Flights from New York City to Chicago, United States

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Did you mean flights from Chicago to New York City?

Where To Buy Cheap Flights from New York City to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from New York City to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from New York City to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from New York City to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $204 $146
7-14 days $197 $116
14-21 days $100 $103
21-30 days $77 $103
30-60 days $77 $103
60-90 days $77 $104
90+ days $77 $104

Compare Flight Prices from New York City to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for New York City to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February New York City Chicago Spirit 2/25/20 2/26/20 0 $103
March New York City Chicago Spirit 3/10/20 3/13/20 0 $102
April New York City Chicago Spirit 4/28/20 5/5/20 0 $103
May New York City Chicago Spirit 5/2/20 5/5/20 0 $118
June New York City Chicago American 6/3/20 6/10/20 0 $140
July New York City Chicago American 7/7/20 7/15/20 0 $140
August New York City Chicago American 8/4/20 8/12/20 0 $140
September New York City Chicago Major Airlines 9/1/20 9/8/20 0 $143

Cheap Last Minute Flights from New York City to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from New York City to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
9 10 11 12 13 14 15
$179
16 17 18 19 20 21 22
$179 $118
23 24 25 26 27 28 29
$118 $103
1 2 3 4 5 6 7
$103 $103
8 9 10 11 12 13 14
$103 $118
15 16 17 18 19 20 21
$118

Connecting Flights vs Direct Flights from New York City to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from New York City to Chicago is $115.

The average price for direct flights from New York City to Chicago is $94.

The chart below shows up to date information regarding non-stop flights from New York City to Chicago.

Weekly Direct Flights from New York City to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 13 13 13 13 13 7 12 01:30 17:00
JetBlue 3 3 3 3 3 1 3 04:00 11:30
Major Airlines 17 17 17 17 18 8 14 02:10 15:30
Spirit 1 1 1 1 1 1 1 04:50 04:50
United 15 15 15 15 15 6 14 01:00 15:00
Major Airlines 8 8 8 8 8 4 6 01:00 15:50

One Way Flights vs Round Trip Flights from New York City to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from New York City to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from New York City to Chicago is $53.

The average price for round trip flights from New York City to Chicago is $93.

New York City to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from New York City to Chicago?
Answer: The average New York City to Chicago flight time is 2 hours and 45 minutes.
Question: How far is Chicago from New York City?
Answer: The distance from New York City to Chicago is 722 miles (1,161 kilometers).
Question: How common are direct flights from New York City to Chicago?
Answer: There are 337 direct flights from New York City to Chicago.
Question: What are the most popular New York City airlines for direct flights from New York City to Chicago?
Answer: United Airlines provides 26% of the non-stop flights between New York City and Chicago.

Airlines in New York City flying to Chicago Last modified: Jun 6, 2020 5:55 -04:00Number of routes searched: 0Number of itineraries searched: 0

Wondering which airlines fly out of New York City to Chicago? We've gathered the average price of New York City airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

New York City to Chicago Airports

These are the major commercial airports we're currently monitoring in New York City and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap International Flights from New York - NYC Last modified: Jun 6, 2020 5:55 -04:00

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Cheap Flights from New York City to Chicago