Cheap flights from Nashville to Chicago from $97

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Nashville, with most prices found around $144. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Nashville during the month April is also very affordable. Most momondo users find prices during this month for around $226.

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Nashville. The lowest ticket price found for a Wednesday departure recently was $229. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Nashville because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $354.

Flying to Chicago Midway Airport from Nashville in the evening is the least expensive time of day to depart. momondo users have found prices as low as $244 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $286. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Nashville Intl to Chicago Midway for the best Nashville Intl - Chicago Midway flight prices

You are more likely to see cheaper flights to Chicago Midway Airport from Nashville when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $282 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Nashville for as low as $164 on momondo.

There is only 1 cabin class available to choose from on Nashville Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Nashville to Chicago Midway Airport.

As of February 2026, prices for Nashville to Chicago Midway Airport flights are approximately 39% more expensive when compared to flights at the same time last year.

As of February 2026, there are 2 flights per day flying from Nashville to Chicago Midway Airport. The most common time of day flights depart is 7:00AM, with 31% of flights taking off at noon.

17 flights are operational weekly from Nashville to Chicago Midway Airport as of February 2026. The most popular departure day for this route is Thu, with 29% of flights per week taking off on this day.