Flights from Chicago(CHI) to Stewart Airport(SWF)

At the moment, you can catch a nonstop flight from Chicago to New York with the following airlines, including: American Airlines Delta Air Lines United Airlines Jetblue Airways Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

It takes about 2 hours 18 minutes to fly from Chicago to New York.

By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to New York is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

Based on Trip.com data in the past 4 weeks, there is 171 flight per week flying from Chicago to New York. You can check the weekly schedule for popular airlines on this route below: United Airlines: S/M/T/W/T/F/S -- UA2092 (08:24)

The cheapest months to fly from Chicago to New York is October, when demand for travel is lower.

After crunching the numbers on our August flight calendar, it's currently cheapest to fly from Chicago to New York on August 26, 2026 with Delta Air Lines, with prices starting at US$66.

You can land at any one of the following hubs in New York, with O'Hare International Airport to LaGuardia Airport (ORD-LGA) is by far the most common option on this route: Newark Liberty International Airport (EWR) John F. Kennedy International Airport (JFK) LaGuardia Airport (LGA) New York Skyports Seaplane Base (NYS) New York Stewart International Airport (SWF).

The time difference between New York and Chicago is 1h.

Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.