Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)

Men's Dress Shirts

FEATURED


Blue-stripe Oxford shirt
Standard fit
regular price $125.00 discounted price Can$69.95
Le 31
Blue mini-gingham shirt
Comfort fit
regular price $125.00 discounted price Can$69.95
Le 31
Pyjama-stripe shirt
Modern fit
regular price $125.00 discounted price Can$69.95
Le 31


Modern Fit

Tailored to hug the body with fitted shoulders and narrow sleeves.

Modern fit shirt
Buttoned-collar Oxford shirt
Modern fit
regular price $125.00 discounted price Can$79.95
Le 31
Buttoned-collar Oxford shirt
Modern fit
regular price $125.00 discounted price Can$79.95
Le 31
+2

Editor's pick

Stretch shirt
Modern fit
discounted price Can$125.00
Le 31

Editor's pick

Denim shirt with pearly buttons
Modern fit
regular price $99.00 discounted price Can$49.95
Le 31
Buttoned-collar Oxford shirt
Modern fit
regular price $125.00 discounted price Can$79.95
Le 31
Painterly foliage shirt
Modern fit
regular price $79.00 discounted price Can$29.95
Le 31
Organic cotton mini-gingham shirt
Modern fit
regular price $79.00 discounted price Can$49.95
Le 31
Lush garden textured shirt
Modern fit
regular price $79.00 discounted price Can$49.95
Le 31
Toile de Jouy pattern shirt
Modern fit
regular price $79.00 discounted price Can$49.95
Le 31
Wildflower shirt
Modern fit
regular price $79.00 discounted price Can$49.95
Le 31
Blue micro-pattern shirt
Modern fit
regular price $79.00 discounted price Can$29.95
Le 31
Blue floral shirt
Modern fit
regular price $79.00 discounted price Can$29.95
Le 31
Dot diamond shirt
Modern fit
regular price $89.00 discounted price Can$29.95
Le 31
Contrast micro-flower shirt
Modern fit
regular price $89.00 discounted price Can$29.95
Le 31
Banker-stripe navy shirt
Modern fit
regular price $125.00 discounted price Can$69.95
Le 31

Editor's pick

Marzotto Touch 96 pure wool shirt
Modern fit
discounted price Can$225.00
Le 31
Pink-stripe Oxford shirt
Modern fit
regular price $125.00 discounted price Can$49.95
Le 31
Satiny foliage fluid shirt
Modern fit
regular price $99.00 discounted price Can$69.95
Le 31
Cherry-pattern fluid shirt
Modern fit
regular price $125.00 discounted price Can$49.95
Le 31
Contrast stripe shirt
Modern fit
regular price $175.00 discounted price Can$49.95
Olymp
Green stripe shirt
Modern fit
regular price $150.00 discounted price Can$49.95
Olymp
Blue pinstripes poplin shirt
Modern fit
regular price $99.00 discounted price Can$69.95
Lindbergh
Contrast button Dobby shirt
Modern fit
regular price $99.00 discounted price Can$69.95
Lindbergh
Contrast button Dobby shirt
Modern fit
regular price $99.00 discounted price Can$69.95
Lindbergh
Solid twill shirt
Modern fit
regular price $99.00 discounted price Can$49.95
Lindbergh
Solid twill shirt
Modern fit
regular price $99.00 discounted price Can$49.95
Lindbergh
Geo mosaic shirt
Modern fit
regular price $99.00 discounted price Can$49.95
Lindbergh

New

Blue mini-flower shirt
Modern fit
discounted price Can$125.00
Lindbergh

Slim Fit

Tailored to hug the body tightly with fitted shoulders and narrow sleeves.

Slim fit shirt
Blue mini-flower shirt
Slim fit
regular price $79.00 discounted price Can$29.95
Le 31
Sky-blue mosaic shirt
Slim fit
regular price $79.00 discounted price Can$29.95
Le 31
Sepia flowers shirt
Slim fit
regular price $99.00 discounted price Can$49.95
Le 31
Navy nautical-stripe shirt
Slim fit
regular price $99.00 discounted price Can$49.95
Le 31

New

Wildflower shirt
Slim fit
discounted price Can$125.00
Le 31

New

Blue floral shirt
Slim fit
discounted price Can$125.00
Le 31
Stretch solid shirt
Slim fit
regular price $99.00 discounted price Can$29.95
Hörst

New

Navy stretch 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
Stretch twill solid shirt
Slim fit
discounted price Can$159.00
Tiger of Sweden
SuperFlex solid shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Lindbergh
SuperFlex solid shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Lindbergh
SuperFlex solid shirt
Slim fit
regular price $79.00 discounted price Can$49.95
Lindbergh

Men's Dress Shirts

Our wide selection of men's dress shirts features slim, modern, and comfort fits. No matter what your silhouette and preferences are, we have the styles to suit your needs.

Many of our shirts are easy to care for and come in a variety of sizes for an elegant, effortless, and hassle-free look. Put your trust in reputable labels like Tiger of Sweden, Olymp, Lindergh, HUGO, Seidensticker, and our exclusive Le 31 collection. Our minimalist and classic designs will look great with bow ties, classic ties, and dress jackets. For a more relaxed, yet neat look, pair our shirts adorned with playful prints with your favourite jeans.

Flag of the United States

Are you in the United States?

Visit simons.com