8 days in Louisville & Illinois Itinerary

8 days in Louisville & Illinois Itinerary

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Route & dates

8 days in Louisville & Illinois Itinerary

Start: New York City
Fly:  5​h 30​min
1
Louisville
— 3 nights
Fly:  3​h 45​min
2
Chicago
— 4 nights
Fly + bus:  4​h 45​min
End: New York City

3
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Get out of town with these interesting Louisville side-trips: The John Hay Center (in Salem), Dog Creek Recreation Area (in Cub Run) and Mammoth Cave National Park (in Mammoth Cave National Park). There's lots more to do: Head underground at Louisville Mega Cavern, gain some tasty knowledge on a distillery tour, sample the fine beverages at Angel's Envy Distillery, and kick your exploration up a notch at some of the top local zipline courses and adventure parks.

To find reviews, where to stay, other places to visit, and tourist information, refer to the Louisville trip itinerary planning app .

New York City to Louisville is an approximately 5.5-hour flight. You can also do a combination of bus and flight; or drive. Traveling from New York City in June, expect nights in Louisville to be about the same, around 67°F, while days are somewhat warmer, around 86°F. Wrap up your sightseeing on the 18th (Tue) to allow time to travel to Chicago.

Things to do in Louisville

Parks Nature Tours

Side Trips

The John Hay Center, Mammoth Cave, Dog Creek Recreation Area
Highlights from your plan
Mammoth Cave ©
Mammoth Cave
Distillery Tours
Louisville Slugger Museum & Factory ©

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Family-friendly places like Museum of Science and Industry and Shedd Aquarium will thrill your kids. There's lots more to do: explore the world behind art at The Art Institute of Chicago, learn about wildlife with up-close encounters at Lincoln Park Zoo, admire all the interesting features of Wrigley Field, and enjoy breathtaking views from Skydeck Chicago - Willis Tower.

To see other places to visit, traveler tips, more things to do, and other tourist information, read our Chicago tour app .

Traveling by flight from Louisville to Chicago takes 4 hours. Alternatively, you can drive; or do a combination of bus and flight. The time zone difference when traveling from Louisville to Chicago is minus 1 hour. When traveling from Louisville in June, plan for little chillier days and about the same nights in Chicago: temperatures range from 81°F by day to 63°F at night. Cap off your sightseeing on the 22nd (Sat) early enough to travel back home.

Things to do in Chicago

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

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