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.
2 Views6 Days 5 Nights6 Day Trip to Chicago from MiamiBy: Published PrivatelyCity: Chicago
4 Views4 Days 3 Nights3 Day Trip to Chicago from MinneapolisBy: Published PrivatelyCity: Chicago
1 View4 Days 3 Nights4 Day Trip to Chicago from MinneapolisBy: BrittaniCity: Chicago
2 Views4 Days 3 Nights4 Day Trip to Chicago from OrlandoBy: Guest UserCity: Chicago
9 Views11 Days 10 Nights11 Day Trip to Chicago from AlajuelaBy: Miguel EsquivelCity: Chicago
1 View3 Days 2 Nights3 Day Trip to Chicago from SavannahBy: Guest UserCity: Chicago
What to Know Before Planning an Itinerary to Chicago
Most people start planning their trip to Chicago around 1 month in advance
95% of people vacationing in Chicago visit Millennium Park
11 AM - 12 PM
6 PM - 7 PM
76.76% of people prefer to commute by car while visiting Chicago
77.49% of people visiting Chicago are from United States
Suggested Itineraries for Chicago, Illinois
Explore Chicago like never before! Select your pick from the suggested Chicago itineraries and modify it as per your choice by adding popular tourist attractions, hotels & restaurants.