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Hats, Caps & Tuques

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Le 31 hits

Faux leather trapper hat Can$39.00 Can$29.95
Le 31
New
Wool sock trapper hat Can$39.00 Can$29.95
Le 31
New
Sherpa trapper hat Can$39.00 Can$29.95
Le 31
Cotton trapper hat Can$39.00 Can$29.95
Le 31
Buffalo check trapper hat Can$39.00 Can$29.95
Le 31
Buffalo check trapper hat Can$39.00 Can$29.95
Le 31
Knit trapper hat Can$39.00 Can$29.95
Le 31
Faux-leather trapper hat Can$39.00 Can$29.95
Le 31
Flag logo cuffed tuque Can$50.00 Can$39.95
Tommy Hilfiger
Ribbed wool tuque Can$55.00 Can$39.95
Lacoste

Djab hits

Editor's pick

Men's hats for every season


Keeping warm or staying protected in the sun never looked so stylish until now. From caps to tuques and everything in-between, you can find the perfect accessory for every season—and complete the look you want to achieve—with Simons' handpicked assortment of men's hats. Choose from a multitude of designs and materials that not only frame your face but accentuate your overall style. Whether you're snowboarding in the winter or watching your favourite team in the summer, peruse our line of hats to accentuate your ensemble, enjoy seasonal activities, and make a personal style statement every day.
 

A stylish hat for any occasion


Let your hat speak for your unique style. Celebrate your favourite sports teams—from the Toronto Blue Jays to the Chicago White Sox—with official, 100% cotton fabric baseball caps with perfectly embroidered logos. If you're suiting up with winter gear, a tuque will be fitting to complete your outfit. Choose from high-quality brands like New Era, G-Star Raw, and Paul Smith—and don't shy away from expressing your personality. Want to create a vintage feel? Go with a fedora hat with a structured design or 1920s-inspired driver cap in timeless tweed.

What to look for in a hat


If you already know what type of hat you want, you're ahead of the game—and our curated collection is at your fingertips. But if you don't know where to start, we can provide some inspiration. Think about the prevalent style in your wardrobe. Pair your dashing suit with a mod fedora, or match your favourite jersey with a high-quality baseball cap. And don't forget that face shape matters, so make sure you highlight your visage with a hat that complements the shape of your face. For example, a round face looks best with a slanted brim hat whereas heart-shaped faces are complemented by a variety of wide-brimmed hats. 

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