24 days in Orlando & Chicago Itinerary

24 days in Orlando & Chicago Itinerary

Created using Inspirock United States trip planner
Make it your trip
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Orlando
— 8 nights
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Chicago
— 11 nights
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Orlando — 8 nights

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.
When in Orlando, make a side trip to see NASA Kennedy Space Center Visitor Complex in Merritt Island, approximately Merritt Island away. Pack the 27th (Wed) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 29th (Fri) at Walt Disney World Resort. There's still lots to do: get in on the family fun at Universal Orlando Resort, don't miss a visit to Disney’s Hollywood Studios, take an unforgettable tour with a helicopter tour, and make a splash at Discovery Cove.

To find other places to visit, maps, and more tourist information, read our Orlando road trip planner.

Bangkok, Thailand to Orlando is an approximately 26.5-hour flight. The time zone difference when traveling from Bangkok to Orlando is minus 12 hours. In July, daytime highs in Orlando are 38°C, while nighttime lows are 28°C. You'll have a few hours on the 2nd (Tue) to wrap things up before traveling to Chicago.
Theme Parks · Outdoors · Golf · Childrens Museums
Side Trip

Chicago — 11 nights

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore the numerous day-trip ideas around Chicago: Three Oaks Recreation Area (in Crystal Lake) and Whiskey Acres Distilling Co. (in DeKalb). There's lots more to do: explore the world behind art at The Art Institute of Chicago, take in panoramic vistas at 360 Chicago Observation Deck, learn more about the world around you at Field Museum, and take a tour by water with Boat Tours & Water Sports.

For where to stay, traveler tips, other places to visit, and other tourist information, use the Chicago online itinerary planner.

Traveling by flight from Orlando to Chicago takes 4.5 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Plan for slightly colder temperatures traveling from Orlando in August, with highs in Chicago at 33°C and lows at 22°C. Cap off your sightseeing on the 15th (Mon) early enough to catch the flight back home.
Parks · Historic Sites · Museums · Shopping
Side Trips