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Cheap Flights from New York to Chicago, IL, United States - NYC to CHI

Popular flights from New York to Chicago

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Alaska Airlines
Departure Date Return Date Lowest Price
Aug 6, 2016 Aug 9, 2016 $900
American Airlines
Departure Date Return Date Lowest Price
Jun 21, 2016 Jun 28, 2016 $97
JetBlue Airways
Departure Date Return Date Lowest Price
May 10, 2016 May 10, 2016 $127
May 17, 2016 May 18, 2016 $127
May 17, 2016 May 24, 2016 $127
May 17, 2016 May 25, 2016 $127
May 18, 2016 May 24, 2016 $127
Spirit Airlines
Departure Date Return Date Lowest Price
Aug 24, 2016 Aug 31, 2016 $116
Aug 25, 2016 Aug 31, 2016 $116
Aug 25, 2016 Aug 30, 2016 $116
Aug 26, 2016 Aug 29, 2016 $116
United Airlines
Departure Date Return Date Lowest Price
Aug 21, 2016 Aug 24, 2016 $145
Aug 23, 2016 Aug 27, 2016 $145
Aug 23, 2016 Aug 30, 2016 $145
Aug 24, 2016 Aug 31, 2016 $145
Aug 25, 2016 Sep 1, 2016 $145

How Much Does it Cost to Fly from New York to Chicago (NYC to CHI)?

We have collected flight cost data from across the web for travel from New York to Chicago, and have found the average flight price for this trip to be $117.

When Can I Buy the Cheapest Flight from New York to Chicago (NYC to CHI)?

Airlines can adjust prices for plane tickets from New York to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from New York to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from New York to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $127 $155
7-14 days $125 $135
14-21 days $117 $155
21-30 days $117 $132
30-60 days $97 $122
60-90 days $147 $155
90+ days $111 $150

Cheapest Day To Fly from New York to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from New York to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$127 $97 $101 $117 $142 $127 $114

Lowest Fares Chart By Month from New York to Chicago

The chart below shows the lowest fare by month when flying from New York to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May New York Chicago Spirit 5/25/16 6/1/16 0 $117
June New York Chicago American 6/21/16 6/28/16 0 $97
July New York Chicago American 7/5/16 7/9/16 0 $147
August New York Chicago Spirit 8/24/16 8/31/16 0 $116
September New York Chicago Spirit 9/15/16 9/18/16 0 $115
October New York Chicago Spirit 10/19/16 10/27/16 0 $115
November New York Chicago Spirit 11/4/16 11/14/16 0 $111
December New York Chicago Spirit 12/1/16 12/8/16 0 $116

Cheapest Weekend Non-Stop Flights for the Next 30 Days from New York to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from New York to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$137
8 9 10 11 12 13 14
$137 $177
15 16 17 18 19 20 21
$177 $136
22 23 24 25 26 27 28
$136 $201
29 30 31 1 2 3 4
$201 $117
5 6 7 8 9 10 11
$117

Non-Stop vs Connecting Flights from New York to Chicago (NYC to CHI)

Your New York to Chicago flight can be significantly cheaper by choosing 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 to Chicago is $354.

The average price for non-stop flights from New York to Chicago is $132.

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

Nonstop Flight Details from New York to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 17 17 17 17 17 13 17 05:59 21:00
JetBlue 4 4 4 4 4 4 4 06:20 20:40
Delta 6 5 5 6 7 4 6 06:30 19:28
Spirit 2 2 2 2 2 2 2 09:50 21:59
United 13 15 14 15 14 8 8 06:00 20:13

Round Trip vs One Way Flights from New York to Chicago (NYC to CHI)

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 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 to Chicago is $98.

The average price for round trip flights from New York to Chicago is $294.

New York to Chicago Flight Questions

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

Question: How long is a direct flight from New York to Chicago?
Answer: The average New York to Chicago flight time is 2 hours and 42 minutes.
Question: How many miles are there between New York and Chicago?
Answer: The distance from New York to Chicago is 731 miles.
Question: How common are direct flights from New York to Chicago?
Answer: There are 272 direct flights from New York to Chicago.
Question: What is the most popular airline for non-stop flights from New York to Chicago?
Answer: American Airlines provides 40% of the non-stop flights between New York and Chicago.
Question: What are the most popular connecting cities when flying from New York to Chicago?
Answer: Atlanta, GA

Airlines Flying from New York to Chicago (NYC to CHI)

Below are the different airlines that fly from New York to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from New York to Chicago.

New York to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American CLE X X X X X X X
JetBlue - X X X X X X X
JetBlue BOS X X X X X X X
Delta - X X X X X X X
Delta CVG X X X X X X X
Spirit - X X X X X X X
United - X X X X X X X
United CLE X X X X X X X
Southwest - X X X X X X X
Southwest BNA X X X X X X X

Airports for Your Route

These pages contain information about the major airports in New York and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from New York - NYC

FlightsAirlineLowest Price
New York to Atlanta American, Alaska, Frontier, Spirit, United $168
New York to Los Angeles American, Alaska, JetBlue, Spirit, Sun Country, United, Virgin America $207
New York to Detroit American, Alaska, JetBlue, Spirit, United $95
New York to Milwaukee American, United $147
New York to Dallas - Ft Worth American, Alaska, JetBlue, Spirit, United, Virgin America $109

Cheap International Flights from New York - NYC

FlightsAirlineLowest Price
New York to Toronto American, Air Canada, Alaska, JetBlue, Spirit, Porter, United, Virgin America, WestJet $167
New York to London Aegean, American, Air Berlin, Air France, Alaska, Finnair, Alitalia, JetBlue, British Airways, airBaltic, Condor, OpenSkies, Aer Lingus, Iberia, Meridiana, KLM, Kuwait, Luxair, Lufthansa, LOT, Thomas Cook, Czech, Austrian, TAROM, SATA, XL Airways, SAS, Brussels, Tap Portugal, United, Air Europa, Virgin Atlantic, City Jet, Great Lakes $649

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Boston to Chicago American, Alaska, JetBlue, Spirit, United $89
Philadelphia to Chicago American, Alaska, Frontier, Spirit, United $87
Newark to Chicago American, Alaska, JetBlue, United $179
Baltimore to Chicago American, Spirit, United $81
Hartford to Chicago American, United $335
Syracuse to Chicago American, United $260
Providence to Chicago American, United $213
Westchester County to Chicago American, United $326
Albany to Chicago American, United $337
Harrisburg to Chicago American, United $349
Manchester to Chicago American, United $213
Long Island MacArthur to Chicago American, United $329
Allentown - Bethlehem - Easton to Chicago American, United $281
Newburgh to ChicagoCheck Dates
Atlantic City to ChicagoCheck Dates
New Haven to Chicago American $282
Wilkes - Barre to Chicago American, United $331
Binghamton to Chicago American, United $312
Elmira - Corning to Chicago American $372
Ithaca to Chicago American, United $312
Salisbury - Ocean City to Chicago American $354
Williamsport to Chicago American $313
Martha's Vineyard to Chicago American, JetBlue $483
Cheap Flights from New York to Chicago, IL, United States, from $97 Round trip from NYC to CHI