Chicago Apparel and Accessories

48 products

48 products

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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
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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 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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Sure! Here’s the revised sentence using your product data: Blue convertible baby footie onesie by Kiki + Lulu featuring colorful prints of iconic Chicago landmarks and foods, such as the Willis Tower, deep-dish pizza, hot dogs, ferris wheel, and pretzels; with matching blue cuffs on the sleeves, feet, and collar. Made from soft fabric inspired by baby bamboo pajamas for extra comfort.
A toddler wearing the Kiki + Lulu Chicago Convertible Footie - Blue, featuring blue trim and colorful illustrations of iconic Chicago landmarks, stands against a white background.
Chicago Convertible Footie - Blue
$39.00
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The Someone in Chicago Loves Me Baby Bodysuit by EnjoyMyDesign is cream-colored and features playful Chicago icons like deep-dish pizza, a hot dog, a bull, a train, baseball, the Bean sculpture, and the Chicago sign.
The EnjoyMyDesign size chart for the Chicago Baby Onesie lists size, weight (5–8 lbs to 28–32 lbs), and height (17–21 in to 32–34 in) for newborns to 24M—ideal for choosing the perfect fit!.
Someone in Chicago Loves Me Baby Bodysuit
$28.00
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The Kiki + Lulu Chicago Convertible Footie - Pink features pink cuffs, a zipper, and playful fair-themed prints on white, combining fun style and comfort for your baby at bedtime.
Two close-ups of the Kiki + Lulu Chicago Convertible Footie - Pink: top image shows a folded sleeve with scratch guards, bottom highlights the cozy pink bamboo fabric. Text notes convertible footie pajamas for 0-3 & 3-6 months that easily adapt.
Chicago Convertible Footie - Pink
$39.00
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Three Daily Disco Chicago Rainbow Chainstitch Embroidered Collar Sweatshirts are shown: a folded cream custom cotton fleece with colorful “chicago” embroidery, plus unfolded pink and gray 100% cotton fleece versions, both with the same collar detail.
The Daily Disco Chicago Rainbow Chainstitch Embroidered Collar Sweatshirt is a cozy, cream cotton fleece featuring
Chicago Rainbow Chainstitch Embroidered Collar Sweatshirt
$68.00
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The Cleary Lane Chicago Forever Embroidered T-Shirt is a white Comfort Colors tee with rolled sleeves and "Chicago Forever" in red cursive embroidered across the chest.
Chicago Forever Embroidered T-Shirt
$38.00
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The Kiki + Lulu Chicago Kids Pajamas- Pink feature long sleeves and pants with colorful Chicago landmarks, pizza, popcorn, and ferris wheels on white bamboo fabric with pink cuffs for cozy comfort.
Chicago Kids Pajamas- Pink
$40.00
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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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Chicago Destination Men's Socks by Sock Harbor / Bigfoot Sock Co. feature light blue fabric, dark blue toes and heels, and iconic Windy City symbols—“Chicago,” Ferris wheel, pizza slice, saxophone, Willis Tower, the Bean, and red stars.
Chicago Destination Men's Socks
$11.99
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A young child zips up the tori grace outfitters Iconic Chicago baby zip pajama, made from organic cotton in light blue with colorful vehicles, numbers, animal prints, and playful Chicago symbols. The child looks down, focused on zipping up.
The Iconic Chicago Baby Zip Pajama by tori grace outfitters features a collage of Chicago symbols—skyline, T. rex, pizza slice, Ferris wheel, train, and “Chicago” sign—on light blue organic cotton.
Iconic chicago baby zip pajama
$45.00
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The Memories of Chicago Baby Onesie by EnjoyMyDesign is a cream 100% cotton bodysuit with blue prints of classic Chicago icons and an expandable lap neckline—perfect for little city fans.
Memories of Chicago Baby Onesie
$28.00
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The EnjoyMyDesign Chicago Baby Onesie features “Chicago Baby” text and playful icons—pizza, hot dog, flag, Bean, Wrigley Field sign—making it a perfect Chicago gift or cute city-themed apparel for little ones.
The EnjoyMyDesign size chart for the Chicago Baby Onesie lists size, weight (5–8 lbs to 28–32 lbs), and height (17–21 in to 32–34 in) for newborns to 24M—ideal for choosing the perfect fit!.
Chicago Baby Onesie
$28.00
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Ladies Chicago Destination Socks by Sock Harbor / Bigfoot Sock Co. Feature city-themed designs—Ferris wheel, saxophones, mustaches, red stars, and "Chicago" wording. Perfect women’s souvenir socks. Displayed on a white background.
Ladies Chicago Destination Socks
$11.99
