Below you can find the flight schedule for New York to Chicago for May. If you are looking for flight fares, please check the cheap flights New York to Chicago, or you can use the search form at the top.
| Airline | Flight number | Departure | Arrival | Flight time |
| Air Canada | AC2630 | 08:00 | 09:36 | 2h 36m |
| Air Canada | AC1237 | 10:00 | 11:40 | 2h 40m |
| Air Canada | AC1027 | 10:59 | 12:39 | 2h 40m |
| Air Canada | AC323 | 13:10 | 14:45 | 2h 35m |
| Air Canada | AC1504 | 15:20 | 16:55 | 2h 35m |
| Air Canada | AC1144 | 17:25 | 19:03 | 2h 38m |
| Air Canada | AC254 | 18:43 | 20:23 | 2h 40m |
| British Airways | BA3771 | 17:31 | 19:19 | 2h 48m |
| KLM | KL5940 | 11:30 | 13:19 | 2h 49m |
| Spirit Airlines | NK779 | 08:35 | 10:14 | 2h 39m |
| United Airlines | UA2389 | 06:39 | 08:20 | 2h 41m |
| United Airlines | UA1044 | 07:00 | 08:39 | 2h 39m |
| United Airlines | UA224 | 07:30 | 09:10 | 2h 40m |
| United Airlines | UA2630 | 07:59 | 09:35 | 2h 36m |
| United Airlines | UA2160 | 08:30 | 10:11 | 2h 41m |
| United Airlines | UA2290 | 09:00 | 10:40 | 2h 40m |
| United Airlines | UA623 | 09:25 | 11:06 | 2h 41m |
| United Airlines | UA1310 | 10:15 | 11:52 | 2h 37m |
| United Airlines | UA2320 | 11:25 | 13:06 | 2h 41m |
| United Airlines | UA1338 | 13:15 | 14:55 | 2h 40m |
| United Airlines | UA2485 | 14:30 | 16:11 | 2h 41m |
| United Airlines | UA2075 | 15:30 | 17:10 | 2h 40m |
| United Airlines | UA2243 | 17:25 | 19:06 | 2h 41m |
| United Airlines | UA285 | 17:25 | 19:06 | 2h 41m |
Cheap flights New York to Chicago.
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