American Airlines flights from New York to Chicago (NYC - CHI)

• Can I get a flight from New York to Chicago on American Airlines for under $300?

  Cheapflights users have found 50 American Airlines flights for under $300 on the NYC-CHI route. Prices on flights to Chicago from New York can vary based on many factors including dates. To look at price based on your preferred dates, click here.

• Does American Airlines service alternative airports for NYC-CHI?

  Those looking to travel from New York to Chicago on American Airlines should know that there are other options for airports to fly into when visiting Chicago. When arriving in Chicago, most people land at Chicago O'Hare Intl, but that is not the only available airport that American Airlines flies to. Many people choose to land at Chicago Midway depending on where there are traveling to in the area. If you are looking for a closer or different airport to depart from in New York, American Airlines also flies out of Newark when traveling to Chicago.

• How do most travelers feel about American Airlines?

  The average rating from 8,711 American Airlines reviews by Cheapflights users is 6.4 (out of a maximum rating of 10). If you are considering flying NYC-CHI with Cheapflights, apply your desired dates to the form above to see our best pricing for your trip to Chicago with American Airlines.

Currently, the most affordable month to book a American Airlines flight from New York to Chicago in February, with an average price of $244. Conversely, traveling with American Airlines from New York to Chicago in June will be the most expensive, with an average cost of $348. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).