Cheap flights from Chicago to New York State from $85

In general, January is the cheapest month to fly from Chicago to State of New York. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $200. If you’re not able to fly to State of New York in January, then February is your next best option. Flight prices from Chicago to State of New York during February average around $213.

Our data shows that Friday is the least expensive day to fly to State of New York. Tickets to fly out on this day can be as low as $270. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $396. These prices are subject to change though, so be sure to set up a Price Alert for flights to State of New York.

According to our data, the cheapest time of day to fly to State of New York is in the evening. momondo users have found flights departing from Chicago to State of New York in the evening for as low as $274. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $372 on average. Flights to State of New York from Chicago in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

You are more likely to see cheaper flights to State of New York from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to State of New York for around $206 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to State of New York from Chicago for as low as $142 on momondo.

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

United Airlines, Delta, and Southwest are the most popular carriers operating from Chicago to New York

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to State of New York from Chicago according to our data. United Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to State of New York. Keep in mind that there are 6 different airlines that fly to State of New York on a routine basis, so you have a few additional options to choose from.

As of June 2026, there are 246 flights per day flying from Chicago to State of New York. The most common time of day flights depart is 6:00PM, with 37% of flights taking off in the afternoon.

1,727 flights are operational weekly from Chicago to State of New York as of June 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.