| 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 09/19/25 1 Stopover (MCO) MX2855, NK3201 27h 05min | Return 09/29/25 3 Stopovers (FLL, MCO, CAK) NK0019, NK0196, MX0247, MX0907 38h 25min |   Breeze Airways, Spirit Airlines |  | $643 | ||
| 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 09/19/25 direct AA3812 02h 36min | Return 09/29/25 direct AA3752 02h 23min | American Airlines |  | ? | $413 | |
| White Plains-NY Chicago O'Hare | Outbound 06/18/25 direct AA3808 02h 32min | Return 07/15/25 direct AA3752 02h 23min | American Airlines | | ? | $417 | |
| 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 09/19/25 direct AA3812 02h 36min | Return 09/29/25 direct AA3499 02h 28min | American Airlines | | ? | $507 | |
| White Plains-NY Chicago O'Hare | Outbound 09/19/25 direct AA3812 02h 36min | Return 09/29/25 direct AA3499 02h 28min | American Airlines |  | ? | $944 |
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 %