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North America · Single base · 2 NIGHTS

Chicago weekend · Art Institute and Millennium Park

Build a short break around one main visit

Use this itinerary

Itinerary map

Trip calendar

Follow the locations in itinerary order. Longer itineraries open in consecutive Google Maps sections.

  1. Open route section 1 in Google Maps Chicago Staypineapple, An Iconic Hotel, The Loop, Chicago Chicago Riverwalk, Chicago Chicago Cultural Center, Chicago Chicago Loop, Chicago
  2. Open route section 2 in Google Maps Chicago Loop, Chicago Chicago Millennium Park, Chicago Art Institute of Chicago, Chicago South Michigan Avenue, Chicago
  3. Open route section 3 in Google Maps South Michigan Avenue, Chicago Grant Park, Chicago Monroe Harbor, Chicago South Loop, Chicago Chicago
  4. Open route section 4 in Google Maps Chicago Chicago Loop, Chicago Daley Plaza, Chicago Staypineapple, An Iconic Hotel, The Loop, Chicago

Stops in order

  1. Chicago Day 1
  2. Staypineapple, An Iconic Hotel, The Loop, Chicago Day 1
  3. Chicago Riverwalk, Chicago Day 1
  4. Chicago Cultural Center, Chicago Day 1
  5. Chicago Loop, Chicago Day 1
  6. Chicago Day 2
  7. Millennium Park, Chicago Day 2
  8. Art Institute of Chicago, Chicago Day 2
  9. South Michigan Avenue, Chicago Day 2
  10. Grant Park, Chicago Day 2
  11. Monroe Harbor, Chicago Day 2
  12. South Loop, Chicago Day 2
  13. Chicago Day 3
  14. Chicago Loop, Chicago Day 3
  15. Daley Plaza, Chicago Day 3
  16. Staypineapple, An Iconic Hotel, The Loop, Chicago Day 3

To see every stop on one map, import the CSV in Google My Maps and select Place as the location column.