5 days in Midwest Itinerary

5 days in Midwest Itinerary

Created using Inspirock Midwest trip itinerary planner

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Route & dates

5 days in Midwest Itinerary

Start: Fort Wayne
Fly:  3​h
1
Chicago
— 2 nights
Fly:  4​h 15​min
2
Branson
— 2 nights
Fly:  5​h
End: Fort Wayne

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, nightlife, zoos & aquariums, and childrens museums. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, ponder the design of Buckingham Fountain, take in panoramic vistas at 360 Chicago Observation Deck, and pause for some photo ops at Cloud Gate.

To find maps, traveler tips, other places to visit, and more tourist information, read our Chicago itinerary planner .

Fort Wayne to Chicago is an approximately 3-hour flight. You can also drive; or take a bus. Traveling from Fort Wayne to Chicago, you'll gain 1 hour due to the time zone difference. In July, daytime highs in Chicago are 83°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 22nd (Wed) to allow time to travel to Branson.

Things to do in Chicago

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

2
nights
Branson

Branson ©
Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Start off your visit on the 23rd (Thu): cool off at Silver Dollar City and then explore the activities along Table Rock Lake. Get ready for a full day of sightseeing on the 24th (Fri): get in on the family fun at Arcade City, then get your game on at 7D Dark Ride Adventure, then test your problem-solving skills at Escape Code, and finally explore the galleries of Titanic Museum.

Plan trip to Branson with our itinerary maker to find out where to go and what to do.

Traveling by flight from Chicago to Branson takes 4.5 hours. Alternatively, you can do a combination of flight and car; or drive. In July, plan for daily highs up to 87°F, and evening lows to 68°F. Finish up your sightseeing early on the 24th (Fri) so you can travel back home.

Things to do in Branson

Theme Parks Fun & Games Parks

Side Trip

Table Rock Lake
Highlights from your plan
Escape Code ©
Escape Code
Silver Dollar City ©
Silver Dollar City
Titanic Museum ©
Titanic Museum

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