Chicago Apparel and Accessories

Sweatshirts, t-shirts, hats and other accessories are great souvenirs for visitors, Chicago residents and anyone else who loves our city.

62 products

62 products

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Stay warm in style with the Alice & Wonder Youth Mad Hatter Two-Tone Chicago Pom Beanie in navy, featuring a ribbed cuff and bold "CHICAGO" text on a cream background topped with a navy pom-pom.
Two smiling children in cozy sweaters and knit hats pose together. One wears pants, sneakers, and a cuff beanie; the other sports a denim skirt, yellow shoes, and Alice & Wonder’s Youth Mad Hatter Two-Tone Chicago Pom Beanie in Navy.
Youth Mad Hatter Two-Tone Chicago Pom Beanie - Navy
$28.00
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The Chicago Skyline Canvas Tote Bag by Moonlight Makers is a beige pure cotton tote with black line art of Chicago skyscrapers, a hot dog, and CHICAGO EST. 1833 printed on the front with non-toxic ink.
The Moonlight Makers Chicago Skyline Canvas Tote Bag, printed with a skyline and hot dog design using non-toxic ink and Chicago Est. 1833, sits by a wooden door with greenery peeking from this eco-friendly, reusable cotton bag.
Chicago Skyline Canvas Tote Bag
$22.00
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The Fashion City CHICAGO - Upside Down Trucker Baseball Cap features a beige crown, black brim, an adjustable snapback, and bold red CHICAGO embroidery—uniquely upside down for standout style.
The Fashion City CHICAGO - Upside Down Trucker Baseball Cap is a cream snapback hat with a black brim and the word CHICAGO embroidered upside down in red on the front.
CHICAGO - Upside Down Trucker Baseball Cap
$30.00
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Carry your city pride with the Moonlight Makers Colorful Chicago Collage Tote Bag—a durable beige pure cotton tote featuring “CHICAGO” below vibrant illustrations of a pizza slice, hot dog, saxophone, Ferris wheel, and more.
A woman in a white coat holds the Moonlight Makers Colorful Chicago Collage Tote Bag, a pure cotton tote adorned with vibrant city-themed doodles that make this durable bag both stylish and inspired by Chicago.
Colorful Chicago Collage Tote Bag
$22.00
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The Da Baby Onesie by Chitown Clothing features a navy blue design with bold orange DAAAAAA text and bold white BABY text, embodying the playful spirit of Daa Bears for infants.
Da Baby Onesie
$28.00
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The Emerson and Friends Chicago Little Bean Short Sleeve Onesie is a gray, premium cotton baby outfit featuring a city skyline with a heart design and Little Bean text. Designed for infant unisex wear, it includes lap shoulders and snap closures for easy changing.
Chicago Little Bean Short Sleeve Onesie
$28.00