Cocktail bar · Uptown
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"Chicago’s music scene is simultaneously timeless and ever-evolving, especially in venues like The Green Mill."
Pastry shop · Sheffield Neighbors
Floriole Cafe & Bakery is a delightful spot where bright ambiance meets an irresistible array of pastries and expertly crafted coffee, perfect for a cozy morning.
18 Postcards
Bakery · Chicago Lawn
2 Postcards
American restaurant · Near North Side
Traditional American offerings served in an upscale space featuring a grand piano & fireplace.
6 Postcards
Indian restaurant · River West
Indian egg dishes, sandwiches & curries offered with chai & lassi in casual digs or outdoors.
Italian restaurant · Old Town
Nestled in Old Town, Topo Gigio charms with hearty traditional Italian dishes and a lively atmosphere, featuring an inviting patio perfect for summer sipping.
8 Postcards
Restaurant · Edgewater
Counter-service eatery dishing up stuffed risotto balls, salads, and other Sicilian street fare.
Cafe · Humboldt Park
Seasonal pies, gelato and soda-fountain classics served in quaint surrounds with vintage furniture.
19 Postcards
International airport · O'Hare International Airport District
Huge (over 7,000 acres) airport serving the Midwest & offering direct rail service to Chicago.
9 Postcards
Bakery · West Town
Bakery specializing in whole-grain and long-fermented breads, including baguettes, boules, and sourdough.
12 Postcards
Mexican restaurant · Wicker Park
Dive into the vibrant scene at this funky spot for Mexican street food and killer margaritas, where quick bites and friendly service set the mood.
40 Postcards