Cheap flights from New York John F Kennedy Intl Airport to Chicago from €89

In general, February is the cheapest month to fly from New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around €143. If you are unable to visit Chicago O'Hare Intl Airport during the month of February, then departing from New York John F Kennedy Intl Airport during the month January is also very affordable. Most momondo users find prices during this month for around €151.

On average, the least expensive day to fly to Chicago O'Hare Intl Airport from New York John F Kennedy Intl Airport is on a Friday. momondo users have found tickets for Friday departures for as low as €133. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around €487.

Our data shows that the cheapest New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport flights are usually those with departure times at midday. Our users have found flights to Chicago O'Hare Intl Airport at midday for as low as €280. Flights to Chicago O'Hare Intl Airport are more costly in the evening, with an average ticket price of €487. Departure times in the evening 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 O'Hare Intl flight prices

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport for around €211 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 John F Kennedy Intl Airport for as low as €151 on momondo.

There is only 1 cabin class available to choose from on New York John F Kennedy Intl Airport 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.

Historically, on average around 16% 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 172 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights departing at night 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, 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 August 2026, there are 40 flights per day flying from New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport. The most common time of day flights depart is 10:00, with 40% of flights taking off at midday.

As of August 2026, 283 flights take off from New York John F Kennedy Intl Airport and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Thu, with 19% of weekly flights taking off on this day.