Flight Routes from Chicago to White Plains NY

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

Trip type
Cheapest roundtrip flight
from€444
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

Cheap flight offers from Chicago to White Plains

sorted by price and recency
filters
  1. –
    American Airlines
    –
    CHI–HPN
    non-stop flight
    American Airlines
    –
    HPN–CHI
    non-stop flight
    €3,037
  2. –
    American Airlines
    –
    CHI–HPN
    non-stop flight
    American Airlines
    –
    HPN–CHI
    non-stop flight
    €602
  3. –
    American Airlines
    –
    CHI–HPN
    non-stop flight
    American Airlines
    –
    HPN–CHI
    non-stop flight
    €532
  4. –
    American Airlines
    –
    CHI–HPN
    non-stop flight
    American Airlines
    –
    HPN–CHI
    non-stop flight
    €444

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

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

offers
Active filtersnone
Matching outbound flightsCHI–HPN · 14 of 14
fromto
dep.arr.
durationstopovers
  1. November 8 – 14, 2026
  2. November 15 – 21, 2026
  3. November 22 – 28, 2026
    1. ORDHPN
      nonstop
      1. American Airlines
    2. ORDHPN
      nonstop
      1. American Airlines
    3. ORDHPN
      nonstop
      1. American Airlines
    4. ORDHPN
      nonstop
      1. American Airlines
    5. ORDHPN
      nonstop
      1. American Airlines
    6. ORDHPN
      nonstop
      1. American Airlines
    7. ORDHPN
      nonstop
      1. American Airlines
    8. ORDHPN
      nonstop
      1. American Airlines
    9. ORDHPN
      nonstop
      1. American Airlines
    10. ORDHPN
      nonstop
      1. American Airlines
    11. ORDHPN
      nonstop
      1. American Airlines
    12. ORDHPN
      nonstop
      1. American Airlines
    13. ORDHPN
      nonstop
      1. American Airlines
    14. ORDHPN
      nonstop
      1. American Airlines

      Important flight information

      Discover more flights around Chicago and White Plains-NY

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