Chicago Itineraries

Trip Ideas for Chicago

Browse the list of day-wise Chicago itineraries and travel ideas. You can check out day by day trip plans for Chicago for 1 to 7 days. Explore how you can spend you desired number of days in Chicago with these ready-to-use itineraries.

Recent Chicago Itineraries

Looking for Chicago trip ideas? Have a look at these recently created Chicago itineraries by TripHobo users and plan your next vacation using these as templates.

Be Smart! Try quickest way to plan your trip online now!

New to D.I.Y. planning? Learn how to make an itinerary on TripHobo!

Try Chicago Trip Planner