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Chicago Trip Planner

Chicago's popular tours and experiences are in the palm of your hand! Plan the Chicago itinerary of your dreams


Chicago Trip Planner

Chicago Guided Tour
Chicago Guided Tour...
Chicago Parks and Fountains
Chicago Parks and Fountains...
Navy Pier (great for children)
Navy Pier (great for children)...
Museum of Science and Industry
Museum of Science and Industry...
Millennium Park
Millennium Park...
Navy Pier
Navy Pier...
The Art Institute of Chicago
The Art Institute of Chicago...
Willis Tower
Willis Tower...
Skydeck Chicago
Skydeck Chicago...
Museum of Science and Industry, Chicago
Museum of Science and Industry, Chicago...
Grant Park
Grant Park...
Field Museum
Field Museum...

Plan a Trip to Chicago

Create your Chicago itinerary in minutes

Chicago - America's second city - has always rivaled New York in every possible way - the skyscrapers, the museums, the parks, the restaurants, the hotels. But it is so much more than just second city of US. It has a very special vibe and character that you must experience.

How Does Triptile Work?

Triptile allows you to build complex multi-destination itineraries in several minutes

Select cities in 1 min
Select all the destinations you would like to visit. You can choose anything.
Add dates in 30 sec
Choose the start date of your trip and enter how many travelers are going.
Customize trip in 3 min
Change hotels, include (or exclude) activities, play around with the trip duration.
Trip is ready in under 5 min
Voilà! Your multi-city itinerary is ready in a matter of minutes. Now share it with friends!