Chicago Beanies

Embroidered Chicago beanies, cuffed and pom-pom, made to order in the USA with free U.S. shipping.

Quiet Chicago marks stitched dead center on the cuff: Chicago Est. 1837, the 312 area code, CHI, the Chicago skyline and the four stars of the Chicago flag, plus pom-pom beanies for the North Side, the South Side, the Chicago Winter Club and Chicago football (Est. 1920), hockey (Est. 1926) and basketball (Est. 1966). Soft, warm knits built for January on the lakefront.

Why does the Chicago flag have four stars? Each star marks a turning point in the city's story: Fort Dearborn, the Great Chicago Fire of 1871, the 1893 World's Columbian Exposition and the 1933 Century of Progress fair. Our Chicago flag beanie stitches all four.

Rep your part of town with the Chicago neighborhood beanies, or see every hat in hats and beanies.
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Good to know

The three questions we are asked most. The full list is on the FAQ page.
How does sizing run?

Crewnecks and hoodies are unisex and run roomy, so size down for a fitted look. Every apparel page has a size chart under “Size guide”.
When will my order ship?

Everything is printed to order. Most pieces leave our print partners in 3–7 business days, and most U.S. orders arrive within 7–12 business days with tracking.
What if something arrives damaged?

Message us through the contact form within 30 days with your order number and a photo, and we will send a free replacement.