8 days in Chicago & Orlando Itinerary

8 days in Chicago & Orlando Itinerary

Created using Inspirock United States trip planner

Plan created by another user. Make it yours
1
Chicago
— 3 nights
2
Orlando
— 3 nights

S M T W T F S
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3
nights
Chicago

Chicago ©

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, walk around Millennium Park, get curious at Museum of Science and Industry, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

To find ratings, photos, maps, and more tourist information, use the Chicago online route planner.

Use the Route module to see travel options from your home to Chicago. In October in Chicago, expect temperatures between 65°F during the day and 49°F at night. Finish up your sightseeing early on the 14th (Wed) so you can travel to Orlando.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Millennium Park
Millennium Park

3
nights
Orlando

Orlando ©

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.
Have a day of magic on the 16th (Fri) at Walt Disney World Resort. Pack the 18th (Sun) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: find something for the whole family at Universal Orlando Resort and catch some excitement at Orlando StarFlyer.

To find maps, traveler tips, photos, and other tourist information, use the Orlando trip planner.

Getting from Chicago to Orlando by flight takes about 5.5 hours. Other options: drive; or take a bus. Traveling from Chicago to Orlando, you'll lose 1 hour due to the time zone difference. Traveling from Chicago in October, expect Orlando to be a bit warmer, temps between 85°F and 69°F. Finish up your sightseeing early on the 18th (Sun) so you can travel back home.

Things to do in Orlando

Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

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