Chicago Like a Local: Hidden Gems & Unique Experiences (Part 2)
DjangoCon US 2025 is getting closer, and while we've covered some classic must-see spots in Part 1, there’s so much more to explore beyond the typical tourist attractions. If you’re looking for unique experiences, quirky hidden gems, and places where locals actually hang out, this guide is for you.
Unique Eats & Unexpected Foodie Finds
Chicago’s food scene goes beyond deep-dish pizza and hot dogs. Here are some lesser-known but absolutely amazing spots to check out:
International Flavors
- Demera Ethiopian Restaurant – Located in Uptown, Demera is the go-to spot for flavorful, communal Ethiopian dining. Try the messob platter for an authentic experience.
- Korean Chicken at Crisp – Forget traditional fried chicken—Crisp in Lakeview serves up perfectly crispy, saucy, and flavorful Korean-style wings that will change your life.
Speakeasies & Hidden Bars
Looking for a more intimate, unique nightlife experience? Check out these hidden gems:
- The Violet Hour – Tucked behind an unmarked door in Wicker Park, this James Beard award-winning cocktail lounge is a must for craft cocktail lovers.
- The Drifter – Hidden beneath the Green Door Tavern, this speakeasy features a rotating menu of cocktails presented on tarot cards, plus nightly performances.
- Three Dots and a Dash – A tropical tiki bar with some of the most creative (and strong) rum-based drinks in the city.
Offbeat Museums & Quirky Attractions
Tired of traditional museums? Here are some alternative spots that make for a memorable experience:
- The International Museum of Surgical Science – A fascinating collection of medical oddities, historic surgical tools, and exhibits on the evolution of medicine.
- Woolly Mammoth Antiques & Oddities – Part antique shop, part museum, this Andersonville store is packed with bizarre taxidermy, old medical instruments, and all things weird.
- Money Museum at the Federal Reserve Bank – Ever wanted to hold a $1 million stack of cash? This free museum in the Loop offers a deep dive into currency history.
Outdoor & Nature Escapes
Need a break from the urban hustle? These spots offer a little oasis within the city:
- Garfield Park Conservatory – A stunning indoor botanical garden that feels like a tropical escape, no matter the season.
- The Magic Hedge at Montrose Point – A hidden birdwatching paradise along the lakefront, perfect for a peaceful nature walk.
- Promontory Point – Located in Hyde Park, this lakefront retreat offers incredible skyline views and a quiet spot to relax away from the crowds.
Local Shopping & Indie Markets
If you're looking for cool souvenirs or unique finds, skip the Magnificent Mile and check out these local shopping spots:
- The Bongo Room – A boutique brunch spot in Wicker Park known for creative pancakes and a cozy neighborhood vibe.
- Andersonville Galleria – A collective space featuring local artisans selling handmade jewelry, home décor, and Chicago-themed gifts.
- Rotofugi Designer Toy Store & Gallery – A paradise for lovers of art toys, quirky collectibles, and vinyl figurines.
Final Tips for Exploring Hidden Chicago
- Use the CTA – The ‘L’ train and buses can take you to almost any neighborhood for just a few dollars. Ride like a local!
- Ask Around – Chicagoans love sharing their favorite secret spots—don’t be afraid to strike up a conversation with a bartender or barista.
- Be Adventurous – Some of the best experiences come from wandering around and stumbling upon unexpected places.
Exploring beyond the tourist spots will give you a true taste of Chicago’s character. Stay tuned for Part 3, where we'll dive into Chicago’s music scene, live performances, and where to catch the best shows!
Have a favorite hidden gem in Chicago? Drop it in the comments and share your local tips!