159.00

  • Le 31

    Dotwork paisley shirt
    Slim fit

    Can$79.00

  • Editor's pick

    Le 31

    English garden shirt
    Slim fit

    $69.00 Can$39.95

  • Le 31

    Abstract watercolor shirt
    Slim fit

    Can$79.00

  • Le 31

    Faux-denim floral shirt
    Slim fit

    Can$79.00

  • Editor's pick

    Le 31

    Minimalist stretch shirt
    Slim fit

    Can$69.00

  • Le 31

    Stretch honeycomb pattern shirt
    Slim fit

    Can$79.00

  • Editor's pick

    Le 31

    Minimalist stretch shirt
    Slim fit

    Can$69.00

  • Le 31

    Enchanting bouquet shirt
    Slim fit

    Can$79.00

  • Editor's pick

    Le 31

    Minimalist stretch shirt
    Slim fit

    Can$69.00

  • Le 31

    Floral stamp shirt
    Slim fit

    Can$79.00

  • Le 31

    Geo jacquard emerald shirt
    Slim fit

    Can$79.00

  • Le 31

    Retro mosaic shirt
    Slim fit

    Can$79.00

  • Le 31

    Monochrome rose shirt
    Slim fit

    Can$79.00

  • Le 31

    Two-tone mosaic shirt
    Slim fit

    Can$79.00

  • Le 31

    Geo scale shirt
    Slim fit

    Can$79.00

  • Le 31

    Grey flower piqué shirt
    Slim fit

    Can$79.00

  • Editor's pick

    Le 31

    Stretch piqué performance shirt
    Slim fit
    Innovation collection

    Can$99.00

  • Le 31

    Striped check shirt
    Slim fit

    Can$79.00

  • Hörst

    Solid shirt
    Slim fit

    Can$79.00

  • Hörst

    Solid business shirt
    Slim fit

    Can$79.00

  • Olymp

    White jersey shirt
    Slim fit

    Can$135.00

  • Tiger of Sweden

    Filbrodie shirt
    Slim fit

    Can$159.00

  • Tiger of Sweden

    Farrell 5 solid shirt
    Slim fit

    Can$159.00

loading
34 items
Sort by:

We're sorry, no results were found.

loading

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.