7 days in Chicago & Orlando Itinerary

7 days in Chicago & Orlando Itinerary

Created using Inspirock United States travel route builder

Make it your trip
1
Chicago
— 3 nights
Fly
2
Orlando
— 2 nights
Fly

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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 trip 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 catch the flight to Orlando.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums
Find places to stay Jun 7 — 10:

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 4.5 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 fly back home.

Things to do in Orlando

Theme Parks
Find places to stay Jun 10 — 13: