7 days in Chicago & Orlando Itinerary
7 days in Chicago & Orlando Itinerary
Created using Inspirock United States travel route builder
Start: Chicago
1
Chicago
— 3 nights
Fly
2
Orlando
— 2 nights
Fly
End: Chicago
Mon, Jun 7 - Sun, Jun 13
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Chicago
— 3 nights

Windy City
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, engage your brain at Museum of Science and Industry, admire the local landmark of Buckingham Fountain, and learn about wildlife with up-close encounters at Lincoln Park Zoo.
To find photos, reviews, traveler tips, and other tourist information, read Chicago route planner.
The Route module shows you all the different ways you can get to Chicago. Expect a daytime high around 81°F in June, and nighttime lows around 63°F. Cap off your sightseeing on the 10th (Thu) early enough to travel to Orlando.
Things to do in Chicago
Find places to stay Jun 7 — 10:
Highlights from your trip
Orlando
— 2 nights

Theme Park Capital of the World
For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.Pack the 12th (Sat) with family-friendly diversions at Universal Orlando Resort. Pack the 11th (Fri) with family-friendly diversions at Universal's Islands of Adventure. The adventure continues: find something for the whole family at SeaWorld and make an unforgettable trip to Disney's Typhoon Lagoon Water Park.
To find reviews, photos, and tourist information, refer to the Orlando trip itinerary planning site.
Fly from Chicago to Orlando in 5.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Chicago to Orlando due to the time zone difference. In June, Orlando is a bit warmer than Chicago - with highs of 91°F and lows of 73°F. Wrap up your sightseeing on the 13th (Sun) early enough to travel back home.
Things to do in Orlando
Find places to stay Jun 10 — 13:
Highlights from your trip