Small Business Holiday Shopping in Chicago

There’s many spots in Chicago neighborhoods to shop small.

Chicago has many small businesses in each neighborhood with gifts for all. For the purpose of showcasing small businesses only, we’ll be excluding downtown shopping from this blog.

North Side

Embellish Boutique, 4161 N Lincoln Ave
This shop not only has extremely friendly and helpful staff, but also has jewelry, watches, bags & decorative items made by local designers & small labels.

Foursided Card + Gift, 2958 N Clark St
Small gifts, jewelry, and hilarious Chicago-themed cards are the focus at Foursided. The perfect spot for your “secret Santa” shopping and gifts for people who love our Windy City.

Neighborly, 2003 W Montrose Ave
Unique, locally made gifts. This little shop carries “midcentury-modern” style home goods. It’s the season of giving, so don’t be afraid to get yourself a little something, too!

The Book Cellar, 4736 N Lincoln Ave
Check out the staff recommendations for personalized picks from the staff, or snag a gift card for your friend who loves sitting down with coffee or wine and a good book.

Late Night Andersonville, Clark Street in Andersonville
Did you miss out on Dec. 7th? Don’t worry… Late Night Andersonville will return on Dec. 21st! More┬áthan 90 local businesses are participating with special sales and promotions.


West Side

Komoda, 2559 W Chicago Ave
A charming former hardware store transforms into a cozy gift shop carrying unique gifts. You’ll find handmade handmade stationery, candles, and plenty more!

The Book Table, 1045 Lake St
You’ll head outside the city a bit into Oak Park for this fantastic book shop. Whether you’re looking for a unique journal or last week’s bestselling novel, they have it here!

Virtu, 2035 N Damen Ave
Virtu is the spot for those on your list with unique taste. As a gift boutique with handmade jewelry, artisan ceramics, and DIY supplies, you’ll find plenty!

Shop 1021, 2650 N Milwaukee Ave
A stylish gift boutique with endless thoughtful cards, interesting books, fabulous home and kitchen accessories plus even more!


South Side

Silver Room, 1506 E 53rd St
Looking for some beautiful, unique jewelry for a special someone? This is your spot. Ask the friendly staff for some recommendations, and you’ll be set!

57th Street Books, 1301 E 57th St
A Hyde Park staple, this book store is one you could lose track of time in! From bestsellers to children’s books to Chicago history, there are endless options for gifts.

57th Street Wines, 1448 E 57th St
Who doesn’t love wine as a gift? 57th Street Wines is a great little shop with a variety of delightful and tasty wines. Ask the staff for help hunting down the perfect bottle.


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