Using the online timetable is an easy way to look at all the direct flights New York — Chicago
551 flights in a week
Departure and arrival times are local (New York and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 00:05 | 01:01 | mon | United Airlines | 1h 56m | Newark Liberty International Airport — O'Hare International Airport | Select dates | |
| 00:30 | 01:27 | sun | DL8935 | Delta Air Lines | 1h 57m | Newark Liberty International Airport — Chicago Midway International Airport | Select dates |
| 01:00 | 02:02 | wed | QR8378 | Qatar Airways | 2h 2m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 01:05 | 02:55 | fri | TK6013 | Turkish Airlines | 2h 50m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 04:15 | 06:05 | wed | TK6059 | Turkish Airlines | 2h 50m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:40 | mon, tue, wed, thu, sat | WN879 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 07:45 | wed, thu, sat, sun | UA2164 | United Airlines | 2h 45m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:48 | mon | UA3929 | United Airlines | 2h 48m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 06:05 | 07:58 | mon, tue, wed, thu, fri, sat | DL784 | Delta Air Lines | 2h 53m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 06:10 | 07:55 | daily | UA2389 | United Airlines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 06:15 | 07:50 | thu, fri, sun | WN879 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 06:15 | 08:03 | tue, wed, fri | DL319 | Delta Air Lines | 2h 48m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 06:38 | 08:30 | daily | AA1413 | American Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 06:50 | 08:20 | wed | WN1414 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 06:59 | 08:50 | tue, wed | AA3002 | American Airlines | 2h 51m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:00 | 08:43 | tue, wed, fri, sat, sun | UA215 | United Airlines | 2h 43m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:00 | 08:47 | tue | AA1936 | American Airlines | 2h 47m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 07:00 | 07:59 | sat | K49702 | Kalitta Air | 1h 59m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 07:10 | 08:57 | wed, thu, fri, sat, sun | AA1936 | American Airlines | 2h 47m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 07:15 | 08:50 | mon, thu, fri, sun | WN3964 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 07:18 | 09:10 | thu | AA3002 | American Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:20 | 09:00 | sat | WN1414 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 07:23 | 09:15 | mon, tue, wed, thu, fri, sun | AA3002 | American Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:25 | 09:16 | fri | UA1608 | United Airlines | 2h 51m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 07:28 | 09:20 | fri | AA3002 | American Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:27 | mon, wed, thu, fri | DL2917 | Delta Air Lines | 2h 57m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:18 | daily | DL2917 | Delta Air Lines | 2h 48m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:21 | daily | UA1608 | United Airlines | 2h 51m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 07:40 | 09:22 | mon, fri, sat, sun | NK933 | Spirit Airlines | 2h 42m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 07:45 | 09:36 | daily | UA1884 | United Airlines | 2h 51m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 08:05 | 09:49 | daily | UA3470 | United Airlines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:05 | 10:00 | thu | DL4933 | Delta Air Lines | 2h 55m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 08:10 | 09:56 | mon, tue | DL5024 | Delta Air Lines | 2h 46m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 08:29 | 10:26 | tue, wed, thu, fri | AA2819 | American Airlines | 2h 57m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 08:42 | 10:20 | daily | NK933 | Spirit Airlines | 2h 38m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:50 | 10:45 | tue, wed | DL5737 | Delta Air Lines | 2h 55m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 08:55 | 10:20 | tue, wed, thu | 5X2051 | UPS | 2h 25m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 08:55 | 10:24 | wed | 5X2051 | UPS | 2h 29m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 08:59 | 10:56 | mon, tue, wed, thu, fri, sun | AA2819 | American Airlines | 2h 57m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 09:00 | 10:51 | mon, tue, wed, thu, fri | UA1525 | United Airlines | 2h 51m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 09:00 | 10:54 | daily | AA3234 | American Airlines | 2h 54m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 09:00 | 10:49 | sun | UA1525 | United Airlines | 2h 49m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 09:00 | 10:35 | tue, wed | WN1442 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 09:03 | 10:31 | mon | NK8804 | Spirit Airlines | 2h 28m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 09:05 | 10:45 | mon, thu, fri, sun | WN1316 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 09:10 | 10:55 | mon, tue, wed, thu, sun | UA623 | United Airlines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 09:25 | 11:25 | daily | B61205 | JetBlue | 3h 0m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 09:30 | 10:33 | tue | Delta Air Lines | 2h 3m | John F. Kennedy International Airport — O'Hare International Airport | Select dates | |
