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

Men's Modern Fit Dress Shirts

Modern Fit

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

Modern fit shirt
Stretch shirt
Modern fit
discounted price Can$59.00
Soul of London
Solid stretch twill shirt
Modern fit
discounted price Can$59.00
Soul of London
Solid stretch twill shirt
Modern fit
regular price $59.00 discounted price Can$29.95
Soul of London
+3

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$69.95
Le 31
Painterly foliage shirt
Modern fit
regular price $79.00 discounted price Can$49.95
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$49.95
Le 31
Blue floral shirt
Modern fit
regular price $79.00 discounted price Can$49.95
Le 31
Dot diamond shirt
Modern fit
regular price $89.00 discounted price Can$49.95
Le 31
Contrast micro-flower shirt
Modern fit
regular price $89.00 discounted price Can$49.95
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$69.95
Le 31
Houndstooth shirt
Modern fit
regular price $99.00 discounted price Can$49.95
Le 31
No-iron micro-pattern shirt
Modern fit
regular price $150.00 discounted price Can$99.95
Olymp
No-iron micro-pattern shirt
Modern fit
regular price $150.00 discounted price Can$99.95
Olymp
Solid twill 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$69.95
Lindbergh
Geo mosaic shirt
Modern fit
regular price $99.00 discounted price Can$69.95
Lindbergh
Stretch solid shirt
Slim fit
regular price $99.00 discounted price Can$49.95
Hörst
Stretch solid shirt
Slim fit
regular price $99.00 discounted price Can$49.95
Hörst
Japanese knit clay-stripe shirt
Slim fit
regular price $225.00 discounted price Can$149.95
Profuomo
Piqué Japanese knit shirt
Slim fit
regular price $225.00 discounted price Can$99.95
Profuomo
Pure linen shirt
Regular fit
discounted price Can$195.00
Seidensticker
Solid stretch shirt
Modern fit
Innovation collection
regular price $89.00 discounted price Can$69.95
Le 31
Geo micro-pattern navy shirt
Modern fit
regular price $69.00 discounted price Can$29.95
Soul of London
Spring flowers shirt
Modern fit
regular price $69.00 discounted price Can$29.95
Soul of London
Stretch shirt
Modern fit
regular price $59.00 discounted price Can$29.95
Soul of London
Stretch shirt
Modern fit
regular price $59.00 discounted price Can$29.95
Soul of London
Stretch shirt
Modern fit
regular price $59.00 discounted price Can$29.95
Soul of London
Little pink heart shirt
Modern fit
regular price $125.00 discounted price Can$29.95
Le 31
Pink micro-flower shirt
Modern fit
regular price $89.00 discounted price Can$49.95
Le 31
Two-tone rectangle shirt
Modern fit
regular price $89.00 discounted price Can$29.95
Le 31
Mini-star stretch shirt
Modern fit
regular price $79.00 discounted price Can$49.95
Victor Emmanuel
Contrast azure flower shirt
Modern fit
regular price $125.00 discounted price Can$49.95
Le 31
Monochrome floral shirt
Modern fit
regular price $175.00 discounted price Can$49.95
Olymp
Geo floral slate shirt
Modern fit
regular price $150.00 discounted price Can$49.95
Olymp
Geo dot navy shirt
Modern fit
regular price $150.00 discounted price Can$49.95
Olymp
Cotton-linen grey shirt
Slim fit
regular price $150.00 discounted price Can$99.95
Profuomo
Clay Japanese knit shirt
Slim fit
regular price $225.00 discounted price Can$99.95
Profuomo
Grey stripe cotton-linen shirt
Slim fit
regular price $150.00 discounted price Can$99.95
Profuomo