Cheap flights from Chicago to New York from ₹ 8,422

The month of January is, on average, the cheapest month to fly to New York from Chicago, with most prices found around ₹ 15,601. The month of September is another great option to travel to New York, with average flight prices from Chicago averaging around ₹ 20,099.

The cheapest day to depart from Chicago to New York is on a Saturday. Travellers who choose to depart for New York on a Saturday will often find tickets for as low as ₹ 23,830. The most expensive day to fly to New York is Wednesday, with ticket prices averaging around ₹ 37,469.

In the evening is the cheapest time of day to fly from Chicago to New York when you can find flight prices for as low as ₹ 22,175. Flying to New York 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 in the afternoon when prices are ₹ 63,129 on average. Flights to New York from Chicago in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

You are more likely to see cheaper flights to New York from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to New York for around ₹ 19,644 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to New York from Chicago for as low as ₹ 13,591 on momondo.

You could potentially save up to 22% on your flight if you consider stops on a Chicago to New York flight.

As of May 2026, prices for Chicago to New York flights are approximately 46% more expensive when compared to flights at the same time last year.

Historically, on average around 24% 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 144 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.

Saturday 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, Delta have had the fewest delays on this route over the last 12 months, with about 22% of their flights experiencing any sort of delay.

As of May 2026, 124 flights take off from Chicago and land in New York each day. The most common flight departure time for this route is 10:00, with 44% of daily flights taking off at midday.

868 flights are operational weekly from Chicago to New York as of May 2026. The most popular departure day for this route is Wed, with 17% of flights per week taking off on this day.