$104 Find Cheap Southwest Flights from Kansas City to Chicago

When to Book Flights with Southwest from Kansas City to Chicago

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

  With an average price of $346 return, Southwest is not the cheapest airline to fly from Kansas City to Chicago with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $182 on average.

• What is the cheapest Southwest flight from Kansas City to Chicago?

  In the last 3 days, the lowest price for a flight with Southwest from Kansas City to Chicago was $235 for a return flight and $115 for a one-way flight.

• Does Southwest fly direct to Chicago from Kansas City?

  Yes, Southwest does offer direct flights for the route, with around 33 flights per week.

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

  On average, the cheapest day of the week to fly from Kansas City to Chicago with Southwest is Tuesday, when prices are around $60. The most expensive day is generally Saturday, where the average price is around $154.

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

  The cheapest month for Southwest flights to Chicago from Kansas City is generally February, where plane tickets cost $130 on average. If possible, try to avoid the most expensive months of December and August, where tickets cost $271 and $330 respectively.