$49 Find Cheap Southwest Flights from Nashville to Chicago

When to Book Flights with Southwest from Nashville to Chicago

• How far in advance should I book tickets for a flight with Southwest from Nashville to Chicago?

  Generally, when trying to get a below average price for your ticket, try to book around 16 days before departure. For the cheapest possible price, our data suggests booking 23 days before departure.

• Is Southwest the cheapest airline to fly with from Nashville to Chicago?

  With an average price of $233 return, Southwest is not the cheapest airline to fly from Nashville to Chicago with. Instead, for the lowest price, our data suggests flying with Allegiant Air, where a return flight costs $78 on average.

• What is the cheapest Southwest flight from Nashville to Chicago?

  In the last 3 days, the lowest price for a flight with Southwest from Nashville to Chicago was $58 for a return flight and $43 for a one-way flight.

• Does Southwest fly direct to Chicago from Nashville?

  Yes, Southwest does offer direct flights for the route, with around 42 flights per week.

• What’s the cheapest day of the week to fly from Nashville to Chicago with Southwest?

  On average, the cheapest day of the week to fly from Nashville to Chicago with Southwest is Tuesday, when prices are around $38. The most expensive day is generally Sunday, where the average price is around $82.

• What’s the cheapest month to fly from Nashville to Chicago with Southwest?

  The cheapest month for Southwest flights to Chicago from Nashville is generally August, where plane tickets cost $98 on average. If possible, try to avoid the most expensive months of September and February, where tickets cost $198 and $292 respectively.