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Men's Long-Sleeve Shirts

Editor's pick

Polo Oxford shirt
Comfort fit
discounted price Can$175.00
Polo Ralph Lauren
+5

Editor's pick

100% European linen long-sleeve shirt
Modern fit
regular price $89.00 discounted price Can$69.95
Le 31
+5

Editor's pick

100% European linen long-sleeve shirt
Modern fit
regular price $89.00 discounted price Can$69.95
Le 31
+5

Editor's pick

100% European linen long-sleeve shirt
Modern fit
regular price $89.00 discounted price Can$69.95
Le 31
Woven vertical stripe shirt
Modern fit
regular price $89.00 discounted price Can$29.95
Le 31
Crinkled cotton shirt
Comfort fit
regular price $79.00 discounted price Can$59.95
Le 31

Editor's pick

Needle-stripe seersucker shirt
Modern fit
regular price $89.00 discounted price Can$59.95
Le 31
+2

Editor's pick

Monochrome Oxford shirt
Modern fit
regular price $59.00 discounted price Can$39.95
Le 31
+2

Editor's pick

Monochrome Oxford shirt
Modern fit
regular price $59.00 discounted price Can$39.95
Le 31
+2

Editor's pick

Monochrome Oxford shirt
Modern fit
regular price $59.00 discounted price Can$39.95
Le 31
Colourful Oxford shirt
Modern fit
regular price $59.00 discounted price Can$39.95
Le 31
Tone-on-tone jacquard shirt
Modern fit
regular price $79.00 discounted price Can$59.95
Le 31
Piqué-knit shirt
Modern fit
regular price $79.00 discounted price Can$39.95
Le 31
Piqué-knit shirt
Modern fit
regular price $79.00 discounted price Can$39.95
Le 31
Graphic pleat officer-collar shirt
Comfort fit
regular price $79.00 discounted price Can$59.95
Le 31
Safari overshirt regular price $125.00 discounted price Can$79.95
Le 31

Editor's pick

100% European linen zipped overshirt discounted price Can$99.00
Le 31

Editor's pick

100% European linen zipped overshirt discounted price Can$99.00
Le 31
Arizona felt overshirt regular price $125.00 discounted price Can$89.95
Le 31
Solid Oxford shirt
Relaxed fit
regular price $69.00 discounted price Can$49.95
Lindbergh
Blue stripe shirt
Regular fit
discounted price Can$59.00
Lindbergh
Solid linen shirt discounted price Can$69.00
Only & Sons
Cotton-linen pull-on shirt discounted price Can$69.00
Jack & Jones
Wild horses shirt regular price $119.00 discounted price Can$79.95
Wrangler
Western check shirt
regular price $99.00 discounted price Can$59.95
Wrangler
Adventure shirt discounted price Can$120.00
Hooké

Editor's pick

Fluid pastel shirt discounted price Can$130.00
FIVE STUDIOS
Hôtel Amour poplin shirt regular price $130.00 discounted price Can$79.95
Selected
Blue check Oxford shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Pastel check linen shirt
Classic fit
discounted price Can$198.00
Polo Ralph Lauren

Editor's pick

Polo Oxford shirt
Comfort fit
discounted price Can$175.00
Polo Ralph Lauren

Editor's pick

Polo Oxford shirt
Comfort fit
discounted price Can$175.00
Polo Ralph Lauren
Garment-dyed Oxford shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Garment-dyed Oxford shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren

Editor's pick

Prince of Wales blue flannel shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Prince of Wales jersey shirt discounted price Can$185.00
Polo Ralph Lauren
Sky-blue gingham Oxford shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Lightweight denim shirt
Classic fit
discounted price Can$175.00
Polo Ralph Lauren
Twin-stripe pure linen shirt
Classic fit
discounted price Can$198.00
Polo Ralph Lauren
Pastel check pure linen shirt
Classic fit
discounted price Can$198.00
Polo Ralph Lauren
Muted colour overshirt regular price $258.00 discounted price Can$129.95
Polo Ralph Lauren
Harris check shirt discounted price Can$170.00
Barbour
Pure linen colourful shirt
Sports fit
regular price $179.00 discounted price Can$99.95
Rodd & Gunn
Citrus accent striped shirt regular price $175.00 discounted price Can$79.95
Fred Perry
Utility linen shacket regular price $270.00 discounted price Can$79.95
Lacoste

Editor's pick

Minimalist jersey shirt
Slim fit
discounted price Can$170.00
Lacoste
Tennis Man striped shirt
Relaxed fit
regular price $225.00 discounted price Can$79.95
Lacoste
Linen safari overshirt regular price $375.00 discounted price Can$179.95
Profuomo
Dusty pink cotton and linen overshirt regular price $275.00 discounted price Can$179.95
Profuomo
Seersucker stripe shirt
Regular fit
regular price $195.00 discounted price Can$129.95
Profuomo
Soft western overshirt regular price $225.00 discounted price Can$179.95
Profuomo
Woven dual stripe shirt regular price $250.00 discounted price Can$99.95
I'M BRIAN
Piqué-stripe lightweight shirt
Regular fit
regular price $265.00 discounted price Can$129.95
Seidensticker
Pyjama-stripe poplin shirt
Oversized fit
regular price $235.00 discounted price Can$129.95
Seidensticker
Minimalist poplin shirt
Oversized fit
regular price $235.00 discounted price Can$79.95
Seidensticker
Western landscape denim overshirt discounted price Can$248.00
Scotch & Soda
Cross-stitched signature overshirt regular price $198.00 discounted price Can$129.95
Scotch & Soda
Trompe-l'oeil poplin shirt discounted price Can$175.00
Imperial
Coffee vertical stripe shirt discounted price Can$195.00
Imperial