Using the online timetable is an easy way to look at all the direct flights from New York to Chicago
Schedule: all, today, tomorrow
577 flights in a week
Departure and arrival times are local (New York and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 00:40 | 01:34 | wed | QR8187 | Qatar Airways | 1h 54m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 01:15 | 02:50 | wed | QR8145 | Qatar Airways | 2h 35m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 05:30 | 07:14 | daily | AA2485 | American Airlines | 2h 44m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:30 | daily | WN1428 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 07:36 | mon, tue, sat, sun | UA621 | United Airlines | 2h 36m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:34 | daily | UA761 | United Airlines | 2h 34m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:33 | sun | UA761 | United Airlines | 2h 33m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:39 | sun | UA1071 | United Airlines | 2h 39m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 06:05 | 07:40 | mon, tue, wed, thu, fri, sun | DL556 | Delta Air Lines | 2h 35m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 06:05 | 07:35 | mon, tue | WN24 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 08:23 | daily | AA1870 | American Airlines | 2h 53m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:00 | 08:33 | daily | UA1599 | United Airlines | 2h 33m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:29 | 09:12 | daily | AA2124 | American Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:21 | daily | AA370 | American Airlines | 2h 51m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:34 | 09:17 | thu, fri | AA2124 | American Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 07:40 | 09:33 | daily | AA2819 | American Airlines | 2h 53m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 07:40 | 09:20 | daily | DL451 | Delta Air Lines | 2h 40m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:55 | 09:34 | sat | UA1660 | United Airlines | 2h 39m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 07:55 | 09:31 | daily | UA1660 | United Airlines | 2h 36m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 08:00 | 09:52 | daily | UA5585 | United Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:00 | 09:26 | fri | 5X9300 | United Parcel Service | 2h 26m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 08:00 | 09:33 | sat | UA2605 | United Airlines | 2h 33m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:15 | 10:12 | mon, tue, sun | DL5809 | Delta Air Lines | 2h 57m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 08:20 | 10:04 | daily | DL5809 | Delta Air Lines | 2h 44m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 08:20 | 10:08 | thu, fri, sat | DL5436 | Delta Air Lines | 2h 48m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:10 | sat | DL497 | Delta Air Lines | 2h 40m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:17 | daily | AA593 | American Airlines | 2h 47m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:13 | sun | DL317 | Delta Air Lines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:30 | 09:50 | tue | UA2750 | United Airlines | 2h 20m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:11 | sun | DL317 | Delta Air Lines | 2h 41m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:35 | 10:18 | sat | DL451 | Delta Air Lines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:45 | 10:55 | mon | QF7554 | Qantas | 3h 10m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 08:55 | 10:47 | mon, tue, wed, thu | UA5224 | United Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 09:00 | 10:52 | thu, fri, sat, sun | UA5224 | United Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 09:07 | 10:34 | tue, wed | 5X2071 | United Parcel Service | 2h 27m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 09:30 | 11:20 | daily | AA426 | American Airlines | 2h 50m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 09:40 | 11:29 | daily | DL317 | Delta Air Lines | 2h 49m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 09:45 | 11:30 | mon, tue, wed, sun | WN1696 | Southwest Airlines | 2h 45m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 09:50 | 11:35 | sun | WN3040 | Southwest Airlines | 2h 45m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 09:55 | 11:40 | wed, thu, fri | WN1971 | Southwest Airlines | 2h 45m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 10:00 | 11:42 | daily | UA2605 | United Airlines | 2h 42m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 10:00 | 11:49 | daily | UA1991 | United Airlines | 2h 49m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 10:00 | 11:39 | daily | AA3115 | American Airlines | 2h 39m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 10:00 | 11:46 | fri | DL317 | Delta Air Lines | 2h 46m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 10:06 | 11:58 | mon, tue, wed, thu, sat, sun | AA3115 | American Airlines | 2h 52m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 10:10 | 11:56 | thu | DL317 | Delta Air Lines | 2h 46m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 10:30 | 12:23 | mon, tue, wed, fri, sat, sun | AA1333 | American Airlines | 2h 53m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 10:50 | 12:38 | daily | B61105 | JetBlue Airways | 2h 48m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 10:52 | 12:40 | thu | B61105 | JetBlue Airways | 2h 48m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 11:00 | 12:41 | mon | B61105 | JetBlue Airways | 2h 41m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 11:26 | 13:03 | daily | DL5605 | Delta Air Lines | 2h 37m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 11:30 | 13:19 | mon, tue, wed, thu, fri, sun | AA337 | American Airlines | 2h 49m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 11:30 | 13:07 | thu, fri | UA1542 | United Airlines | 2h 37m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 11:30 | 15:19 | mon | 8C4387 | Air Transport International | 4h 49m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 11:30 | 13:21 | sun | DL5605 | Delta Air Lines | 2h 51m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 11:36 | 13:16 | daily | UA395 | United Airlines | 2h 