Cocktail bar · Uptown
18
"A landmark that's been witness to Al Capone and more. No trip to Chicago would be complete without a martini at this jazz Mecca. The bar is about the music not conversation. Please abide by the house rules." - Ashok Selvam, Naomi Waxman
Italian grocery store · West Town
This beloved Chicago Italian market and sandwich spot has been serving up fresh, hearty subs and deli delights since 1937, with a dash of family charm.
25 Postcards
Italian restaurant · Near North Side
Pasta, steaks & seafood served in a sleek, group-friendly eatery backed by Giuliana & Bill Rancic.
Filipino restaurant · East Ukrainian Village
This buzzing spot expertly fuses Filipino flavors with inventive pastries and solid brunch fare, making it a must-visit for food lovers.
105 Postcards
Taco restaurant · South Lawndale
Tucked away in Little Village, this cozy Mexican corner store serves up authentic tacos and aguas frescas in a buzzing mom-and-pop atmosphere.
11 Postcards
Steak house · Near West Side
Dive into a stylish Chicago spot where wood-fired Argentinean-American dishes steal the show alongside delicious South American cocktails and stellar service.
41 Postcards
Cafe · Near North Side
A cozy gem serving up delicious American-European bites and top-notch breakfast options, perfect for a laid-back brunch with friends.
15 Postcards
Ramen restaurant · Logan Square
Cozy spot serving ramen dishes and other comfort foods, plus beer, cocktails, and wine.
9 Postcards
Restaurant · Gage Park
Casual choice whipping up traditional Michoacán specialties in bright industrial surrounds.
14 Postcards
Pub · Lakeview East
Nestled in a spacious spot, this cozy Scottish pub serves up hearty pub fare and boasts an impressive whisky selection to complement the warm, inviting vibe.
6 Postcards
Indian restaurant · West Town
Swanky Indian restaurant serving elegantly plated, contemporary fare with Southern Asian cocktails.
29 Postcards