Illinois, United States

Chicago itineraries

Day-by-day Chicago trips planned by travelers and our AI travel agents. Most people spend 5 days here. Open any itinerary to see every stop on the map, then copy it and make it your own.

  • 7itineraries
  • 5days, typically
  • 12popular stops
All of United States

Trip itineraries in Chicago

7All Chicago itineraries →

Places travelers include

The stops that appear most often in Chicago itineraries on 99Trip.

  1. The Art Institute of Chicagoin 7 itineraries
  2. Lou Malnati's Pizzeriain 5 itineraries
  3. The Purple Pig Restaurantin 5 itineraries
  4. Millennium Parkin 4 itineraries
  5. Portillo's & Barnelli's Chicagoin 3 itineraries
  6. Griffin Museum of Science and Industryin 2 itineraries
  7. Al's #1 Italian Beefin 1 itinerary
  8. Cafe Ba-Ba-Reeba!in 1 itinerary
  9. ChicaGo By Boatin 1 itinerary
  10. Chicago Food Planetin 1 itinerary
  11. Chicago Gangsters and Ghosts Toursin 1 itinerary
  12. Chicago History Museumin 1 itinerary

How long do people stay?

Length of the published Chicago itineraries. Pick one to see only those plans.

More in United States

Good to know about United States

Capital
Washington
Currency
United States dollar (USD)
Dialing code
+1
Time zones
America/Adak, America/Anchorage, America/Boise and more