| 09:30 | 11:15 | wed | DL5591 | Delta Air Lines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 10:10 | 11:58 | sat | UA1883 | United Airlines | 2h 48m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 10:14 | 12:00 | mon, tue, wed, thu, fri, sun | UA1883 | United Airlines | 2h 46m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 10:15 | 12:00 | daily | UA1310 | United Airlines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 10:20 | 11:55 | sat | WN1316 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 10:29 | 12:22 | tue, wed, thu | AA4557 | American Airlines | 2h 53m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 10:32 | 11:51 | sun | 5X5051 | UPS | 2h 19m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 10:55 | 12:37 | sat | DL5598 | Delta Air Lines | 2h 42m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 11:00 | 12:08 | mon | American Airlines | 2h 8m | Newark Liberty International Airport — O'Hare International Airport | Select dates | |
| 11:05 | 12:40 | wed | WN295 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 11:07 | 13:00 | sun | AA4557 | American Airlines | 2h 53m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 11:10 | 12:45 | mon, fri | WN4601 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 11:13 | 12:57 | tue, wed, sat, sun | DL4952 | Delta Air Lines | 2h 44m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 11:15 | 12:59 | tue, wed, thu, fri, sun | UA5594 | United Airlines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 11:15 | 12:50 | sun | WN295 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 11:30 | 13:02 | sun | F91413 | Frontier (Pearl the Spotted Eagle Ray Livery) | 2h 32m | Newark Liberty International Airport — Chicago Midway International Airport | Select dates |
| 11:32 | 13:15 | thu, fri | UA1875 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 11:45 | 13:20 | mon, tue, thu, sun | WN2370 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 11:45 | 13:33 | wed | DL5598 | Delta Air Lines | 2h 48m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 11:47 | 13:32 | tue, thu, fri, sat, sun | AA3848 | American Airlines | 2h 45m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 11:50 | 13:35 | wed | AA3848 | American Airlines | 2h 45m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 11:50 | 13:20 | sat | WN2385 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 11:53 | 13:37 | wed | AA3848 | American Airlines | 2h 44m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 11:55 | 13:30 | tue, wed, thu, fri, sat, sun | WN2370 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 11:59 | 13:56 | tue, wed, thu, fri, sat | AA4680 | American Airlines | 2h 57m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 11:59 | 13:53 | sat | AA3005 | American Airlines | 2h 54m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 11:59 | 13:05 | tue | YX424 | American Airlines | 2h 6m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 12:00 | 13:52 | tue, wed, thu, fri | AA3015 | American Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 12:15 | 13:45 | sat | WN2370 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 12:44 | 14:27 | daily | UA2053 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 13:15 | 15:00 | mon, tue, wed, thu, fri, sun | UA1967 | United Airlines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 13:15 | 15:14 | sat | AA4406 | American Airlines | 2h 59m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 13:30 | 15:30 | sun | QF7554 | Qantas | 3h 0m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 13:59 | 15:43 | wed, fri, sun | AA3355 | American Airlines | 2h 44m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 14:00 | 15:22 | sat | UA3930 | United Airlines | 2h 22m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 14:00 | 15:21 | thu | UA3915 | United Airlines | 2h 21m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 14:00 | 15:23 | sun | WN8816 | Southwest Airlines | 2h 23m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 14:00 | 15:40 | tue, wed | WN2385 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 14:10 | 15:50 | mon, thu, fri | WN2385 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 14:15 | 16:09 | mon, tue, wed, thu, fri, sun | AA2800 | American Airlines | 2h 54m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:15 | 15:59 | mon, tue, wed, fri, sat, sun | UA3657 | United Airlines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:19 | 16:18 | sat | AA4692 | American Airlines | 2h 59m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:20 | 16:03 | mon, tue, wed, fri, sat, sun | UA1168 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 14:20 | 16:04 | mon, wed, fri, sun | UA3657 | United Airlines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 