3 Days
10 Stops
3 Meal tips
About ยฃ150-240 a day, mid-range, flights excluded Budget
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Three days in Chicago: an architecture river cruise, Millennium Park, the Art Institute and a deep-dish pizza dinner. Summer is lively; winters are cold and windy.
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Where TripSora Editors stayed and what to book Day by day Day 1 Day 2 Day 3 09:30
Millennium Park and Cloud Gate Walk around 'The Bean'.
๐ The Loop โฑ 1 hour ๐ท Free
View on map โ ๐ก Go early for fewer people.
11:00
Art Institute of Chicago A major art museum with Impressionist works.
๐ The Loop โฑ 3 hours ๐ท ~$32
View on map โ ๐ก Book timed tickets.
15:00
Chicago Architecture River Cruise A 90-minute tour past skyscrapers.
๐ Riverwalk โฑ 1.5 hours ๐ท ~$50
View on map โ ๐ก Book a sunny time.
19:00
Deep-dish pizza A Chicago original.
๐ River North โฑ 2 hours ๐ท ~$25
View on map โ ๐ก Allow 45 minutes to bake.
๐ฝ Where to eat lunch Italian beef sandwich Chicago ยท $
09:30
Navy Pier and the lakefront path Cycle or walk along Lake Michigan.
๐ Streeterville โฑ 2.5 hours ๐ท Free (bike ~$15)
View on map โ ๐ก Rent a Divvy bike.
13:00
Willis Tower Skydeck Glass ledge 103 floors up.
๐ The Loop โฑ 1 hour ๐ท ~$30
View on map โ ๐ก Clear days only.
16:00
Lincoln Park Zoo Free zoo and conservatory.
๐ Lincoln Park โฑ 2 hours ๐ท Free
View on map โ ๐ฝ Where to eat dinner Dinner in Wicker Park American ยท $$
10:00
Frank Lloyd Wright Home and Studio Oak Park tour of the architect's home.
๐ Oak Park โฑ 2 hours ๐ท ~$25
View on map โ ๐ก Take the Green Line.
14:00
Robie House Wright's Prairie-style masterpiece.
๐ Hyde Park โฑ 1 hour ๐ท ~$20
View on map โ ๐ก Guided tours only.
19:00
Live blues Clubs in the city.
๐ Near North โฑ 2 hours ๐ท ~$20
View on map โ ๐ฝ Where to eat lunch Lunch in Oak Park American ยท $$
Good to know โ๏ธ Getting there O'Hare connects by Blue Line train in about 45 minutes.
๐ Getting around The L trains and buses; use a Ventra card.
๐ท Currency US dollar ($). Tipping of 18-20%.
๐ฃ Language English.
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Photos: Enrique Cortes , Otoniel Alvarado , Alberto Chavez , Alberto E on Pexels .
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TripSora Editors Guides from the TripSora editorial team. These itineraries are drafted with AI assistance from public information and general travel knowledge, not from a personal visit, so treat prices and opening hours as a starting p
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