Cheap flights from Chicago to Tennessee from $56

The cheapest month to fly to Tennessee from Chicago is in December. Flight prices, which tend to average around $64, are often lower during this time because this is during the off-season. If you don’t want to visit Tennessee in December, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $181.

The cheapest day to depart from Chicago to Tennessee is on a Thursday. Travelers who choose to depart for Tennessee on a Thursday will often find tickets for as low as $248. Flights from Chicago to Tennessee on a Monday will generally be more expensive and average around $396. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

The cheapest time of day to fly to Tennessee is in the evening when flights can be purchased for as low as $267. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $335 on average. Flights to Tennessee from Chicago in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Fly from Chicago Greater Rockford to Nashville Intl for the best Chicago - Tennessee flight prices

You are more likely to see cheaper flights to Tennessee from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Tennessee for around $272 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Tennessee from Chicago for as low as $233 on momondo.

There are 4 cabin classes available to choose from on Chicago to Tennessee flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Southwest, Delta, and United Airlines are the most popular carriers operating from Chicago to Tennessee

United Airlines, American Airlines and Allegiant Air are the top three most popular airlines that fly to Tennessee from Chicago according to our data. United Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Tennessee. Keep in mind that there are 7 different airlines that fly to Tennessee on a routine basis, so you have a few additional options to choose from.

As of June 2026, there are 104 flights per day flying from Chicago to Tennessee. The most common time of day flights depart is 9:00PM, with 39% of flights taking off in the afternoon.

731 flights are operational weekly from Chicago to Tennessee as of June 2026. The most popular departure day for this route is Mon, with 19% of flights per week taking off on this day.