Cheap flights from New York to Chicago from ₹ 11,369

The cheapest month to fly to Chicago O'Hare Intl Airport from New York is in January. Flight prices, which tend to average around ₹ 19,138, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago O'Hare Intl Airport in January, then you should wait until February to fly from New York, when ticket prices are also cheap, with an average price of ₹ 22,927.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Monday when prices can be found for as low as ₹ 21,220. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around ₹ 40,638. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago O'Hare Intl Airport.

In the evening is the cheapest time of day to fly from New York to Chicago O'Hare Intl Airport when you can find flight prices for as low as ₹ 24,331. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying at midday when prices are ₹ 35,318 on average. Flights to Chicago O'Hare Intl Airport from New York at midday are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around ₹ 22,967 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from New York for as low as ₹ 16,769 on momondo.

There are 3 cabin classes available to choose from on New York to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 19% on your flight if you consider stops on a New York to Chicago O'Hare Intl Airport flight.

As of September 2026, prices for New York to Chicago O'Hare Intl Airport flights are approximately 28% more expensive when compared to flights at the same time last year.

Historically, on average around 15% 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 161 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. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United 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.

The number of flights available between New York and Chicago O'Hare Intl Airport is 81 per day as of September 2026. The most frequent departure time is 14:00, with 43% of daily flights leaving at midday.

The number of flights available between New York and Chicago O'Hare Intl Airport is 570 per week as of September 2026. The most frequent departure day is Tue, with 23% of weekly flights leaving on this day.