Chicago’s neighborhoods are overflowing with shopping options, making them the perfect place to discover one-of-a-kind gifts for everyone on your list. You could spend days exploring all the unique boutiques, specialty shops, artisan markets, curated vintage sellers, and so much more. Plus, many neighborhood retail districts will host special events and deals throughout the holiday season.
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Whether you’re celebrating Small Business Saturday or just looking to knock out your gift list, these Chicago neighborhoods are the perfect places to shop during the holiday season — and all year round.
Andersonville shopping
The Andersonville area, considered Chicago’s “shop small” capital, offers the perfect mix of charming and cool. You’ll find tons of gift options at these beloved local shops.
- Women and Children First bookstore stocks top feminist titles
- Milk Handmade sells unique clothes and jewelry
- AlleyCat stocks the latest comic books in a tucked-away storefront
- Transit Tees boasts tons of Chicago-centric gifts
- Foursided has on-trend decor, accessories, and Christmas ornaments
- The Andersonville Galleria carries art and handmade wares by more than 100 local vendors
The neighborhood hosts an array of holiday events, including a holiday market at the Swedish American Museum, a holiday trolley, the magical St. Lucia events, and more.
Hyde Park shopping
Hyde Park is known for its tight-knit community, locally owned businesses, and stunning gothic architecture. It’s the perfect combination for a holiday weekend exploring the wealth of shopping options throughout Hyde Park.
- Toys Et Cetera’s has toys and games for kids of all ages
- 57th Street Books for tons of titles, from sci-fi to cookbooks to bestsellers
- First Aid Comics stocks graphic novels, comics, and games
- The Museum of Science and Industry gift shop has options for techies and tinkerers
- The Silver Room for unique art, books, jewelry, apparel, and more
In December, check out some of Hyde Park’s holiday events like a gift market and family-friendly activities.
Wicker Park/Bucktown shopping
The Wicker Park/Bucktown neighborhoods are known for their eclectic cool, where the streets are overflowing with buzzing bars, trendy restaurants, and colorful street art.
- Gemini for trendy clothes and jewelry
- Una Mae’s for curated accessories and fancy apothecary gifts
- Myopic Books is a treasure trove of used and rare titles
- Kokorokoko specializes in ’80s and ’90s fashion finds
- Women-owned Eskell is filled with modern home finds
- Richard’s Fabulous Finds specializes in vintage menswear
Keep an eye out for holiday events throughout the season, like a pop-up artisan market inside The Robey and a holiday tree lighting event.
Pilsen and Little Village shopping
Pilsen and Little Village are both known for their Hispanic heritage and community of family-owned businesses, and the holidays are the perfect time to get out there and explore the array of fun shopping options.
- Dulcelandia has sweets and treats that make perfect stocking stuffers
- Pilsen Community Books features best-sellers and local authors
- 606 Records for new and used vinyl finds
- Artesanias Elena has authentic Mexican accessories and clothing
- The National Museum of Mexican Art gift shop offers colorful art objects and unique finds
Rogers Park shopping
The diverse lakefront Rogers Park enclave is filled with fantastic spots to shop for the holidays. Plus, you’ll find tons of dining options from around the world.
- Rogers Park Provisions for cute kitchenwares and specialty grocery items
- Malliway Bros. for spells, charms, and other witchy items
- Lost Eras for timeless vintage and antique finds
Explore more: Discover even more gifting options at Chicago’s charming holiday markets.
Lincoln Park shopping
Lincoln Park is a charming Chicago neighborhood that’s filled with vintage buildings, cozy wine bars, and award-winning restaurants. Pair that with a variety of unique local shops, and you’ve got a winning combination for holiday shopping.
- Art Effect for one-a-kind kitchen and decor items
- Monica + Andy for ultra-soft baby clothes
- Chicago Bar Store for all the cocktail aficionados in your life
- Lost Soul Found features a curated mix of bohemian finds
- Laudi Vidni customized bags are the perfect personalized gift
- Women-owned XO Marshmallow with an array of sweets and their ultra-popular marshmallow advent calendars
Insider tip: The area around the Armitage Avenue and Halsted Street intersection is the perfect home base for your shopping extravaganza.
Logan Square and Avondale shopping
Logan Square and Avondale are two hip neighborhoods home to an enticing array of shopping options, from long-time favorites to cool new boutiques.
- Fleur carries fresh flowers and curated home goods
- Pixie & The Boy stocks their shelves with fun and quirky gifts
- The Alley has goth, punk, and heavy metal goods
- Bric-a-Brac offers an extensive collection of records and toys
- Vintage Frills curates all the best vintage finds
- Firefly Fiber Arts Studio sells beautiful hand-dyed yarns and how-to kits
- Wolfbait & B-girls has unique gifts handmade by local artisans
More favorite neighborhood shopping
Fabulous holiday shopping can be found in every corner of the city. Check out these unique options, from artfully curated boutiques to colorful candy shops.
- Blacklion has an eye-catching selection of home decor
- Production Mode sells ethically made and locally designed clothing
- Essential Elements stocks fashionable finds from indie and imported designers
- Humboldt House for eclectic home goods, bath and body, jewelry, and more
- Garfield Park Conservatory gift shop has horticulture-focused goods for the plant lovers in your life
- Candyality offers a mouth-watering array of classic and new sweet treats
Explore more: Explore holiday markets, The Magnificent Mile, and more in our ultimate guide to holiday shopping in Chicago.
