$69 Find Cheap American Airlines Flights from New York to Chicago

When to Book Flights with American Airlines from New York to Chicago

• How far in advance should I book tickets for a flight with American Airlines from New York to Chicago?

  Generally, when trying to get a below average price for your ticket, try to book around 7 days before departure. For the cheapest possible price, our data suggests booking 91 days before departure.

• Is American Airlines the cheapest airline to fly with from New York to Chicago?

  With an average price of $268 return, American Airlines is not the cheapest airline to fly from New York to Chicago with. Instead, for the lowest price, our data suggests flying with Spirit Airlines, where a return flight costs $161 on average.

• What is the cheapest American Airlines flight from New York to Chicago?

  In the last 3 days, the lowest price for a flight with American Airlines from New York to Chicago was $99 for a return flight and $47 for a one-way flight.

• Does American Airlines fly direct to Chicago from New York?

  Yes, American Airlines does offer direct flights for the route, with around 44 flights per week.

• What’s the cheapest day of the week to fly from New York to Chicago with American Airlines?

  On average, the cheapest day of the week to fly from New York to Chicago with American Airlines is Monday, when prices are around $63. The most expensive day is generally Saturday, where the average price is around $86.

• What’s the cheapest month to fly from New York to Chicago with American Airlines?

  The cheapest month for American Airlines flights to Chicago from New York is generally September, where plane tickets cost $103 on average. If possible, try to avoid the most expensive months of December and April, where tickets cost $166 and $213 respectively.