14:30 | 16:10 | tue, wed | WN2374 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 14:30 | 16:13 | mon, tue, wed, thu | UA1168 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 14:37 | 16:18 | sun | UA1168 | United Airlines | 2h 41m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 14:59 | 16:46 | mon, tue, wed, thu, sat, sun | DL575 | Delta Air Lines | 2h 47m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 15:05 | 23:17 | sun | UA1952 | United Airlines | 9h 12m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:17 | 17:00 | tue, wed, thu, fri, sun | UA533 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:18 | 17:01 | tue, thu, sat | UA533 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:20 | 17:05 | daily | UA1504 | United Airlines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 15:22 | 17:05 | sat | UA533 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:30 | 17:15 | mon, thu, fri, sun | WN2372 | Southwest Airlines | 2h 45m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 15:30 | 16:47 | fri | UA3935 | United Airlines | 2h 17m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 15:52 | 17:43 | mon, tue, wed, thu, fri | DL5025 | Delta Air Lines | 2h 51m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 15:55 | 17:46 | sat | DL5025 | Delta Air Lines | 2h 51m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 15:59 | 17:59 | mon, tue, wed, thu, fri, sat | AA4525 | American Airlines | 3h 0m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 15:59 | 18:00 | mon, tue, wed, sat, sun | AA4525 | American Airlines | 3h 1m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 16:18 | 18:17 | sat | AA4397 | American Airlines | 2h 59m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:25 | 18:10 | daily | UA1205 | United Airlines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:29 | 18:29 | daily | F91043 | Frontier (Pearl the Spotted Eagle Ray Livery) | 3h 0m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 16:30 | 18:24 | mon, tue, wed, thu, fri, sun | AA1510 | American Airlines | 2h 54m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:30 | 18:09 | sat | OO1009 | SkyWest Airlines | 2h 39m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 16:30 | 18:25 | mon, tue, wed, thu, fri, sun | DL5676 | Delta Air Lines | 2h 55m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:30 | 18:05 | mon, tue, wed, thu, fri | WN3755 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 16:35 | 18:34 | mon, tue, wed | AA1510 | American Airlines | 2h 59m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 16:45 | 18:28 | mon, tue, wed, sat, sun | UA661 | United Airlines | 2h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 16:50 | 18:16 | thu | UA3027 | United Airlines | 2h 26m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 16:55 | 18:35 | mon, tue, wed, thu, sun | WN4656 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 17:11 | 18:55 | tue | UA5258 | United Airlines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:11 | 18:57 | sat | UA2299 | United Airlines | 2h 46m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:15 | 18:59 | mon, wed, thu, fri | UA2299 | United Airlines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:30 | 19:10 | thu, fri, sun | WN4269 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 17:35 | 19:15 | sat | WN4656 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 17:53 | 19:52 | mon, tue, wed, thu | AA4692 | American Airlines | 2h 59m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:54 | 19:53 | sun | AA4692 | American Airlines | 2h 59m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:55 | 19:30 | tue, wed | WN2372 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 17:55 | 19:54 | fri | AA4692 | American Airlines | 2h 59m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 17:59 | 19:56 | mon, tue, wed, thu, fri, sun | AA4630 | American Airlines | 2h 57m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:05 | 19:53 | tue, wed, thu, fri | UA254 | United Airlines | 2h 48m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:15 | 20:01 | tue | UA3537 | United Airlines | 2h 46m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 18:20 | 20:17 | sat | DL1138 | Delta Air Lines | 2h 57m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 18:20 | 20:15 | sat | DL623 | Delta Air Lines | 2h 55m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 18:27 | 20:15 | mon, tue, wed, thu, fri, sat | UA254 | United Airlines | 2h 48m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:29 | 20:14 | mon, tue, wed, thu, fri, sat | UA2665 | United Airlines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 18:30 | 20:15 | mon, tue, thu, sun | WN1875 | Southwest Airlines | 2h 45m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 18:30 | 20:05 | tue, wed | WN255 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 18:40 | 19:38 | thu | Cargolux | 1h 58m | John F. Kennedy International Airport — O'Hare International Airport | Select dates | |
