Chicago Loop Holiday Gift Guide 2024
Here's our updated 2024 Chicago Loop holiday gift guide!
Welcome to our 2024 Holiday Gift Guide! Explore a curated selection of gifts perfect for everyone on your list. Whether you're looking for the latest gadgets, cozy home essentials, or unique experiences, we've got you covered. Dive in and discover the perfect presents to make this holiday season unforgettable. (This page contains affiliate links. We may earn a commission if you make a purchase through these links, at no extra cost to you.)
Fashion And Accessories

Chicago Style Hot Dog Summer Pride
Bring smiles to any Chicagoan's face this holiday season with this stylish Chicago Style Hot Dog t-shirt, perfect for showing off their Chi town pride. The lightweight, classic fit makes it ideal for warm weather.
$18.99
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Chicago Charm
Bring joy to a Chicago native with this vintage-inspired athletic tee, showcasing iconic Chicago sports design. A perfect holiday gift for expressing hometown pride.
$15.99
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PRS Vinyl Chicago Flag Keychain
Delight their holidays with a stylish, durable Chicago flag keychain, showcasing the city's pride. This high-quality leather keychain features a smooth, scratch-resistant design.
$11.95
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Chicago Style Statement
Gift a stylish Chicago 312 trucker hat, perfect for expressing pride to any Chicagoan or visitor, featuring a durable embroidered design.
$22.99
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Cozy Chicago Champion
Maximize the warmth and comfort of this Chicago hoodie, perfect for cheering on your favorite sports team or a casual holiday outing. This soft fleece-lined sweatshirt features a classic fit, ensuring a cozy experience.
$35.99
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Chicago Bean T-Shirt Magic
Start new holiday memories with this Chicago Bean T-Shirt, showcasing a classic fit and lightweight design. Gift for the art-lover in your life who will adore the double-needle stitching.
$19.99
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Holiday Patch Perfection
Spread holiday cheer with these Chicago City Flag embroidered patches, perfect for customizing jackets and bags! They're a thoughtful gift for any Chicago enthusiast, guaranteed to spark conversation.
$11.99 ($6.00 / Count)
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Chicago Chic Tote
Combine style and practicality with this stylish Chicago tote bag. Perfect for shopping, the high-quality cotton construction ensures durability for years. A thoughtful gift for city lovers this Christmas.
$11.88
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Holiday Hoops Heroes
Rock their gameday style with these officially licensed NBA Chicago Bulls crew socks, featuring woven team logos. A thoughtful Christmas gift for any Bulls fan.
$11.29
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Chicago's Urban Canvas
Elevate their holiday décor with this stunning Chicago street map print, featuring an aerial view, coordinates, and a beautiful black and white design. This thoughtful gift will impress any Chicago enthusiast.
$15.95
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Chicago's Cozy Kitchen
Create their holiday cheer with a Chicago-themed dish towel, perfect for gifting to any Windy City enthusiast. The 20x29 inch, hand-loomed cotton towel, with a hand-embroidered border, is a treasured keepsake.
$24.00
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Cozy Chicago Nights
Spark joy for a Chicago fan with this ultra-soft, 40x50 inch blanket featuring a vibrant nighttime cityscape print. A thoughtful gift for a cozy holiday night in.
$26.99
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Skyline Slate Coasters
Celebrate the Chicago skyline's beauty with a set of 4 durable, slate coasters, perfect for protecting tables and adding a touch of hometown pride to any space. Each coaster features a minimalist design of the Chicago skyline.
$24.99 ($6.25 / Count)
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Chicago's Chronological Chronicle
Spark their holiday spirit with a vibrant 2025 Chicago monthly wall calendar, showcasing stunning images and a large 12x12 inch format.
$16.99
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Willis Tower Wonders
Level up your holiday gifting with this stunning Chicago Willis Tower paperweight, guaranteed to impress.
$17.99
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Chicago Skyline Splendor
Discover new architectural artistry for the holiday season, a vibrant Chicago skyline paperweight that’s sure to impress with its full-color resin detail.
