Day 1: Most popular attractions
For day 1, we strategically grouped the most popular attraction, Navy Pier, with surrounding point of interests to start your trip off with a bang.
- Navy Pier
- Water Tower Place
- Riverwalk
3 days
United States, North America3-Day Chicago itinerary guide
Use this route structure as a starting point, then adapt stops and timing with your group in Journii.
Top stops to prioritize
- Navy Pier
- Cafecito
- Lincoln Park Zoo
- Cindy's Rooftop
- The Art Institute of Chicago
- The Gage
- Water Tower Place
- Riverwalk
Day 2: Off the beaten path
For day 2, if you don’t mind the extra trek, today covers more off the beaten path places like 360 CHICAGO.
- Lincoln Park Zoo
- Wrigley Field
- 360 CHICAGO
- Cloud Gate
Day 3: Southeast side of town
For day 3, we recommend exploring the southeast side side of town.
- The Art Institute of Chicago
- Clarence F. Buckingham Memorial Fountain
- Maggie Daley Park
- The Chicago Theatre
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