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Illinois

A weekend in Chicago: architecture on the water, deep-dish pizza, and a lakefront that goes on forever.

Highlights

NameInfoDetails
Art Institute of Chicagomuseum, must-doA world-class collection downtown, including an extensive Impressionist wing. Easy to spend half a day.
Chicago Architecture Boat Tour$$One of the best ways to see the skyline, with a guide narrating the history behind the buildings along the river.
Millennium Park (Cloud Gate)freeThe reflective "Bean" sculpture sits right downtown alongside Crown Fountain and the Pritzker Pavilion.
Navy Pierfree entry, rides extraA lakefront pier with a Ferris wheel, shops, and skyline views. A good sunset stop.
Museum of Science and IndustrymuseumHands-on exhibits and a real WWII German submarine, in a grand Beaux-Arts building in Hyde Park.
Lakefront Trailfree, bikingAn 18-mile paved path along Lake Michigan, great for biking or a long walk with skyline views the whole way.

Food

NameInfoDetails
Al's Beef$, local classicThe Italian beef sandwich Chicago is famous for. One of the original spots.
Deep-dish pizza$$A Chicago food rite of passage, best at one of the well-known deep-dish spots downtown.
Alinea$$$$, splurgeA multi-course tasting menu restaurant regularly ranked among the best in the world. Book well ahead.
Smoque BBQ$$Known for brisket and ribs, a favorite for barbecue outside the South.
Maxwell Street Polish$A grilled Polish sausage loaded with onions, mustard, and sport peppers. A late-night Chicago staple.