Cheap Flights from New York to Chicago & Top Deals

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 Chicago...
Estimated lowest prices only. Found in the last 14 days.

Flight information New York to Chicago

Cheapest roundtrip price last month


Non-stop airlines


Flights per week


Average flight time, total distance 740 miles

1h 50min

Most popular airline last month


Chicago O'Hare International, Chicago Midway and Chicago Rockford

3 airports

Frequently asked questions

There are 3 airports in Chicago: Chicago O'Hare International, Chicago Midway and Chicago Rockford.
The best price found on Skyscanner for a flight from New York to Chicago is $112. This was found by aggregating across different carriers and is the cheapest price for the whole month.
1h 50min is the average flight time from New York to Chicago.
There are 10 airlines who fly non-stop from New York to Chicago.
There are 566 flights per week flying from New York to Chicago, as of October.

Cheap Flight & Ticket Information from New York to Chicago

Average Flight Time 2 hours, 35 min
Departure Airport JFK International Airport, LaGuardia Airport, Newark Liberty International Airport
Destination Airport O'Hare International Airport, Chicago Midway International Airport
Direct Airline Alaska Airlines, American Airlines, Delta, Frontier Airlines, jetBlue, Spirit Airlines, United
Minimum Round-Trip Ticket Price* $106


Cheap Flights from New York to Chicago


Flight Frequency

Average Flight Price*

Ticket Search

Spirit Airlines

7 days a week




7 days a week



American Airlines

7 days a week




7 days a week



*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.

The flight route from New York City to Chicago connects two of the most populated cities in the US, both busy hubs of business, commerce and culture.  Even if you’re landing in Chicago O’Hare, the busiest airport in the world in terms of takeoffs and landings, the advice below will ensure that your travel is stress-free and comfortable.

How long is the flight from New York to Chicago?

The average flight time from New York to Chicago is approximately two hours and ten minutes with a total distance of 740 miles.

What airlines fly from New York to Chicago?

American is the most popular airline flying from New York to Chicago. Other airlines that fly from New York to Chicago include United and Southwest.

What is considered a flight deal when flying from New York to Chicago?

Any flight price from New York to Chicago under $110 is considered a deal based on 2017 historical data. The cheapest price Skyscanner saw for flights from New York to Chicago was $121.

What are the best hotels to stay in while visiting Chicago?

According to our overall user reviews, the 5 top ranked Chicago hotels to stay in while visiting Chicago are #1 the Palmer House a Hilton House, #2 The Drake, A Hilton Hotel, #3 Hyatt Regency Chicago, #4 InterContinental Chicago Magnificent Mile, and #5 The Peninsula Chicago.

Options for Airports and Airlines

When leaving New York City area, you have the option of flying out from JFK International airport, La Guardia, or Newark Liberty International, all three of which connect to Chicago.  

Looking for hotels in Chicago?

For your arrival, can choose to fly into either Chicago O’Hare, or Chicago Midway airport – both are located within convenient distance of the city centre, and are well connected with a range of public transportation options, which you can explore further on our airport information pages for passengers landing in O’Hare and Chicago Midway.  If you prefer to drive to your destination, why not check out Skyscanner’s car rental page or Chicago hotelspage which will allow you to compare prices and find the deal that’s right for your trip, whether it’s business or pleasure. 

Direct flights on this flight route are provided by airlines United, American Airlines, Malaysia Airlines, Delta, jetBlue, Southwest, and Spirit Airlines.

Safety and Security

Whenever you’re travelling in US airports, you’ll need to present a government-issued photo ID before being allowed to check through security and board your flight.  Identification such as passports and state-issued drivers licenses are the best option, and passports are necessary if you’re travelling on to a foreign country after your stay in Chicago.  For further details, and to find out what alternative ID options are available, please refer to the official TSA website.

It is usually advised that you arrive at the airport 2 hours in advance of domestic flights, and more if you’re continuing internationally.  In addition, when flying from New York City, you’ll want to ensure that you figure in plenty of time for the city traffic, and check traffic reports to make sure you give yourself ample time to get to the airport, particularly if you’re travelling during peak commuter travel times.  This is especially true if you’re travelling from JFK or La Guardia, since both are located on Long Island, and require you to drive through parts of the city to reach them.  However, even Newark, which is located just outside the city, in New Jersey, can experience congestion in peak hours.

Time and Climate

Chicago is in the Central Time Zone, which is one hour behind New York’s Eastern Time Zone.  The climates in these two cities are very similar in summer, but if you’re travelling in winter, you may find the bitter winds of Chicago to brisk change.  Thanks to its proximity to the Atlantic Ocean, New York City’s average highs remain in the upper 30s and low 40s in winter, and with lows between 26°F and 32°F, whereas Chicago’s winter temperatures average in the 20s, with evening lows dropping to the upper teens.  

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Skyscanner App User Reviews

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Found better prices than momondo.

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Rated by Parveen Singh on June 25, 2018

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