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The Kiki + Lulu Chicago Kids Pajamas- Blue is a children’s bamboo pajama set featuring blue cuffs and a vibrant amusement park design with rides, food, and attractions on a white background. These pajamas are soft, breathable, eczema-friendly, and perfect for sensitive skin.
Chicago Kids Pajamas- Blue
$40.00
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A woman in a white dress stands outdoors holding the Chicago Icons Tote Bag by Love You a Latte Shop, featuring black line drawings and text about Chicago and Illinois, with green plants and colorful flowers in the background.
Chicago Icons Tote Bag
$30.00
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The Kiki + Lulu Chicago Football Convertible Footies, featuring blue bamboo fabric with football, foam finger, and bear mascot prints, long sleeves, navy cuffs, and a front zipper, are laid flat on a wooden surface.
Chicago Football Convertible Footies
$39.00
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A person holds the Chicago Postage Stamp Large Tote Bag by EnjoyMyDesign, featuring a red illustration of Chicago landmarks like the Bean and skyline, styled as a vintage stamp with "Chicago Illinois" text.
A comparison of four canvas tote bags: Classic 15x16, Large 20x15, Large Zippered 20x15, and the EnjoyMyDesign Chicago Postage Stamp Large Tote Bag, each modeled to highlight style and size.
Chicago Postage Stamp Large Tote Bag
$35.00
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The cubbies embroidered baseball cap by Southern N Savvy features a white cotton blend design, blue brim, and bold red "CUBBIES" on the front. Displayed against a gray textured background.
cubbies embroidered baseball cap
$35.00
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The Chicago Puff Print Cropped Sweatshirt by Nobullwoman Apparel is a light blue, ultra-soft and comfy top with embossed 3D red cursive lettering that spells "Chicago," displayed on a wooden hanger against a white wall.
A Nobullwoman Apparel display mannequin wears the Chicago Puff Print Cropped Sweatshirt, featuring soft light blue fabric and 3D embossed
Chicago Puff Print Cropped Sweatshirt – Embossed 3D Lettering
$56.00
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The Chi baseball hat adult by tori grace outfitters features light blue fabric, "chi" hand-embroidered in white on the front, and a red star above the “i”—a stylish tribute to Chicago pride.
The Chi baseball hat adult by tori grace outfitters features
Chi baseball hat adult
$34.00
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A woman with long, wavy blonde hair smiles at the camera, wearing Kiki + Lulu's Chicago Women’s Pajamas featuring playful patterns on a white background, standing against a plain white backdrop.
A person wears Kiki + Lulu's Chicago Women's Pajamas—white bamboo fabric printed with city landmarks, a Ferris wheel, food items, and hearts. The top has pink piping, pants have a lavender drawstring—a perfect Mom Jams look!.
Chicago Women's Pajamas
$75.00
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The Chicago Puff Print Cropped Sweatshirt with Elbow Stripes by Nobullwoman Apparel, made from a soft cotton-polyester blend, showcases bold embossed "CHICAGO" lettering on the front and striking white stripes on the sleeves. This navy blue cropped sweatshirt is displayed hanging on a wooden hanger indoors.
Chicago Puff Print Cropped Sweatshirt with Elbow Stripes
$74.00
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The Southern N Savvy hot girls love the cubs embroidered baseball cap features "HOT GIRLS LOVE the cubs" in red and pink on a white and blue cotton blend, shown on a gray textured surface.
hot girls love the cubs embroidered baseball cap
$35.00
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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 flag baseball hat - youth" by tori grace outfitters features a light blue design with a hand-embroidered patch of four red stars and two blue stripes, shown against a white background.
Introducing the Chicago flag baseball hat - youth from tori grace outfitters: a stylish white cap featuring the iconic Chicago flag design with blue stripes and four red stars, all hand-embroidered on the front. Set against a crisp white background, this hat is perfect for kids who want to show off their Chicago pride in style.
Chicago flag baseball hat - youth
$29.00
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The Chicago Vintage Postage Stamp Bodysuit by EnjoyMyDesign is a cream baby onesie made from soft cotton rib, adorned with a red graphic of Chicago’s skyline and the Cloud Gate sculpture, along with “CHICAGO” above “ILLINOIS” framed like a postage stamp. It features an expandable lap neckline for comfort and a secure snap closure for easy changes.
A baby size chart displaying age, weight (in pounds), and height (in inches) from newborns to 24 months—perfect for choosing the EnjoyMyDesign Chicago Vintage Postage Stamp Bodysuit, crafted in cotton rib with snap closure and an expandable lap neckline.
Chicago Vintage Postage Stamp Bodysuit
$28.00