40m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 11:36 | 13:15 | sun | UA1542 | United Airlines | 2h 39m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 11:36 | 12:56 | mon | UA3037 | United Airlines | 2h 20m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 11:45 | 13:30 | daily | DL377 | Delta Air Lines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 11:59 | 13:43 | sun | DL377 | Delta Air Lines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 12:00 | 13:52 | daily | UA3501 | United Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 12:00 | 13:45 | fri | DL377 | Delta Air Lines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 12:15 | 13:42 | mon, tue, wed, sun | AA3678 | American Airlines | 2h 27m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 12:15 | 13:57 | mon | AA1872 | American Airlines | 2h 42m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 12:25 | 14:05 | sat, sun | WN3419 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 12:29 | 14:15 | daily | AA367 | American Airlines | 2h 46m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 12:29 | 13:56 | daily | AA3690 | American Airlines | 2h 27m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 12:30 | 14:15 | sat | DL499 | Delta Air Lines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 12:45 | 14:28 | thu | DL499 | Delta Air Lines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 12:55 | 14:38 | daily | DL499 | Delta Air Lines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 12:59 | 14:38 | sun | DL499 | Delta Air Lines | 2h 39m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 13:00 | 14:36 | mon, tue, wed, thu, fri, sun | UA323 | United Airlines | 2h 36m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 13:00 | 13:50 | sat | WQ785 | Swift Air | 1h 50m | Newark Liberty International Airport — Chicago Midway International Airport | Select dates |
| 13:00 | 14:37 | thu | UA323 | United Airlines | 2h 37m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 13:15 | 14:45 | mon, thu, fri | WN4514 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 13:20 | 14:50 | mon, tue, wed, sun | WN1498 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 13:25 | 14:50 | wed, thu, fri | WN5579 | Southwest Airlines | 2h 25m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 13:29 | 15:11 | mon, tue, wed, thu, fri, sun | AA1769 | American Airlines | 2h 42m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 13:30 | 15:40 | sun | 6R500 | AeroUnion | 3h 10m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 13:30 | 16:10 | tue | 5C922 | CAL Cargo Air Lines | 3h 40m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 13:30 | 15:12 | thu | AA1363 | American Airlines | 2h 42m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 13:45 | 15:23 | fri | DL499 | Delta Air Lines | 2h 38m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:00 | 15:52 | daily | UA5534 | United Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:00 | 15:40 | sun | 6R500 | AeroUnion | 2h 40m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 14:05 | 15:50 | mon | CX99 | Cathay Pacific | 2h 45m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 14:14 | 15:48 | sun | DL356 | Delta Air Lines | 2h 34m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:30 | 16:17 | mon, tue, wed, thu, fri, sun | AA527 | American Airlines | 2h 47m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:30 | 16:15 | daily | AA1880 | American Airlines | 2h 45m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 14:55 | 16:38 | daily | DL356 | Delta Air Lines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:55 | 16:25 | sat | WN3479 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 15:00 | 16:52 | mon, tue, wed, thu, fri, sun | UA5222 | United Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 15:00 | 16:39 | thu | UA393 | United Airlines | 2h 39m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 15:10 | 15:50 | mon | CX99 | Cathay Pacific | 1h 40m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 15:15 | 16:50 | mon, wed, fri, sat | UA1416 | United Airlines | 2h 35m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:29 | 17:06 | mon, tue, wed, fri, sat | UA1416 | United Airlines | 2h 37m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:30 | 17:07 | sun | UA1416 | United Airlines | 2h 37m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:30 | 17:17 | daily | AA1638 | American Airlines | 2h 47m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 15:30 | 17:04 | thu, sun | UA1416 | United Airlines | 2h 34m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:30 | 17:28 | sun | DL5607 | Delta Air Lines | 2h 58m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 15:39 | 17:23 | daily | DL5607 | Delta Air Lines | 2h 44m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 15:39 | 17:27 | sat | DL5349 | Delta Air Lines | 2h 48m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 15:55 | 17:27 | fri | NC5711 | Northern Air Cargo | 2h 32m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 15:59 | 17:43 | daily | DL404 | Delta Air Lines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 15:59 | 17:39 | mon, tue, wed, sun | DL404 | Delta Air Lines | 2h 40m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:00 | 17:35 | sun | WN581 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 16:00 | 17:52 | daily | UA5538 | United Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:10 | 17:54 | wed | DL394 | Delta Air Lines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:15 | 17:59 | thu | DL404 | Delta Air Lines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:20 | 18:04 | fri | DL404 | Delta Air Lines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:25 | 17:35 | thu | 6R500 | AeroUnion | 2h 10m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 16:30 | 18:17 | mon, tue, wed, fri, sat, sun | AA1011 | American Airlines | 2h 47m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:40 | 18:15 | mon, tue, fri | WN3842 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 16:45 | 18:20 | mon, tue, wed, thu, fri | WN3229 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 17:00 | 18:38 | daily | UA582 | United Airlines | 2h 38m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 