$80 Find Cheap Southwest Flights from Chicago to Fort Myers

When to Book Flights with Southwest from Chicago to Fort Myers

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

  With an average price of $425 return, Southwest is not the cheapest airline to fly from Chicago to Fort Myers with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $131 on average.

• What is the cheapest Southwest flight from Chicago to Fort Myers?

  In the last 3 days, the lowest price for a flight with Southwest from Chicago to Fort Myers was $116 for a return flight and $75 for a one-way flight.

• Does Southwest fly direct to Fort Myers from Chicago?

  Yes, Southwest does offer direct flights for the route, with around 9 flights per week.

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

  On average, the cheapest day of the week to fly from Chicago to Fort Myers with Southwest is Saturday, when prices are around $80. The most expensive day is generally Wednesday, where the average price is around $125.

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

  The cheapest month for Southwest flights to Fort Myers from Chicago is generally August, where plane tickets cost $118 on average. If possible, try to avoid the most expensive months of October and December, where tickets cost $316 and $439 respectively.