Pizza restaurant · West Town
3
"Felipe got a couple full deep-dish and thin-crust pizzas with a surprise bag for a few dollars from Nancy’s Pizza in West Loop. 'Even with bakery ones, you could easily get like $50 or $60 worth of items,' he says." - Pearse Anderson
Food court · Loop
"Hayden Hall featuring Craveworthy Brands"
4 Postcards
Brewery · Bridgeport
Hip warehouse setting for drinking small-batch local beers with snacks, sandwiches, coffee & tea.
29 Postcards
Bakery · Park Manor
Brown Sugar Bakery is a charming Southern bakeshop celebrated for its delightful sweet treats and custom cakes that leave you craving more.
18 Postcards
Pastry shop · Lakeview
Nestled in a charming setting, this bakery/cafe serves up heavenly cakes, pastries, and coffee that make any occasion feel extra special.
8 Postcards
Bar · Loop
Bourbon, craft beer & pub snacks offered in chill, traditional digs with shuffleboard & video games.
2 Postcards
Cocktail bar · Wicker Park
Hidden behind a graffiti-covered wall, this cozy cocktail lounge offers expertly crafted drinks, small bites, and a relaxed speakeasy vibe perfect for any night out.
41 Postcards
Hotel · Near North Side
Nestled in a stunning high-rise just off Michigan Ave, this elegant hotel boasts luxurious rooms, sophisticated dining, and a serene rooftop spa for an unforgettable stay.
22 Postcards
Dessert shop · Logan Square
Straightforward spot furnishing Italian ice, made with organic fruit, from a take-out window.
American restaurant · Fulton River District
American spot for creative takes on old-school, customizable comfort-food platters.
25 Postcards
The Gwen Hotel, nestled in the heart of Chicago, offers stylish rooms paired with exceptional service, a chic terrace bar, and stunning city views.