Bakery · North Side
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"Open for nearly 100 years, this family-run offers seven varieties of zeppole for the holiday, all priced at $3.90, including cannoli, blueberry, peach and pineapple." - Samantha Nelson, Eater Staff
American restaurant · Lincoln Park
Boka offers inventive American cuisine in a chic setting, perfect for special occasions, with superb service and an inviting atmosphere.
43 Postcards
Sushi restaurant · Near North Side
Step into a gem of intimacy where just ten diners savor an exquisite 18-course omakase experience, complete with perfectly paired sake and wine.
5 Postcards
Hot dog stand · Norwood Park East
Step back in time at this charming 1948 drive-in where you can savor Chicago-style hot dogs, crispy fries, and rich milkshakes—all from your car.
29 Postcards
Event venue · Lincoln Park
Year-round program of contemporary plays presented in a restored 1920s-era building with lake views.
4 Postcards
Pizza restaurant · West Town
Pop into this cozy West Loop gem for artisan Roman-style pizza sold by weight, featuring unique toppings and a rotating selection that’ll keep you craving more.
16 Postcards
Pizza restaurant · Union Ridge
Old-school spot providing a variety of pizzas and other Italian eats, plus beer and wine.
2 Postcards
Book store · Wrightwood Neighbors
Bookseller chain stocking housebrand eReader, plus a broad selection of titles for adults & kids.
1 Postcard
Asian restaurant · Ranch Triangle
Lively neighborhood noodle joint for hot broth, ice-cold beers & ’90s hip-hop.
6 Postcards
Southern Italian restaurant · Lakeview
Coda di Volpe serves up delicious Southern Italian staples—from wood-fired pizzas to fresh pastas—wrapped in a chic, family-friendly vibe.
17 Postcards
Seafood restaurant · South Loop
Southern seafood boils, cocktails & beer served in nautical surroundings with a backyard look.
10 Postcards