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City of Chicago

City of Chicago

Wear the heart of the city on your sleeve with our official City of Chicago collection. Whether you’re a lifelong local or a visitor with love for the 312, this line captures the grit, pride, and timeless style of the Windy City. From flag-inspired designs to iconic skyline prints, shop gear that celebrates Chicago’s unique identity.

Apparel inspired by the Chicago city flag and skyline

Chicago-themed hoodies, hats, and t-shirts

Great for locals, tourists, and proud Chicagoans everywhere

Designed with Chi-Town pride

Show your love for the city that works - Chicago born, Chicago proud.

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A sage green short-sleeve t-shirt with a distressed oval graphic on the chest that reads 'CHICAGO ILLINOIS The Windy City' in navy blue, orange, and light blue.

Chicago Youth Flipped T-shirt (D)

A mint green short-sleeve crewneck t-shirt featuring a distressed oval graphic on the chest with 'CHICAGO ILLINOIS The Windy City' printed inside.

Chicago Toddler Flipped T-shirt

A beige baseball cap shown from the back, featuring a blue embroidered square logo with the letters 'RR' and the text 'ROBIN RUTH' below it. The cap has a beige fabric body, blue button details, and an adjustable back strap with a silver metal buckle. A structured baseball cap with a beige crown and a royal blue brim, featuring the word 'Chicago' embroidered in blue across the front panels.

Chicago Youth Retro Cap

A baseball cap in light beige and dusty pink, featuring the word 'Chicago' embroidered in pink across the front panels. A two-tone baseball cap with a beige crown and a dusty pink brim, featuring the word 'Chicago' embroidered in pink outline across the front panels.

Chicago Youth Retro Pink Cap

A heathered pink pullover hoodie with 'CHICAGO' printed across the chest in gray letters with a white outline, shown on a plain white background. A light blue heather pullover hoodie with 'CHICAGO' printed across the chest in navy and white block letters, shown against a plain white background.

Chicago Youth Angel Fleece Hoody

  • On Sale

Chicago Soft As A Grape Toddler Flutter Sleeve T-shirt (D)

Chicago Youth Giant T-shirt

Chicago Youth Pop Punk T-shirt

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Chicago Youth Letterman T-shirt (D)

Chicago Girls Flower Power T-shirt

Chicago Toddler Flower Power T-shirt

Chicago Girls Curvy Sweatshirt

Chicago Girls Longshore T-shirt

Chicago Youth Basic Fit Langdon T-shirt (D)

Chicago Soft As A Grape Newborn Fireman Creeper

Chicago Youth Garment Wash Tall Letters-Lt Lavender

Chicago Youth Garment Wash Tall Letters-Pink

Chicago Girls Pop It T-shirt

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