Flight Routes from White Plains NY to Chicago

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

Trip type
Fastest outbound flight
Fastest inbound flight
non-stop flights
38x / week
Flight distance
1,164 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Flight schedule from White Plains-NY (HPN) to Chicago (CHI)

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

offers
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Matching outbound flightsHPN–CHI · 6 of 6
fromto
dep.arr.
durationstopovers
  1. September 13 – 19, 2026
  2. September 20 – 26, 2026
  3. Sep 27 – Oct 3, 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
    6. HPNORD
      nonstop
      1. American Airlines

      Important flight information

      Discover more flights around White Plains-NY and Chicago

      Departure airport Airport White Plains-NY (HPN)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country White Plains-NY - United States
      Alternative routes to United States
      Alternative flights to Chicago
      Flight destinations with a similar price