| 18:40 | 20:20 | mon, thu, fri | WN255 | Southwest Airlines | 2h 40m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 18:45 | 20:30 | tue, wed | DL5676 | Delta Air Lines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 18:55 | 20:55 | wed | QF7550 | Atlas Air | 3h 0m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 18:55 | 19:42 | mon | AC1511 | Air Canada (Zootopia 2 Livery) | 1h 47m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 18:56 | 20:46 | mon, sun | AA2447 | American Airlines | 2h 50m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 18:59 | 20:56 | mon, tue, wed, thu, fri, sun | AA3184 | American Airlines | 2h 57m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 19:05 | 20:40 | sat | WN255 | Southwest Airlines | 2h 35m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 19:15 | 20:59 | tue, wed, thu, fri | UA3689 | United Airlines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 19:45 | 21:34 | daily | UA546 | United Airlines | 2h 49m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 19:50 | 21:49 | mon, wed, fri | DL5397 | Delta Air Lines | 2h 59m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 19:59 | 21:57 | mon, tue, wed, thu, fri | DL4915 | Delta Air Lines | 2h 58m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 20:00 | 21:11 | thu | 8C3369 | Air Transport International | 2h 11m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 20:01 | 21:32 | sat | 8C3369 | Air Transport International | 2h 31m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 20:10 | 22:02 | fri | AA4466 | American Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:15 | 22:05 | mon, tue, wed, thu, fri | DL954 | Delta Air Lines | 2h 50m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:15 | 21:32 | mon | 8C3369 | Air Transport International | 2h 17m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 20:15 | 21:26 | mon | 8C3369 | Air Transport International | 2h 11m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 20:15 | 21:25 | wed | 8C3369 | Air Transport International | 2h 10m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 20:15 | 21:59 | fri | UA5967 | United Airlines | 2h 44m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:25 | 22:12 | mon, tue, wed, thu, fri, sun | DL567 | Delta Air Lines | 2h 47m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:25 | 22:17 | mon, wed, sat, sun | AA4466 | American Airlines | 2h 52m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:38 | 22:26 | sun | UA1952 | United Airlines | 2h 48m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 20:38 | 23:40 | sun | UA1952 | United Airlines | 4h 2m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 20:40 | 22:34 | mon, tue, wed, thu, fri, sun | DL954 | Delta Air Lines | 2h 54m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 20:59 | 23:00 | wed | B61305 | JetBlue | 3h 1m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 20:59 | 22:56 | tue, wed, thu, fri, sat, sun | B61305 | JetBlue | 2h 57m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 21:15 | 23:00 | daily | UA2384 | United Airlines | 2h 45m | LaGuardia Airport — O'Hare International Airport | Select dates |
| 21:25 | 23:13 | mon, wed, thu, fri, sat, sun | UA1981 | United Airlines | 2h 48m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 21:25 | 22:56 | mon | UA8181 | United Airlines | 2h 31m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 21:25 | 23:14 | tue | UA1981 | United Airlines | 2h 49m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 21:30 | 22:13 | sun | OO6109 | SkyWest Airlines | 1h 43m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 21:30 | 23:00 | tue, wed | WN1703 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 21:45 | 23:15 | tue, wed | WN4656 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 21:50 | 23:20 | mon, tue, thu, fri, sun | WN2374 | Southwest Airlines | 2h 30m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 21:55 | 23:20 | thu, fri | WN1703 | Southwest Airlines | 2h 25m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 21:56 | 23:13 | mon, tue, wed, thu | 5X1085 | UPS | 2h 17m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 21:57 | 00:55 | mon | AA309 | American Airlines | 3h 58m | John F. Kennedy International Airport — O'Hare International Airport | Select dates |
| 22:31 | 23:54 | tue | WN8801 | Southwest Airlines | 2h 23m | LaGuardia Airport — Chicago Midway International Airport | Select dates |
| 22:37 | 00:00 | thu, fri | 5X1125 | UPS | 2h 23m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 22:37 | 00:04 | tue, wed | 5X1125 | UPS | 2h 27m | John F. Kennedy International Airport — Chicago Rockford International Airport | Select dates |
| 22:46 | 00:04 | tue, wed, thu | 5X1075 | UPS | 2h 18m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 22:46 | 00:08 | mon | 5X1075 | UPS | 2h 22m | Newark Liberty International Airport — Chicago Rockford International Airport | Select dates |
| 22:54 | 00:22 | wed, thu, sat, sun | NK108 | Spirit Airlines | 2h 28m | Newark Liberty International Airport — O'Hare International Airport | Select dates |
| 23:05 | 00:40 | wed | NK108 | Spirit Airlines | 2h 35m | Newark Liberty International Airport — O'Hare International Airport | Select dates |