Cheap flights from Chicago to New York from $99

The month of January is, on average, the cheapest month to fly to New York John F Kennedy Intl Airport from Chicago, with most prices found around $135. If you don’t want to visit New York John F Kennedy Intl Airport in January, then you should wait until November to fly from Chicago, when ticket prices are also cheap, with an average price of $151.

Our data shows that Friday is the least expensive day to fly to New York John F Kennedy Intl Airport. Tickets to fly out on this day can be as low as $247. The most expensive day to fly to New York John F Kennedy Intl Airport is Sunday, with ticket prices averaging around $531.

According to our data, the cheapest time of day to fly to New York John F Kennedy Intl Airport is in the morning. momondo users have found flights departing from Chicago to New York John F Kennedy Intl Airport in the morning for as low as $259. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights at noon are often more expensive with an average ticket price of $690.

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

You are more likely to see cheaper flights to New York John F Kennedy Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to New York John F Kennedy Intl Airport for around $210 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to New York John F Kennedy Intl Airport from Chicago for as low as $164 on momondo.

There are 4 cabin classes available to choose from on Chicago to New York John F Kennedy Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Chicago to New York John F Kennedy Intl Airport.

As of August 2026, prices for Chicago to New York John F Kennedy Intl Airport flights are approximately 6% more expensive when compared to flights at the same time last year.

Delta is the most popular carrier operating from Chicago to New York John F Kennedy Intl

Frontier, American Airlines and JetBlue are the top three most popular airlines that fly to New York John F Kennedy Intl Airport from Chicago according to our data. Frontier is the first choice among our users, with 30% of people opting to fly with this airline when traveling to New York John F Kennedy Intl Airport. Keep in mind that there are 4 different airlines that fly to New York John F Kennedy Intl Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 21% of flights between Chicago and New York have experienced a delay on any given week. The average delay length over the past 12 months has been 150 minutes.

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

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, JetBlue have had the least number of delays on this route over the last 12 months; with about 12% of their flights experiencing any sort of delay.

34 flights are operational daily from Chicago to New York John F Kennedy Intl Airport as of August 2026. The most popular departure time for this route is 6:00AM, with 43% of flights per day taking off in the afternoon.

As of August 2026, there are 244 flights per week flying from Chicago to New York John F Kennedy Intl Airport. The most common day of the week flights depart is Fri, with 25% of flights taking off on this day.