8 days in Chicago & Oklahoma City Itinerary

8 days in Chicago & Oklahoma City Itinerary

Created using Inspirock United States travel planner

Make it your trip
Fly
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Chicago
— 4 nights
Fly
2
Oklahoma City
— 3 nights
Fly

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Chicago

— 4 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, nightlife, and parks. Your trip includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, meet the residents at Shedd Aquarium, stroll around Millennium Park, and learn more about the world around you at Field Museum.

For other places to visit, more things to do, photos, and more tourist information, read our Chicago road trip planning app.

New York City to Chicago is an approximately 4-hour flight. You can also drive; or take a bus. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. Traveling from New York City in July, Chicago is slightly colder at night with lows of 67°F. Wrap up your sightseeing on the 14th (Tue) early enough to fly to Oklahoma City.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums

Side Trip

Find places to stay Jul 10 — 14:

Oklahoma City

— 3 nights

The Big Friendly

Oklahoma City, known to many as the "Big Friendly," represents the political, cultural, and economic engine of the state of Oklahoma.
Explore Oklahoma City's surroundings by going to Hog Wild (in Purcell) and Stafford Air & Space Museum (in Weatherford). There's lots more to do: pause for some photo ops at Oklahoma City National Memorial & Museum, learn more about the world around you at SKELETONS: Museum of Osteology, wander the streets of Bricktown, and wander the wide-open spaces of Express Clydesdales.

To find photos, traveler tips, and more tourist information, go to the Oklahoma City online trip planner.

Traveling by flight from Chicago to Oklahoma City takes 3.5 hours. Alternatively, you can drive; or take a bus. Expect a bit warmer weather when traveling from Chicago in July: highs in Oklahoma City hover around 93°F, while lows dip to 71°F. Finish your sightseeing early on the 17th (Fri) to allow enough time to fly back home.

Things to do in Oklahoma City

Museums · Childrens Museums · Parks · Fun & Games

Side Trips

Find places to stay Jul 14 — 17: