$79 Find Cheap Southwest Flights from Chicago to New Orleans

When to Book Flights with Southwest from Chicago to New Orleans

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

  Generally, when trying to get a below average price for your ticket, try to book around 11 days before departure. For the cheapest possible price, our data suggests booking 84 days before departure.

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

  With an average price of $384 return, Southwest is not the cheapest airline to fly from Chicago to New Orleans with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $187 on average.

• What is the cheapest Southwest flight from Chicago to New Orleans?

  In the last 3 days, the lowest price for a flight with Southwest from Chicago to New Orleans was $116 for a return flight and $54 for a one-way flight.

• Does Southwest fly direct to New Orleans from Chicago?

  Yes, Southwest does offer direct flights for the route, with around 16 flights per week.

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

  On average, the cheapest day of the week to fly from Chicago to New Orleans with Southwest is Monday, when prices are around $70. The most expensive day is generally Sunday, where the average price is around $115.

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

  The cheapest month for Southwest flights to New Orleans from Chicago is generally August, where plane tickets cost $148 on average. If possible, try to avoid the most expensive months of November and October, where tickets cost $229 and $243 respectively.