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What’s the best driving route from Chicago to Florida?

I tried to convince my three children that Disney World really isn’t that fun, but it didn't work—alas, we’re heading on a road trip once school ends. What’s the best driving route from Chicago to Orlando, [Florida](https://getjerry.com/car-insurance/cheap-car-insurance-florida)?

avatar
Jason Tushinski · Updated on
Reviewed by Shannon Martin, Licensed Insurance Agent.
The best route from Chicago,
Illinois
to Orlando is along I-65 S, I-24 E and I-75 S, a trip that will take 20 hours 45 minutes driving time, and will cover 1,320 miles.
Here are the highlights to see before your wife and kids head off in search of fun and leave you high dry clutching a smoked turkey leg in one hand, and frozen pineapple Dole whip in the other (we here at Jerry think those are decent consolation prices, FWIW)! Split this trip into a few days in order to see the sites!
  • Leave
    Chicago
    **—after a delicious lunch of hot-diggity dogs at **The Wieners Circle in Lincoln Park—and hop onto I-65 S
  • Pass through Indianapolis,
    Indiana
    and make a pitstop at the Indianapolis Motor Speedway Museum to be awash in the glory of the country’s greatest race car drivers
  • Arrive in Louisville,
    Kentucky
    for a Mint Julep (while we’re sure the kids would love them, please don’t give them one) and pay a visit to legendary Churchill Downs, home of the Kentucky Derby
  • Leave Louisville and hit up Nashville,
    Tennessee
    , enjoy some legendary Nashville Hot Chicken at Prince’s, and tip your cap to the Grand Ole Opry, one of the country’s most famous music venues
  • Hit I-24 E and pass through Atlanta,
    Georgia
    and get the kids a Frosted Orange—an Atlanta staple (a creamsicle in milkshake form)—at the Varsity
  • Motor through Georgia and stop in Gainesville, where the kids can run off the sugar on the beautiful grounds of the University of Florida
  • Ride into Orlando and Disney World a hero
Be sure to protect your vehicle as you drive into the Sunshine State with a robust
car insurance
policy by using
Jerry
! The average Jerry user saves more than $800 per year on insurance!
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