Cheap flights from Chicago to Westchester County

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Check our current prices for flights from Chicago to Westchester County. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Westchester County, you will need to run a search below.

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From $377 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Westchester County airfares from $377/RT are provided by Cheapoair.com. Outbound flight is leaving on 10/29/2019, 06:55 am from Chicago O`hare (ORD) airport and arrives at Westchester County (HPN) at 10:31 am. The flight time is 3 hours and 36 minutes. The Returning flight departes on 11/03/2019, 07:41 pm (other return dates are also available). Date posted: 06 Sep 2019

Price evolution for flights From Chicago To Westchester County

Price overview for flights from Chicago to Westchester County

Recent Deals on Flights from Chicago to Westchester County:Roundtrip / Oneway

  • $377Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)10/29/201906:55 am
    Westchester County, NY (HPN)Chicago, IL (ORD)11/03/201907:41 pm
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  • $705Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)11/29/201906:55 am
    Westchester County, NY (HPN)Chicago, IL (ORD)12/08/201907:45 pm
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  • $7398Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)10/29/201906:55 am
    Westchester County, NY (HPN)Chicago, IL (ORD)11/03/201911:30 am
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  • $7695Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)11/29/201906:55 am
    Westchester County, NY (HPN)Chicago, IL (ORD)12/08/201911:30 am
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  • $170Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)10/30/201906:55 am
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  • $199Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)10/26/201907:00 am
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  • $263Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)10/30/201906:55 am
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  • $263Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)10/30/201906:55 am
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  • $336Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)10/26/201907:00 am
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