Book Cheap Flight Tickets from New York City (NYC) to Chicago (CHI)
Get affordable flight tickets from top airlines with Crystal Travel.

As a jazz music lover or enthusiast for all the architects, Chicago is one of the finest places to take up on vacation. Even if you are visiting for a work trip or meeting your family over there it will still keep you amazed with its beauty. However, if you are planning to get cheap flights from New York City to Chicago we can be of great help.

At Crystal Travel, we can meet your last-minute needs. It doesn't matter whether it's a round-trip, one-way, or nonstop flight; we offer the most affordable flights from popular airlines. Contact our customer service team if you still aren't convinced. Within minutes, they will find the best offers just for you.

About New York City

Diversity and dynamism are hallmarks of New York City. In addition to its political, economic, and cultural culture, it is a major metropolis. New York City is a major city in the United States, and it has been described as the economic and cultural capital of the world.

About Chicago

The welcoming and inclusive spirit, award-winning food scene, iconic attractions, and vibrant neighborhoods, offer something new to discover around every corner. Which makes this place all the way more special.
Cheap Flights from New York City to Chicago

Click on the Origin Airport of your choice to unlock various flight deals

FAQs on New York City to Chicago Flights
1. Which airlines fly directly from New York City to Chicago?

Airlines that fly directly from New York City to Chicago are:

  • American Airlines
  • Delta Airlines
  • United Airlines 
  • Southwest Airlines
2. I’m booking a non-stop/direct flight to Chicago from New York City. Which airport do I choose?

New York City is served by three airports, all of which offer non-stop flights to Chicago. The airports are:

  • John F. Kennedy International Airport (JFK)
  • LaGuardia Airport (LGA)
  • Newark Liberty International Airport (EWR)


All the flights from New York City will land at the following two airports in Chicago which are :

  • O'Hare International Airport (ORD)
  • Chicago Midway International Airport (MDW)


You can choose amongst these airports as per your convenience, depending upon the travel time to the airport, the departure time, the arrival time, and the flight cost offered.

3. What is the duration of the flight between NYC and CHI?
The flight distance from New York City to Chicago is 5711 miles. The quickest non-stop flights from NYC to CHI are served by Southwest Airlines, which takes an approximate time of 2 hours and 20 minutes. In general flights from New York City take 2 hours and 29 minutes to land in Chicago.
4. Which airline has the least delayed flights from New York City to Chicago?
The least delayed flights from New York City to Chicago are served by American Airlines. It is also one of the best commuter airlines.
5. Which is the cheapest day of the week to fly from New York City to Chicago?
The best rates are available if you leave on a Wednesday, so try to avoid weekends if you are flying from New York City to Chicago. Tuesdays are the best days to return to New York City, while Wednesdays are the most expensive.
6. Do I need to pay any fees or charges for canceling my flight from NYC to CHI?
For most airlines, changing or canceling flights is subject to a service fee. There have been exceptions to this, however, as some airlines have waived their cancellation and modification fees since the pandemic started. In order to obtain additional information, please contact our customer service team or visit the airline's website.
7. Do airlines offer sleeping areas to passengers traveling from New York City to Chicago?
There are sleeping areas and resting areas at many airports. Several airports in New York City offer sleeping pods and reclining chairs in designated areas for passengers to get some rest the most special thing is that they also offer pet relief stations at all terminals in Newark International Airport. Chicago Airport does have lounges but it does offer sleeping or resting areas.
8. Am I allowed to carry food/eatables on my flight to Chicago?
As per the TSA rules, you are allowed to carry food/eatables in your carry-on or checked baggage as long as it is solid and well packed. Passengers are not allowed to carry liquid, semi-liquid, and gel items.
9. What is the baggage allowance on a flight from New York City to Chicago?
Checked luggage must not be more than 158 cm (62 inches) in total length, height, and breadth, and must not weigh more than 23 kg (50 pounds). However, checked baggage for First and Business Class travelers cannot exceed 32kg. There are costs for oversize/overweight baggage. Hand baggage must not be larger than 56cm x 36cm x 23cm (with handles and wheels). The measurements may differ depending on the airline, so please contact them ahead of time to confirm.
10. I lost my baggage during my flight to Chicago from New York City, how can I recover it?

In case you lost your baggage during a flight, here are a few steps you can take to recover it.

  • Contact the airlines immediately. Airlines are responsible for any lost, damaged, or delayed baggage. They have a system to track and identify bags' location.
  • Request for delivery to your address or accommodation till it's found.
  • Request for the baggage fee reimbursement
  • Keep all the receipts of incidental expenses.


Most airlines take 24 hours to 5 days to declare that the baggage is lost. In case your baggage is lost, airlines will compensate you for your bag and its content. For more information, you can check the airline and government policies or contact travel experts.

11. What are the latest offers available with Crystal Travel on flights to Chicago?
Crystal Travel always has some offers or the other for your flights to Chicago. Use our extensive search engine to find some of the latest deals available for your trip with just a few clicks. Just add your destination IATA codes and you will get several airline options to choose from. To get more details on the latest flight deals and offers, subscribe to our newsletter and follow us on our social media handles.
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