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 $321 / RT details

Book your flight now with FlyFar and save!

Cheap Westchester County airfares from $321/RT are provided by FlyFar. Outbound flight is leaving on 08/19/2020, 05:09 am from Chicago O`hare (ORD) airport and arrives at Westchester County (HPN) at 10:52 pm. The flight time is 17 hours and 43 minutes. The Returning flight departes on 08/30/2020, 07:00 am (other return dates are also available). Date posted: 23 Jun 2020

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

  • $321Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)08/19/202005:09 am
    Westchester County, NY (HPN)Chicago, IL (ORD)08/30/202007:00 am
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  • $1081Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)08/19/202006:00 am
    Westchester County, NY (HPN)Chicago, IL (ORD)08/30/202011:12 am
    flyfar.ca check price
  • $1462Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)10/07/202009:03 am
    Westchester County, NY (HPN)Chicago, IL (ORD)10/21/202009:05 am
    cheapoair.com check price
  • $6643Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)07/26/202010:15 am
    Westchester County, NY (HPN)Chicago, IL (ORD)08/04/202009:05 am
    flyfar.ca check price
  • $6812Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)07/26/202010:15 am
    Westchester County, NY (HPN)Chicago, IL (ORD)08/04/202004:25 pm
    flyfar.ca check price
  • $150Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)08/26/202005:09 am
    cheapoair.com check price
  • $179Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)08/26/202005:09 am
    flyfar.ca check price
  • $179Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)08/26/202005:09 am
    flightnetwork.com check price
  • $1022Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)08/26/202006:00 am
    flightnetwork.com check price
  • $1022Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)08/26/202006:00 am
    cheapoair.com check price
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