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

Men's Check & Plaid Shirts

New

Check corduroy shirt
Relaxed fit
discounted price Can$79.00
Lindbergh
Modern check shirt
Relaxed fit
discounted price Can$69.00
Lindbergh
Textured check overshirt discounted price Can$135.00
Lindbergh

New

Giant check brushed overshirt discounted price Can$89.00
Point Zero

New

Check brushed overshirt discounted price Can$89.00
Point Zero
Lightweight cotton check shirt discounted price Can$60.00
Jack & Jones

New

Ombré check knit shirt
Boxy fit
discounted price Can$98.00
Levi's
Canadian overshirt discounted price Can$145.00
Hooké
Caramel check flannel shirt discounted price Can$95.00
Wrangler
Red check flannel shirt discounted price Can$95.00
Wrangler
Blue check Oxford shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Tricolour check Oxford shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Blue check flannel shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Plaid Oxford shirt discounted price Can$175.00
Polo Ralph Lauren
Gingham Oxford shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Flannel checkered shirt discounted price Can$175.00
Polo Ralph Lauren

New

Giant-tartan shirt
Tailored fit
discounted price Can$160.00
Barbour
Indigo check overshirt discounted price Can$238.00
Scotch & Soda

New

Shaded-check flannel shirt discounted price Can$165.00
DUNST
Frayed-hem check shirt discounted price Can$350.00
Found

New

Olive accent check shirt discounted price Can$199.00
HUGO
Gingham flannel shirt discounted price Can$495.00
Emporio Armani
Checkered seersucker shirt discounted price Can$350.00
PS Paul Smith
Nathan plaid overshirt discounted price Can$525.00
A.P.C.

Flannel and Plaid Shirts for Men

Comfortably layer up with soft and rugged flannel shirts, perfect for cooler, crisp days and laid-back looks. Whether worn open over a tee or buttoned up, they bring warmth and effortless style to your wardrobe.

Add a touch of classic pattern with our collection of plaid shirts, available in a range of colours and fits. Ideal for weekend wear or casual Fridays, they're a go-to for those who love a timeless, relaxed vibe.

For something fresh and versatile, explore our check shirts for men—a staple for smart-casual dressing. Whether paired with denim or chinos, they offer an easy way to stay sharp and dressy without sacrificing comfort.