Cheap Flights from Chicago (CHI) to Louisville Muhammad Ali International (SDF)

The journey from Chicago’s skyscrapers to the soft southern charm of Louisville, Kentucky covers 269 miles and the average direct flight will get you there in an hour and 25 minutes.

You’ll have the biggest choice of flight times if you’re traveling from Chicago O’Hare (ORD) to Louisville Standiford (SDF). United and American airlines are neck and neck on this route, each offering between three to six nonstop flights every day. It’s also possible to fly direct to Louisville from Midway Airport (MDW) with Southwest.

Making Your Way to Chicago’s Airports

O’Hare is a force to be reckoned with. As one of the largest air travel hubs in the country, it is constantly packed and the crowds surging through its four big terminals never seem to slow down. There’s a rapid Automated People Mover to help you avoid unnecessarily long walks.

Chicago Midway is a breeze to travel through. There’s only one terminal with four concourses, the shortest of which only has three gates! For a fast, convenient alternative to driving to the airport, grab the CTA Orange Line train. It’s a 25 minute journey, but once you get to the MDW stop you’ll need to walk through a tunnel to the terminal, which should take between 10 and 15 minutes.

You’ll find the free WiFi at both Chicago Airports to be quite limited with a list of 30 websites that you can access without paying. For unrestricted WiFi, you’ll have to pay $6.75 for a 24 hour period of unlimited access.

Arriving in Louisville

Home to the Kentucky Derby, the birthplace of Muhammad Ali and the spot where baseball’s most famous bat (the Louisville Slugger!) was created. Louisville has many claims to fame, but its own sweet character and lovely neighborhoods are reason enough to visit. In fact, “Louavull” is a wonderful place to just wander.

Guided tours of the painstakingly restored Victorian houses which grace the city’s historic districts pull in plenty of visitors. Louisville is a city full of beautiful parks, several of which were designed by the genius behind NYC’s Central Park, Frederick Law Olmsted. If you decide to visit when the Derby is on, you’ll have a chance to taste the Mint Julep in its highest incarnation: for the rest of the year, we recommend a slow glass of bourbon.

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