Hot dog stand · Little Italy
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"Famed Chicago hot dog stand Jim's Original, will this summer open its first location on the city's North Side." - Naomi Waxman
Restaurant · West Town
A sprawling 50,000-sq ft Fulton Market food hall boasting chef-driven global eats, buzzing bars, communal tables, and a rooftop deck vibe.
56 Postcards
Movie theater · Lakeview
Step into the charming Music Box Theatre, a vintage gem from 1929 showcasing a mix of indie and classic films, complete with organ serenades and a cozy lounge.
7 Postcards
Bar · East Ukrainian Village
Innertown Pub is the ultimate casual hangout in Ukrainian Village, boasting cheap brews, free pool, and a colorful decor that sets the perfect vibe for relaxed nights filled with old-school charm and a dash of quirk.
8 Postcards
American restaurant · Lincoln Park
S.K.Y. in Pilsen serves ambitious, globally inspired New American dishes like lobster dumplings and fried chicken in a chic, industrial-chic setting.
40 Postcards
Greek restaurant · Sheffield Neighbors
Athenian Room’s unpretentious 1970s Greek joint serves up legendary Kalamata chicken and lemony fries in a cozy Lincoln Park spot—for a steal.
23 Postcards
Cafe · West Town
Foxtrot Market in Fulton Market is a trendy spot to grab coffee, wine, and groceries, perfect for casual hangs or a quick bite between browsing.
3 Postcards
Italian restaurant · Near North Side
La Storia offers a cozy, historic Italian dining experience in the Gold Coast, featuring great homemade pastas and a charming courtyard for relaxed meals.
Bar & grill · Avondale
DMen Tap is a Dungeons & Dragons-themed hangout in Avondale where you can chow down on scrumptious doner kebabs and craft beer amid quirky decor.
11 Postcards
Bakery · East Ukrainian Village
In a retro-chic spot, Hoosier Mama whips up flaky, buttery sweet and savory pies with fresh, local ingredients and rotating inventive flavors.
Sports bar · Lakeview
Next to historic Wrigley Field, DraftKings Sportsbook dazzles with a massive LED screen, vibrant sports vibes, and solid bar food.
4 Postcards