Hotel · Loop
13
"Or book a room at the Kimpton Gray Hotel in Chicago, another reader favorite, with its free nightly wine hour."
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
Hotel · West Town
The Emily Hotel is a chic gem in the West Loop, blending modern comfort with a warm vibe, featuring a stylish café, rooftop bar, and prime dining options nearby.
14 Postcards
Stadium · Burnham Park
Lakeside home to the Chicago Bears, this 1924 open-air stadium received a modern upgrade in 2003.
4 Postcards
Asian fusion restaurant · Noble Square
At Mott Street, indulge in innovative Asian-inspired plates and craft cocktails in a lively, communal setting that's bursting with flavor.
43 Postcards
Coffee shop · Logan Square
This artsy corner coffee spot bursts with color and cozy seating, perfect for enjoying gourmet sandwiches and flavorful brews amid local art.
2 Postcards
Deli · Lincoln Square
This sausage market delights with over 40 varieties, a killer selection of imported foods, and a cozy rooftop bar for warm summer hangouts.
15 Postcards
Restaurant · Humboldt Park
Casual counter-service place known for hot dogs with chili, onions & mustard, burgers & milkshakes.
11 Postcards
Caribbean restaurant · Chicago Lawn
Local cafe featuring Caribbean & Latin fare plus a full bar in an unpretentious setting.
Bakery · West Town
D’Amato’s, a legendary Italian bakery since 1970, serves up mouthwatering breads, cannoli, and pizza in a cozy corner of Chicago, perfect for old-world cravings.
12 Postcards
Chinese restaurant · Albany Park
This cash-only gem serves up delicious Korean and Chinese dishes, with their renowned spicy lollipop wings stealing the spotlight in a lively, welcoming atmosphere.