Pizza restaurant · Near North Side
16
"Above the Chicago Riverwalk, Lettuce Entertain You Enterprises’ scene-y Italian spot Pizzeria Portofino houses an all-weather, temperature-controlled waterfront patio with striking views in every season." - Naomi Waxman, Ashok Selvam
Steak house · West Town
BLVD is a chic hotspot serving up refined New American dishes and strong cocktails in a sultry, sophisticated atmosphere perfect for any occasion.
13 Postcards
Restaurant · North Center
The Bad Apple is a vibrant bar and restaurant known for its creative burgers, extensive craft beer selection, and a lively atmosphere perfect for casual dining.
12 Postcards
Sandwich shop · River North
No-frills spot supplying classic Chicago eats like Italian beef sandwiches.
21 Postcards
Italian restaurant · Near West Side
Monteverde is a vibrant eatery where innovative twists on classic Italian dishes meet handmade pastas and an inviting atmosphere, perfect for a lively night out.
76 Postcards
Pizza restaurant · Ravenswood
This charming spot dishes up authentic Neapolitan pizza amidst a cozy rustic backdrop, making it a go-to for casual dining and pizza cravings.
26 Postcards
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
Bakery · Bucktown
Hip family-friendly American eatery known for its seasonal fare, rich desserts & hot chocolate.
33 Postcards
American restaurant · Logan Square
A cozy hipster gem serving inventive farm-to-table dishes and craft cocktails, where the whiskey flows and the ambiance is perfectly chill.
44 Postcards
Cocktail bar · Bucktown
5 Postcards
American restaurant · Near West Side
Well-known hub specializing in cheeseburgers, plus hot dogs & other fast food in a no-frills venue.
4 Postcards