Flight Routes from White Plains NY to Chicago O'Hare

Compare cheap outbound and return flights from White Plains-NY (HPN) to Chicago O'Hare (ORD) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€444
Flight distance
1,186 km
Time difference

Flight schedule from White Plains-NY (HPN) to Chicago O'Hare (ORD)

Select a travel date in the flight schedule for the route from White Plains-NY (HPN) to Chicago O'Hare (ORD) and compare affordable flight deals.

offers
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Matching outbound flightsHPN–ORD · 5 of 5
fromto
dep.arr.
durationstopovers
  1. October 4 – 10, 2026
  2. October 11 – 17, 2026
  3. October 18 – 24, 2026
    1. HPNORD
      nonstop
      1. American Airlines
    2. HPNORD
      nonstop
      1. American Airlines
    3. HPNORD
      nonstop
      1. American Airlines
    4. HPNORD
      nonstop
      1. American Airlines
    5. HPNORD
      nonstop
      1. American Airlines

      Tips and tricks to help you find cheap flights from White Plains NY to Chicago O'Hare

      Favorite airline: e.g. American Airlines, Delta
      100 % of bookings on this flight route are made with American Airlines, Delta and JetBlue Airways.
      American Airlines
      46 %
      Delta
      46 %
      JetBlue Airways
      8 %
      Direct flights are more expensive
      Direct flights on this route are $19.00 more expensive on average than flights with a stopover.
      non stop flight
      1 stop
      2 stops
      02h 29min
      07h 32min
      23h 56min
      $440
      $421
      $2,883
      Favourite connection: via Washington DC
      50 % of booked tickets on this route are for flights with a transfer in Washington DC.
      Route
      bookings
      1 stopover Washington DC - Ronald Reagan National Airport, VA
      07h 32min, from $421
      50 %
      Direct flights
      02h 29min, from $440
      33 %
      1 stopover Charlotte Douglas International Airport, NC
      06h 57min, from $437
      17 %

      Important flight information

      Discover more flights around White Plains-NY and Chicago O'Hare

      Departure airport Airport White Plains-NY (HPN)
      Arrival airport Airport Chicago O'Hare International Airport, IL (ORD)
      Destination country Flights to United States
      Departure airport - Destination country White Plains-NY - United States
      Departure airport - City-Code White Plains-NY - Chicago
      Alternative routes to United States
      Alternative flights to Chicago O'Hare
      Flight destinations with a similar price
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