$18.99
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Chicago's Starry Night Prints
Create magical Holiday memories with a vibrant Chicago-themed art print, perfect for brightening any room. This high-quality, colorful print is sure to delight any art enthusiast, guaranteed to last for years.
$12.34
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Chicago Skyline Paperweight
Add festive sparkle to their desk with this Chicago-inspired pewter-look paperweight (3 1/2 in. tall). A thoughtful gift for the Windy City resident who appreciates a touch of elegance.
$19.99
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Loopin' Chicago Card Fun
Score major holiday cheer with this Chicago-themed card game! Players race through the Loop's iconic elevated trains, with a verified 10-20 minute playtime. Perfect for family game night or a gift for Chicago-loving teens and adults.
$25.00
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Holiday Piano Dreams
Inspire new musical joy for the holidays with this collection of 16 Chicago-themed piano pieces (80 pages). Perfect for music lovers who appreciate a touch of sophistication and a taste of the Windy City.
$19.77
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Unforgettable Chicago Walks
Embrace the captivating history and architecture of Chicago's Loop on a guided walking tour; perfect for history buffs and first-time visitors.
$23.15
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Holiday Pizza Perfection
Unleash their inner pizzaiolo with this Chicago Metallic pizza crisper, boasting superior heat conduction and a non-stick surface for effortless cleanup. Perfect for holiday feasts and gifting to pizza enthusiasts.
$14.99
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Chicago Dog Delights
Enhance any holiday gathering with this Chicago-style relish combo pack, featuring Sport Peppers and Sweet Relish, perfect for Chicago dogs. Chicago Johnny's quality is guaranteed.
$31.88 ($31.88 / Count)
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Holiday Skyline Snacks
Transform their holiday gatherings with the delicious Chicago Skyline 1-gallon popcorn tin, featuring Cheddarcorn & Caramel popcorn, made with real cheese.
$31.99 ($0.25 / Ounce)
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Holiday Deep Dish Delight
Win their hearts with a Chicago-style feast! Four mouthwatering Lou Malnati's deep dish pizzas (two sausage, two pepperoni) deliver restaurant-quality taste straight to their home.
$119.99 ($30.00 / Count)
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Chicago Cookie Craze
Capture the festive spirit of the holidays with this Chicago Metallic Everyday Non-Stick Large Cookie Slider, perfect for making cookies, pastries, pizza, and more. This gift will ensure delicious results from your baking adventures, with its superior heat conduction.
$11.99
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Chicago Deep Dish Dream
Fill their holiday with a perfect Chicago-style deep dish pizza, thanks to this durable, non-stick pan (verified non-stick coating). A thoughtful gift for pizza enthusiasts or anyone craving a taste of the Windy City.
$15.99
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Chicago's Map Moments
Make their holiday cheers even more memorable with this intricately engraved Chicago map pint glass. The laser-etched, wraparound map brings beloved city locations to life, a thoughtful gift for beer lovers.
$19.95
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Chicago Relish & Pepper Perfection
Show your holiday spirit with a taste of Chicago with Vienna's famous Chicago-style relish and sport peppers (12oz each). Perfect for the hot dog lover in your life.
$22.94 ($0.96 / Fl Oz)
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Chicago Brew-tiful Glasses
Give the Chicagoan in your life a toast-worthy gift, featuring intricately etched city maps on each 16 oz glass. The set's dishwasher-safe design ensures lasting memories, perfect for holiday gatherings.
$27.98 ($13.99 / Count)
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Chicago Christmas Skyline Ornament
Create warm memories with this stunning 3D Chicago Christmas ornament, showcasing iconic landmarks like the Willis Tower and Cloud Gate. Perfect for a family or friend who loves Chicago.
$13.99
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Skyline Splendor
Wrap up the holidays with a thoughtful set of Chicago skyline refrigerator magnets, perfect for showcasing a treasured travel memory. Each 2x3 inch magnet is a great keepsake, guaranteed to spark joy.
$17.99 ($3.00 / Count)
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Chicago Charm Pins
Build their holiday spirit with a set of four enamel pins, showcasing iconic Chicago symbols like a hot dog, flag, and marquee sign, and a verified "ready-to-give" design.
$11.99
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