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Cheap Flights from New York to Chicago, IL, United States - NYC to CHI Last modified: May 24, 2016 7:28 PM

Popular flights from New York to Chicago Last modified: May 24, 2016 7:28 PM

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
Jun 16, 2016 Jun 30, 2016 $788
American Airlines
Departure Date Return Date Lowest Price
Jun 8, 2016 Jun 15, 2016 $114
JetBlue Airways
Departure Date Return Date Lowest Price
Jun 15, 2016 Jun 29, 2016 $81
Spirit Airlines
Departure Date Return Date Lowest Price
Sep 3, 2016 Sep 9, 2016 $115
Sep 14, 2016 Sep 17, 2016 $115
United Airlines
Departure Date Return Date Lowest Price
Jun 8, 2016 Jun 8, 2016 $118

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 $128.

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 $137 $173
7-14 days $124 $122
14-21 days $114 $122
21-30 days $81 $140
30-60 days $147 $155
60-90 days $147 $155
90+ days $115 $154

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
$147 $122 $81 $127 $149 $127 $137

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 JetBlue 5/29/16 6/2/16 0 $137
June New York Chicago JetBlue 6/15/16 6/29/16 0 $81
July New York Chicago United 7/12/16 7/29/16 0 $147
August New York Chicago Spirit 8/30/16 9/7/16 0 $117
September New York Chicago Spirit 9/3/16 9/9/16 0 $115
October New York Chicago Spirit 10/1/16 10/12/16 0 $115
November New York Chicago Spirit 11/2/16 11/6/16 0 $115
December New York Chicago Spirit 12/1/16 12/4/16 0 $117

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
22 23 24 25 26 27 28
$231
29 30 31 1 2 3 4
$231 $157
5 6 7 8 9 10 11
$157 $177
12 13 14 15 16 17 18
$177 $157
19 20 21 22 23 24 25
$157 $160
26 27 28 29 30 1 2
$160

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 $470.

The average price for non-stop flights from New York to Chicago is $152.

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 06:30 20:40
Delta 6 6 6 6 6 4 6 06:29 19:29
Spirit 2 2 2 2 2 2 2 09:50 21:55
United 15 15 13 14 14 9 12 06:00 20:15

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 $118.

The average price for round trip flights from New York to Chicago is $393.

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 289 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 39% 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: Detroit, MI

Airlines Flying from New York to Chicago (NYC to CHI) Number of flights searched: 270Last modified: May 24, 2016 7:28 PM

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 PIT X X X X X X X
JetBlue - X X X X X X X
JetBlue BOS X X X X X X
Delta - X X X X X X X
Delta DTW X X X X X X X
Spirit - X X X X X X X
United - X X X X X X X
United IAD X X X X X X X
Southwest - X X X X X X X
Southwest ATL 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 $148
New York to Los Angeles American, Alaska, JetBlue, Spirit, Sun Country, United, Virgin America $274
New York to Detroit American, JetBlue, Spirit, United $137
New York to Milwaukee American, Alaska, United $147
New York to Dallas - Ft Worth American, Alaska, JetBlue, Spirit, United, Virgin America $152

Cheap International Flights from New York - NYC

FlightsAirlineLowest Price
New York to Toronto American, Air Canada, Alaska, JetBlue, Porter, United, Virgin America, WestJet $173
New York to London 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, Jetairfly, Tap Portugal, United, Air Europa, Virgin Atlantic, City Jet, Great Lakes $701

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Boston to Chicago American, Alaska, JetBlue, Spirit, United $87
Philadelphia to Chicago American, Alaska, Frontier, United $108
Newark to Chicago American, Alaska, JetBlue, United $162
Baltimore to Chicago American, Spirit, United $97
Hartford to Chicago American, United $339
Syracuse to Chicago American, JetBlue, United $251
Providence to Chicago American, United $207
Westchester County to Chicago American, United $328
Albany to Chicago American, United $228
Harrisburg to Chicago American, United $366
Manchester to Chicago American, United $221
Long Island MacArthur to Chicago American $293
Allentown - Bethlehem - Easton to Chicago American, United $167
Newburgh to ChicagoCheck Dates
Atlantic City to ChicagoCheck Dates
New Haven to Chicago American $377
Wilkes - Barre to Chicago American, United $380
Binghamton to Chicago American, United $328
Elmira - Corning to Chicago American $352
Ithaca to Chicago American, United $387
Salisbury - Ocean City to Chicago American $324
Williamsport to Chicago American $302
Martha's Vineyard to Chicago American, JetBlue $429
Cheap Flights from New York to Chicago, IL, United States, from $81 Round trip from NYC to CHI