Cheap Flights from New York to Chicago from US$62

Frequently Asked Questions

• What are the cheapest flights from New York to Chicago (NYC-CHI)?

  Based on Trip.com data, Delta Air Lines offers one-way fares as low as US$62 on Cheapest nonstop routes (e.g. LGA to ORD on Mon, Sep 28), while Delta Air Lines offers Cheapest nonstop round-trips from US$133 departing on Tue, Sep 29 and returning on Thu, Oct 1.

• Which airlines offer direct flights from New York to Chicago?

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

• How long is a flight from New York to Chicago?

  It takes about 3 hours 20 minutes to fly from New York to Chicago.

• When is the best time to book flights from New York to Chicago?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from New York to Chicago 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.

• How many flights are there per week from New York to Chicago?

  Based on Trip.com data in the past 4 weeks, there is 178 flight per week flying from New York to Chicago. You can check the weekly schedule for popular airlines on this route below: United Airlines: S/M/T/W/T/F/S -- UA1310 (10:13) United Airlines: S/M/T/W/T/-/S -- UA623 (08:13)

• How can I find the best deals on flights from New York to Chicago?

  To find best deals on flights from New York to Chicago, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Mon, Sep 28, with one-way flights priced at just US$62.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Delta Air Lines.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
  · Get exclusive promo codes for Trip.com app users.

• When are flight tickets from New York (NYC) to Chicago (CHI) the cheapest?

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

• Which upcoming date is cheapest to fly from New York to Chicago on?

  After crunching the numbers on our August flight calendar, it's currently cheapest to fly from New York to Chicago on August 25, 2026 with Delta Air Lines, with prices starting at US$64.

• Which airports can I fly to for Chicago from New York?

  You can land at any one of the following hubs in Chicago, with LaGuardia Airport to O'Hare International Airport (LGA-ORD) is by far the most common option on this route: Chicago Midway International Airport (MDW) O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD).

• Is there any time difference between New York and Chicago?

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

• How do I change or cancel my ticket from New York to Chicago?

  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.

• What is the average cost of a one-way flight from New York to Chicago?

  Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from New York to Chicago is US$160. Fares vary by travel date, airline and availability.

• What is the average cost of a round-trip flight from New York to Chicago?

  Based on Trip.com data for travel in the next 30 days, the average round-trip fare from New York to Chicago is US$294. The final price depends on the outbound and return dates, airline and fare conditions.

• How do I book flights from New York to Chicago on Trip.com?

  Enter New York and Chicago, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveler details and complete payment to receive your confirmation.

• Are there budget airlines on the New York to Chicago route?

  Jetblue Airways and Frontier Airlinesare the most popular budget airlines flying from New York to Chicago. Check baggage, seat and payment fees before comparing the final price.