Hamburger restaurant · Irving Park
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"B-Side is a new music-themed spot for burgers, hot dogs, shakes, and other Chicago street food." - Ashok Selvam
Italian restaurant · Little Italy
Step into this charming 1930s Italian gem where checkered tablecloths set the scene for hearty homestyle dishes, attentive service, and a cozy patio vibe.
11 Postcards
Pie shop · Andersonville
This charming café is a pie lover's paradise, serving everything from flaky fruit pies to savory quiches, all with warm service and delightful vibes.
9 Postcards
Dumpling restaurant · South Loop
A minimalist BYOB gem with a bustling vibe, serving up fast and flavorful artisanal Chinese dumplings that keep diners coming back for more.
29 Postcards
Pub · Loop
Long-standing bar filled with German & Old English antiques such as vintage books & wooden barrels.
3 Postcards
Hotel · Near North Side
Nestled just steps from the Magnificent Mile, this chic hotel boasts sweeping city views, stylish rooms, and a superbly welcoming staff to elevate your stay.
2 Postcards
Dessert shop · Little Italy
Mario’s Italian Ice on Taylor Street is a beloved summer staple, serving vibrant, fruity flavors with friendly service and a nostalgic vibe that keeps fans coming back.
Filipino restaurant · North Center
Boonie’s serves up modern Filipino dishes in a cozy spot, where flavors shine in favorites like chicken adobo and sizzling sisig—perfect for a casual night out.
28 Postcards
Middle Eastern restaurant · Wicker Park
This cozy spot serves up mouthwatering Mediterranean bites like falafels and shawarma in a casual counter-service vibe, perfect for late-night cravings.
Southern restaurant (US) · Wicker Park
A quirky New Orleans-inspired eatery with live music, creative cocktails, and a menu that teeters between comfort and culinary adventure.
54 Postcards
Nestled in an art deco tower, this chic Gold Coast hotel boasts plush rooms, a rooftop pool, and stunning skyline views, perfect for a luxe getaway.
13 Postcards