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Did you mean flights from Chicago to Westchester County?

Cheap Flights from Westchester County to Chicago, IL, United States - HPN to CHI Last modified: Jun 26, 2016 1:10 AM

Popular flights from Westchester County to Chicago Last modified: Jun 26, 2016 1:10 AM

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.

American Airlines
Departure Date Return Date Lowest Price
Jul 19, 2016 Jul 23, 2016 $332
Jul 26, 2016 Aug 2, 2016 $332
Jul 27, 2016 Jul 30, 2016 $332
Jul 27, 2016 Aug 3, 2016 $332
Jul 28, 2016 Aug 4, 2016 $332
United Airlines
Departure Date Return Date Lowest Price
Jul 26, 2016 Aug 2, 2016 $332
Jul 27, 2016 Aug 3, 2016 $332
Aug 16, 2016 Aug 25, 2016 $332
Sep 9, 2016 Sep 11, 2016 $332
Sep 11, 2016 Sep 20, 2016 $332

How Much Does it Cost to Fly from Westchester County to Chicago (HPN to CHI)?

We have collected flight cost data from across the web for travel from Westchester County to Chicago, and have found the average flight price for this trip to be $335.

When Can I Buy the Cheapest Flight from Westchester County to Chicago (HPN to CHI)?

Airlines can adjust prices for plane tickets from Westchester County 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 Westchester County to Chicago

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

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $899 $865
7-14 days $569 $576
14-21 days $481 $488
21-30 days $332 $341
30-60 days $332 $339
60-90 days $332 $339
90+ days $332 $339

Cheapest Day To Fly from Westchester County to Chicago

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$352 $332 $332 $332 $332 $332 $332

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Westchester County 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 Westchester County to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
26 27 28 29 30 1 2
$909
3 4 5 6 7 8 9
$909 $569
10 11 12 13 14 15 16
$569 $481
17 18 19 20 21 22 23
$481
24 25 26 27 28 29 30
$352
31 1 2 3 4 5 6
$352

Non-Stop vs Connecting Flights from Westchester County to Chicago (HPN to CHI)

Your Westchester County 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 Westchester County to Chicago is $381.

The average price for non-stop flights from Westchester County to Chicago is $332.

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

Nonstop Flight Details from Westchester County to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 2 2 07:20 16:59
United 3 3 3 3 3 1 2 06:40 17:29

Round Trip vs One Way Flights from Westchester County to Chicago (HPN 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 Westchester County 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 Westchester County to Chicago is $268.

The average price for round trip flights from Westchester County to Chicago is $332.

Westchester County to Chicago Flight Questions

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

Question: How long is a direct flight from Westchester County to Chicago?
Answer: The average Westchester County to Chicago flight time is 2 hours and 30 minutes.
Question: How many miles are there between Westchester County and Chicago?
Answer: The distance from Westchester County to Chicago is 736 miles.
Question: How common are direct flights from Westchester County to Chicago?
Answer: There are 32 direct flights from Westchester County to Chicago.
Question: What is the most popular airline for non-stop flights from Westchester County to Chicago?
Answer: United Airlines provides 56% of the non-stop flights between Westchester County and Chicago.
Question: What are the most popular connecting cities when flying from Westchester County to Chicago?
Answer: Atlanta, GA

Airlines Flying from Westchester County to Chicago (HPN to CHI) Number of flights searched: 90Last modified: Jun 26, 2016 1:10 AM

Below are the different airlines that fly from Westchester County 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 Westchester County to Chicago.

Westchester County to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American CLT X X X X X X X
Delta ATL X X X X X X X
Delta DTW / MSP X X X X X X X
United - X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Westchester County 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 to Chicago - CHI

FlightsAirlineLowest Price
New York to Chicago American, Alaska, JetBlue, Spirit, United $79
Boston to Chicago American, Alaska, JetBlue, Spirit, United $81
Philadelphia to Chicago American, Alaska, Frontier, United $87
Newark to Chicago American, Alaska, JetBlue, United $121
Hartford to Chicago American, United $332
Syracuse to Chicago American, United $256
Providence to Chicago American, Alaska, United $306
Albany to Chicago American, United $334
Harrisburg to Chicago American, United $289
Manchester to Chicago American, United $301
Long Island MacArthur to Chicago American, United $265
Allentown - Bethlehem - Easton to Chicago American, United $284
Newburgh to ChicagoCheck Dates
Atlantic City to ChicagoCheck Dates
New Haven to Chicago American $288
Wilkes - Barre to Chicago American, United $344
Binghamton to Chicago American, United $328
Elmira - Corning to Chicago American $372
Ithaca to Chicago American, United $361
New York to Atlanta American, Alaska, Frontier, Spirit, United $125
New York to Los Angeles American, Alaska, JetBlue, Spirit, Sun Country, United, Virgin America $246
New York to Detroit American, JetBlue, Spirit, United $163
New York to Milwaukee American, Alaska, United $178
New York to Dallas - Ft Worth American, Alaska, JetBlue, Spirit, United, Virgin America $91
New York to Orlando American, JetBlue, Frontier, Spirit, United $200
New York to Minneapolis - St Paul American, Sun Country, United $277
New York to Miami American, Frontier, United $145
New York to Indianapolis American, United $150

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
New York to Toronto American, Air Canada, Alaska, JetBlue, Porter, United, WestJet $174
New York to London Aegean, American, Air Berlin, Air France, Alaska, Finnair, Alitalia, JetBlue, British Airways, airBaltic, Condor, Aer Lingus, Iberia, Meridiana, KLM, Kuwait, Lufthansa, LOT, Thomas Cook, Czech, Austrian, TAROM, SATA, XL Airways, SAS, Brussels, Jetairfly, Tap Portugal, United, Air Europa, Virgin Atlantic, Euro Atlantic $474
Cheap Flights from Westchester County to Chicago, IL, United States, from $332 Round trip from HPN to CHI