Observation deck · Loop
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"With lots to do, see, and eat in Chicago — and sprawling views from spots like Skydeck Chicago at Willis Tower — it's a great place to ring in another year." - Travel + Leisure Editors
Hot dog stand · Park West
At this late-night hot dog gem, you’ll savor iconic Chicago-style dogs and cheeky banter from the staff in a fun, quirky setting.
40 Postcards
Korean restaurant · Avondale
Nestled in Avondale, this funky-chic spot delights with modern Korean-American dishes, from crave-worthy noodles to innovative desserts.
64 Postcards
Restaurant · West Town
PIZZ'AMICI serves up crispy Chicago thin crust pizza in a cozy setting that's perfect for date nights or casual get-togethers, all while being BYOB.
7 Postcards
American restaurant · River North
Breezy hangout serving seafood & beach-themed cocktails in stylish, nautical surroundings.
3 Postcards
Chocolate shop · Logan Square
Discover a charming café that crafts decadent hot chocolates and handmade candies, offering a cozy experience with welcoming vibes and unique flavor flights.
8 Postcards
Japanese restaurant · River North
Upscale Japanese restaurant & bar supplying steak, seafood & sushi in a contemporary setting.
Bar · Logan Square
4 Postcards
Bar · Sheffield Neighbors
Step into the Liar's Club, a funky cash-only tavern where gritty vibes collide with killer live music, attracting a friendly crowd ready to rock out.
6 Postcards
Breakfast restaurant · West Loop
A beloved Chicago diner since 1923, famous for its hearty breakfasts, charming old-school vibe, and that iconic first bite of free doughnut holes.
22 Postcards
Gastropub · Ravenswood
This vibrant 21+ spot serves up delicious Belgian-inspired dishes and an impressive selection of brews, making it the ultimate hangout for beer enthusiasts.
32 Postcards