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 $275 / RT details

Book your flight now with Flightnetwork and save!

Cheap Westchester County airfares from $275/RT are provided by Flightnetwork. Outbound flight is leaving on 12/30/2018, 06:05 pm from Chicago O`hare (ORD) airport and arrives at Westchester County (HPN) at 09:19 pm. The flight time is 3 hours and 14 minutes. The Returning flight departes on 01/12/2019, 12:00 pm (other return dates are also available). Date posted: 13 Nov 2018

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

  • $275United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)12/30/201806:05 pm
    Westchester County, NY (HPN)Chicago, IL (ORD)01/12/201912:00 pm
    flightnetwork.com check price
  • $280United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)12/30/201806:05 pm
    Westchester County, NY (HPN)Chicago, IL (ORD)01/12/201912:00 pm
    flyfar.ca check price
  • $317United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)01/03/201907:45 am
    Westchester County, NY (HPN)Chicago, IL (ORD)01/16/201907:00 am
    flightnetwork.com check price
  • $322United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)01/03/201907:45 am
    Westchester County, NY (HPN)Chicago, IL (ORD)01/16/201907:00 am
    flyfar.ca check price
  • $549Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)01/03/201903:01 pm
    Westchester County, NY (HPN)Chicago, IL (ORD)01/16/201908:30 am
    cheapoair.com check price
  • $195Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)01/07/201907:00 am
    cheapoair.com check price
  • $236Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)12/17/201807:00 am
    cheapoair.com check price
  • $623United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)01/07/201907:45 am
    flightnetwork.com check price
  • $623United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)12/17/201807:45 am
    flightnetwork.com check price
  • $627United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Westchester County, NY (HPN)01/07/201907:45 am
    flyfar.ca check price
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