| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option White Plains-NY Chicago O'Hare | Outbound 06/18/25 direct AA3496 02h 34min | Return 07/15/25 direct AA3499 02h 26min |  American Airlines |  | ? | $369 | |
| White Plains-NY Chicago O'Hare | 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 09/19/25 direct AA3812 02h 36min | Return 09/29/25 2 Stopovers (PIT, DCA) AA4365, AA1985, AA5289 12h 23min | American Airlines |  | ? | $371 | |
| White Plains-NY Chicago O'Hare | Outbound 09/19/25 direct AA3812 02h 36min | Return 09/29/25 2 Stopovers (PIT, DCA) AA4365, AA1985, AA5289 12h 23min | American Airlines | | ? | $391 | |
| 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 | 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 AA3808 02h 38min | Return 09/28/25 direct AA4200 02h 10min | American Airlines | | ? | $421 | |
| White Plains-NY Chicago O'Hare | Outbound 06/18/25 direct AA3496 02h 34min | Return 07/15/25 direct AA3499 02h 28min | American Airlines |  | ? | $452 | |
| 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 |
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 %