Cheap Flights from Chicago to New York in 2019

Top last minute flight deals

Feeling spontaneous? It’s never too late to book a trip. Here’s our pick of the best last minute flights to New York...
Estimated lowest prices only. Found in the last 14 days.

Flight information Chicago to New York

Cheapest roundtrip price last month


Non-stop airlines


Flights per week


Average flight time, total distance 738 miles

1h 55min

Most popular airline last month


New York John F. Kennedy, New York Newark, New York LaGuardia and Stewart International

4 airports

Frequently asked questions

There are 4 airports in New York: New York John F. Kennedy, New York Newark, New York LaGuardia, and Stewart International.
The best price found on Skyscanner for a flight from Chicago to New York is $100. This was found by aggregating across different carriers and is the cheapest price for the whole month.
1h 55min is the average flight time from Chicago to New York.
There are 11 airlines who fly non-stop from Chicago to New York.
There are 565 flights per week flying from Chicago to New York, as of October.

Cheap Flight Information from Chicago to New York

Average Flight Time 1 hour, 55 minutes
Departure Airport Chicago Midway (MDW), O'Hare International (ORD)
Destination Airport Newark International Airport (EWR), Kennedy (JFK), LaGuardia (LGA)
Direct Airlines American, Delta, United, Spirit
Minimum Round-Trip Ticket Price $103


Cheap Flights from Chicago to New York


Flight Frequency

Average Flight Price*

Ticket Search

American Airlines

7 days a week


Book now

United Airlines

7 days a week


Book now

Spirit Airlines

7 days a week


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Delta Airlines

7 days a week


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*Round Trip flight prices were found at time of posting and are subject to change. Be sure to do a flight search to check most recent prices.

Airports and Airlines

Chicago and New York are some of the busiest travel hubs in the US, so if you’re looking for connecting flights from one to the other, you have a lot of options.  Skyscanner will help make sure your flight from Chicago to New York is as smooth and enjoyable as possible.

Both the Chicago and New York City areas house numerous airports for international and domestic flight paths.  If you’re flying out of Chicago, your most likely point of departure will by Chicago O’Hare International Airport, which connects daily to New York JFK International Airport and La Guardia.  Both Chicago O’Hare and Chicago Midway airports connect to Newark airport as well, which, although technically in New Jersey, is a common port of call for travelers to the NYC area, and the city’s famous skyline is visible from many vantage points in Newark Airport.

With a flight time of just over 2 hours, you have many options for direct flights, offered by United, American Airlines, Delta, jetBlue, Southwest, and Spirit Airlines.

What to expect in Chicago and NYC airports

Chicago O’Hare is a large airport, but well organized so that your departure should not be a hassle.  If you’re driving to the airport, passengers can be dropped off directly by their terminal entrance, but if you want to avoid traffic congestion there, the airport offers a “Kiss ‘n Fly” drop-off point where you can pick up a speedy airport shuttle that will take you direct to your terminal, and avoid the hustle and bustle.  In general, the airport recommends that you arrive 2 hours in advance of your flight domestic departures.

Once you’ve gone to your terminal, you will find a wide range of shops and restaurants to pass the time in or grab a snack if you’re feeling hungry.  The airport features a range of art displays as you go from terminal to terminal, a full-sized cast of a brachiosaurus skeleton, and amenities for rest and relaxation, including a yoga room that’s free for all passengers to use.  For detailed information on the services offered, and transport to the airport, have a look at Skyscanner’s Chicago O’Hare airport information page.

If you’re flying out from Chicago Midway airport instead, you can also reach your port of departure by car, bus or train, and if travelling by car, can be dropped off right at the curb-side of your terminal area.  Chicago also features a good range of restaurants and shopping stops once you’re inside, and this airport too has a yoga room for relaxation.  More questions?  Check out Skyscanner’s airport information pageto find your answer.

Once you land in New York, you’ll find that of New York City’s airports are well connected to the city by public transport, with train and bus options farther afield.  Since your travel options will vary depending on the airport you land in, the best thing to do is to have a look at the options available from your chosen airport’s webpage.  Or, have a look herefor Skyscanner’s tips on how to get around in New York.  Our rental car page will also take you to the best rental deals in the city.

Time and Climate

Chicago is in the Central Time Zone, so New York City is one hour ahead of it, in the Eastern Time Zone.  The climates of the two cities are not too different from each other, but you’ll probably find New York, with its direct proximity to the ocean, to be slightly milder than the Windy City.  While the average high temperatures in summer months are about the same, in winter, you can expect New York City to have average highs in the upper 30s and low 40s, even in December through February, and average lows ranging from 26-32 °F.  Chicago, on the other hand, usually sees average highs in the upper 20s during these months, and lows dropping to the low 20s and upper teens at night.


To make your security screening at the airport as smooth as possible, make sure you have a valid government photo ID, such as a passport, military ID, or driver’s license.  If you’re planning on travelling further outside of the US after your stay in New York, be aware that you will need a passport to enter a foreign country.  If you have any questions about whether or not your form of ID is valid, or what alternative identification you can bring, please refer to the TSA website.

Flights From Chicago to New York: Frequently Asked Questions

When Is The Cheapest Time of Year To Fly From Chicago to New York?

If your travel plans from Chicago include a trip to the Big Apple, discover the least expensive time of the year to book that flight from Chicago to New York on Skyscanner. The cheapest flights from Chicago to New York are typically from August through November, with rates increasing from December onward. The most expensive and popular times to travel this route are in June and July.

How Long Is The Flight Between New York And Chicago?

The average non-stop flight from Chicago to New York takes about an hour and 50 minutes. Once you arrive at the airport in New York, you can pick up a rental car and drive into the city, take a convenient taxi cab or a variety of other options for transportation to your hotel accommodations

Which Airlines Fly Non-stop From Chicago To New York?

Some of the most popular airlines with round-trip, non-stop flights on the Chicago to New York route include:

  • Spirit
  • American
  • United
  • Delta
  • jetBlue
  • Southwest

If your flight to New York from Chicago departs from Chicago Midway Airport, you will likely be on a Southwest Airlines flight. Most other carriers utilize Chicago O'Hare International Airport, one of the world's busiest flight centers.

Which Is The Cheapest Airport To Fly Into From Chicago To New York

The least expensive New York airport to fly into from Chicago is La Guardia Airport. Newark Liberty International and Kennedy Airport are a bit pricier than La Guardia airport in Queens, New York.

When Is The Weather Best For Traveling From Chicago To New York?

The weather conditions in Chicago and New York are quite similar in terms of average temperature and precipitation. The optimal time of year to fly this route in pleasant weather is in the spring, from late April into June.

Can Skyscanner Alert Me When a Cheap Flight from Chicago to New York is Found?

Yes! Skyscanner constantly scours the internet in search of the lowest airfare prices available, so you don't have to. For your next flight search, be sure to set a price alert to be notified as soon as the price drops. Simply plug in your desired flight information and let Skyscanner do the work for you.

Skyscanner App Reviews & Ratings:

Check out App reviews and ratings and see why Skyscanner is the number one trusted travel app to search for flights, hotels and car rentals.

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Rated by Google User on June 22, 2018

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Rated by Parveen Singh on June 25, 2018

I Always book my flights and hotels through Skyscanner.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.