17:00 | 18:56 | mon, tue, wed, fri, sat, sun | AA848 | American Airlines | 2h 56m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 17:00 | 18:35 | sat | WN64 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 17:10 | 18:55 | daily | DL546 | Delta Air Lines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:15 | 19:11 | fri | AA848 | American Airlines | 2h 56m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 17:15 | 18:59 | sun | DL546 | Delta Air Lines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:30 | 19:21 | daily | AA2302 | American Airlines | 2h 51m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:30 | 19:09 | mon, tue, wed, thu, fri, sun | AA4138 | American Airlines | 2h 39m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 17:55 | 19:19 | sat | NC5711 | Northern Air Cargo | 2h 24m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 18:00 | 19:56 | daily | UA5602 | United Airlines | 2h 56m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 18:00 | 19:58 | fri | UA3403 | United Airlines | 2h 58m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:20 | 19:55 | sat | QR8183 | Qatar Airways | 2h 35m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 18:20 | 20:00 | sat | QR8183 | Qatar Airways | 2h 40m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 18:25 | 20:00 | sun | WN4892 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 18:25 | 20:03 | fri | UA1232 | United Airlines | 2h 38m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:30 | 20:20 | daily | AA2773 | American Airlines | 2h 50m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 18:31 | 20:05 | mon, wed, thu, fri, sat | UA1232 | United Airlines | 2h 34m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:35 | 20:15 | mon, tue, wed, sun | WN1009 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 18:40 | 20:00 | mon | UA2750 | United Airlines | 2h 20m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:45 | 20:30 | daily | DL382 | Delta Air Lines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 18:50 | 20:32 | sun | DL382 | Delta Air Lines | 2h 42m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 18:51 | 20:25 | mon, tue, wed, sat, sun | UA1232 | United Airlines | 2h 34m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:55 | 20:35 | mon, tue, wed, thu, fri | WN2224 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 18:59 | 20:44 | mon, tue | DL382 | Delta Air Lines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 19:25 | 21:23 | thu, fri, sat | AA848 | American Airlines | 2h 58m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 19:27 | 20:34 | wed, sun | 8C3487 | Air Transport International | 2h 7m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 19:27 | 20:47 | mon | 8C3487 | Air Transport International | 2h 20m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 19:27 | 21:24 | sat | 8C3487 | Air Transport International | 2h 57m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 19:27 | 20:46 | fri | 8C3487 | Air Transport International | 2h 19m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 19:27 | 20:43 | thu | 8C3487 | Air Transport International | 2h 16m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 19:27 | 21:29 | wed | 8C3487 | Air Transport International | 3h 2m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 19:27 | 21:03 | tue | 8C3487 | Air Transport International | 2h 36m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 19:27 | 20:44 | wed | 8C3487 | Air Transport International | 2h 17m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 19:30 | 21:17 | mon, tue, wed, thu, fri, sun | AA359 | American Airlines | 2h 47m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 19:30 | 21:28 | wed | AA848 | American Airlines | 2h 58m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 19:35 | 21:28 | daily | DL5422 | Delta Air Lines | 2h 53m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 19:35 | 21:10 | sat | WN3172 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 20:00 | 21:56 | mon, tue, wed, thu, fri, sun | UA5545 | United Airlines | 2h 56m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:15 | 21:58 | daily | DL564 | Delta Air Lines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:20 | 21:59 | sun | DL564 | Delta Air Lines | 2h 39m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:29 | 22:12 | wed | AA774 | American Airlines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:30 | 22:13 | mon, tue, wed, thu, fri, sun | AA774 | American Airlines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:30 | 22:17 | daily | B6105 | JetBlue Airways | 2h 47m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 20:45 | 22:28 | mon, tue, wed, thu, fri, sun | UA1778 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 21:00 | 22:30 | sat | WN3056 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 21:10 | 22:40 | sun | WN5070 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 21:15 | 22:45 | tue, wed, thu | WN183 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 21:25 | 22:55 | mon, tue, wed, sun | WN2758 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 21:56 | 23:14 | mon, tue | 5X1085 | United Parcel Service | 2h 18m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 22:00 | 23:34 | tue | UA2363 | United Airlines | 2h 34m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 22:00 | 00:10 | wed | QF7550 | Qantas | 3h 10m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 22:37 | 23:57 | thu | 5X1125 | United Parcel Service | 2h 20m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 22:37 | 00:03 | mon, tue, wed | 5X1125 | United Parcel Service | 2h 26m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 22:46 | 23:58 | mon, tue | 5X1075 | United Parcel Service | 2h 12m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 22:46 | 00:04 | wed | 5X1075 | United Parcel Service | 2h 18m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 22:55 | 00:26 | wed, thu | UA2363 | United Airlines | 2h 31m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 23:00 | 00:39 | wed | 7Q7451 | Elite Airways | 2h 39m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 23:00 | 00:24 | wed | 5X9305 | United Parcel Service | 2h 24m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |