Hamburger restaurant · Near North Side
7
"Unlike your seventh birthday party, Shake Shack will never let you down. Because it’s never a bad time for a consistently great cheeseburger and crinkly cut fries. Make sure to get some frozen custard, too." - adrian kane
American restaurant · Woodlawn
Cheerful diner dishing out hearty classics and soul food favorites, where the warm atmosphere complements the crowd-pleasing chicken wings and catfish.
8 Postcards
Jamaican restaurant · Chatham
Casual counter-serve joint serving Caribbean & soul food in no-frills surroundings.
3 Postcards
Bar · Logan Square
Emporium Arcade Bar offers a vibrant loft space filled with classic arcade games, a great drink selection, delicious food options, and a laid-back vibe perfect for hanging out.
14 Postcards
Restaurant · West Town
Gino and Marty's is a lively Chicago Italian eatery with a prohibition-era vibe, serving up delicious, homemade pasta and exceptional service in a modern setting.
7 Postcards
Bar · South Loop
Massive spot with 3 bars, 2 patios & sweeping city views, New American fare & signature cocktails.
20 Postcards
Restaurant · Gold Coast
Trendy restaurant featuring Italian-inspired cuisine in a cavernous, industrial setting.
6 Postcards
Thai restaurant · Noble Square
Casual Thai spot with a large menu of faves including pad Thai & curries in a sleek, warm space.
9 Postcards
American restaurant · Wicker Park
Chop Shop is a vibrant hybrid of eatery and concert venue, offering meaty American bites, fun drinks, and a lively atmosphere with great views.
12 Postcards
Karaoke bar · South Loop
Trendy karaoke bar featuring private rooms with various themes, and a long list of songs.
4 Postcards
Hotel · Bucktown
Nestled in a stunning 1929 art deco building, this chic hotel boasts a rooftop pool, a lively bar, and prime access to Wicker Park's vibrant scene.