Flights from White Plains NY to Chicago O'Hare

Our cheapest offers for flights from White Plains NY to Chicago O'Hare

Here you can compare cheap flights from White Plains NY (HPN) to Chicago O'Hare (ORD) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Chicago O'Hare. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Best option
White Plains-NY
Chicago O'Hare
Outbound
10/18/25
direct
AA3812
02h 36min
Return
11/17/25
direct
AA3499
02h 15min
American Airlines ?
$394
White Plains-NY
Chicago O'Hare
Pay attention to transfer at connecting flight
Outbound
09/04/25
1 Stopover (MCO)
MX0843, NK1109
08h 49min
Return
09/28/25
3 Stopovers (BWI, BOS, LEB)
NK2440, NK0934, 9K1881, 9K1088
30h 04min
Breeze Airways, Spirit Airlines
$591
White Plains-NY
Chicago O'Hare
Outbound
09/04/25
2 Stopovers (DCA, PIT)
AA5678, AA4465, AA4484
12h 15min
Return
09/28/25
2 Stopovers (DTW, DCA)
AA6409, AA5244, AA5282
15h 04min
American Airlines ?
$412
White Plains-NY
Chicago O'Hare
Outbound
09/04/25
direct
AA3751
02h 32min
Return
09/28/25
direct
AA3812
02h 10min
American Airlines ?
$413
White Plains-NY
Chicago O'Hare
Outbound
10/18/25
direct
AA3808
02h 38min
Return
11/17/25
direct
AA4238
02h 25min
American Airlines ?
$417
White Plains-NY
Chicago O'Hare
Outbound
09/04/25
direct
AA3808
02h 38min
Return
09/28/25
direct
AA4200
02h 10min
American Airlines ?
$421
White Plains-NY
Chicago O'Hare
Outbound
10/18/25
direct
AA3808
02h 38min
Return
11/17/25
direct
AA3499
02h 15min
American Airlines ?
$423
White Plains-NY
Chicago O'Hare
Outbound
10/18/25
direct
AA3808
02h 38min
Return
11/17/25
direct
AA4238
02h 25min
American Airlines ?
$482
White Plains-NY
Chicago O'Hare
Outbound
09/04/25
direct
AA3808
02h 38min
Return
09/28/25
direct
AA4200
02h 10min
American Airlines ?
$497
White Plains-NY
Chicago O'Hare
Outbound
10/18/25
direct
AA3808
02h 38min
Return
11/17/25
direct
AA4238
02h 25min
American Airlines ?
$924
Prices based on recent searches, subject to last-minute changes
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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

Flight information: White Plains-NY - Chicago O'Hare

Roundtrip from $393.51
Distance 1186 km
Departure airport Airport White Plains-NY (HPN)
Arrival airport Airport Chicago O'Hare International Airport, IL (ORD)
Destination country Flights to United States
Alternative routes to United States
Alternative flights to Chicago O'Hare
Flight destinations with a similar price
Flight destinations with a similar price