TimeLineMillennium Park, the river architecture cruise and the Art Institute, then the lakefront and neighborhoods.
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Use this itineraryDay 1 · 4 stops
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Millennium Park & Cloud Gate
201 E Randolph St
The "Bean", Crown Fountain and free summer concerts at the Pritzker Pavilion.
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Art Institute of Chicago
111 S Michigan Ave
Seurat, Hopper's Nighthawks and one of the best Impressionist collections outside Paris.
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Chicago Architecture Center river cruise
Michigan Ave Bridge
A 75-minute boat tour of the skyscrapers along the Chicago River — the city's must-do.
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Deep-dish pizza
River North
Order the classic Chicago deep dish and allow 45 minutes to bake.
Day 2 · 4 stops
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Skydeck (Willis Tower)
233 S Wacker Dr
Step out on The Ledge, glass boxes 103 floors up.
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Navy Pier & the Lakefront Trail
Navy Pier
The Ferris wheel, then walk or bike the lakefront trail.
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Lincoln Park
Lincoln Park Zoo
A free zoo, a conservatory and the skyline from the South Pond.
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Wrigleyville
Wrigley Field
The ivy-walled ballpark of the Cubs and the bars around it.
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