Beanies

Embroidered Chicago winter hats, stitched dead center and made for lakefront winters. Cuffed and pom-pom beanies with quiet Chicago marks: Est. 1837, 312, CHI, the Chicago skyline, the four flag stars, Windy City, North Side and South Side, Chicago Football Est. 1920, Chicago Hockey Est. 1926, Chicago Basketball Est. 1966 and the Chicago Winter Club. Every hat is embroidered to order in the USA and ships free in the U.S.

Rep your part of town with our Chicago neighborhood beanies.

Skip to results list

Active filters:

47 items
Column grid
Column grid

Filter

Active filters:

More to explore

New arrivals
New Arrivals
New vintage bull canvas in a brick loft office

New Arrivals

Best Sellers
Best-selling canvas hanging in a living room

Best Sellers

Chicago Wall Art
Dark bull canvas hanging in a moody home bar

Chicago Wall Art

Chicago Embroidered Crews
Embroidered city crewneck on ivory

Chicago Embroidered Crews

Youth & Baby
Little Rookie baby bodysuit in natural cream

Youth & Baby

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.