$69 Find Cheap Southwest Flights from Tampa to Chicago

When to Book Flights with Southwest from Tampa to Chicago

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

  With an average price of $284 return, Southwest is not the cheapest airline to fly from Tampa to Chicago with. Instead, for the lowest price, our data suggests flying with Spirit Airlines, where a return flight costs $152 on average.

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

  In the last 3 days, the lowest price for a flight with Southwest from Tampa to Chicago was $98 for a return flight and $50 for a one-way flight.

• Does Southwest fly direct to Chicago from Tampa?

  Yes, Southwest does offer direct flights for the route, with around 28 flights per week.

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

  On average, the cheapest day of the week to fly from Tampa to Chicago with Southwest is Tuesday, when prices are around $75. The most expensive day is generally Saturday, where the average price is around $135.

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

  The cheapest month for Southwest flights to Chicago from Tampa is generally July, where plane tickets cost $135 on average. If possible, try to avoid the most expensive months of September and October, where tickets cost $367 and $409 respectively.