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Nothing is more frustrating than ordering a 59FIFTY fitted hat only to realize it’s too tight or loose. Unlike adjustable snapbacks, fitted hats come in specific sizes, meaning you must get the right fit first. Whether you're a die-hard MLB fan, a streetwear collector, or just looking to add a New Era cap to your collection, this guide will help you find your perfect fitted hat size.

If you’re into fitted hats, you already know that not all retailers are created equal.

Some shops carry the same old stock you see everywhere, while others drop exclusives that sell out in minutes. Whether you’re after a classic MLB 59FIFTY, a Hat Club hype piece, or something niche like MiLB and AHL fitteds from AnthemShop.ca, finding the right store makes all the difference.

So, where should you be shopping in 2025? We’re breaking down the best fitted hat stores in the USA and Canada, covering everything from hype releases to underrated gems.

Leggo!

As parents and members of the  GTA, our love for the Toronto Blue Jays, the city, caps and art, is intertwined with a deeper mission. Today, we're proud to introduce the CAP4KIDS fundraiser for SickKids Foundation. The One-of-a-Kind Creation We teamed up with Adam Muto, from Retro-Revivals, a GTA based artist. whose work vibrates with the energy of Toronto, to transform an optic white Toronto Blue Jays fitted Hat into a unique piece of art. His hand-drawn designs celebrate our city and team, making this cap a rare collector's item, and Nick Mrkobrada, of Mrko Creative Co., to capture the beauty of this...

In the vast landscape of collectibles and fashion, two communities stand out for their passion, dedication, and unique cultures: the sneaker enthusiasts and the 59Fifty cap collectors. As someone who's spent years deeply embedded in both worlds—from 6 years at Adidas to two years at New Balance, another two at LIDS, and now over four years with AnthemShop—I've witnessed firsthand the striking contrasts and the shared spirit between these two communities in Canada. The sneaker community in Canada, much like its global counterpart, is driven by a relentless pursuit of the latest drops, exclusive designs, and vintage finds. However, Canadian sneakerheads...