Cheap flights from New York John F Kennedy Intl Airport to Chicago from ₹ 13,999

In general, February is the cheapest month to fly from New York John F Kennedy Intl Airport to Chicago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around ₹ 15,986. The month of January is another great option to travel to Chicago, with average flight prices from New York John F Kennedy Intl Airport averaging around ₹ 16,080.

According to our data, Wednesday is the cheapest day to fly to Chicago from New York John F Kennedy Intl Airport. The lowest ticket price found for a Wednesday departure recently was ₹ 28,656. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Chicago is Saturday, with ticket prices averaging around ₹ 40,233.

In the evening is the cheapest time of day to fly from New York John F Kennedy Intl Airport to Chicago when you can find flight prices for as low as ₹ 25,295. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. Flights to Chicago are more costly in the afternoon, with an average ticket price of ₹ 51,060. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl for the best New York John F Kennedy Intl - Chicago flight prices

You are more likely to see cheaper flights to Chicago from New York John F Kennedy Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around ₹ 24,719 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York John F Kennedy Intl Airport for as low as ₹ 16,743 on momondo.

There is only 1 cabin class available to choose from on New York John F Kennedy Intl Airport to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Historically, on average around 24% of flights between New York and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 147 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

According to our data, American Airlines have had the fewest delays on this route over the last 12 months, with about 13% of their flights experiencing any sort of delay.

As of November 2026, 33 flights take off from New York John F Kennedy Intl Airport and land in Chicago each day. The most common flight departure time for this route is 19:00, with 37% of daily flights taking off at midday.

As of November 2026, there are 233 flights per week flying from New York John F Kennedy Intl Airport to Chicago. The most common day of the week flights depart is Wed, with 19% of flights taking off on this day.