Using the online timetable is an easy way to look at all the direct flights Philadelphia — Chicago
286 flights in a week
Departure and arrival times are local (Philadelphia and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 03:28 | 04:16 | tue, wed, thu, fri | 5X610 | UPS | 1h 48m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 03:28 | 04:15 | wed, fri | 5X610 | UPS | 1h 47m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 05:00 | 06:24 | daily | AA1652 | American Eagle | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 05:00 | 06:26 | mon, tue, wed, thu, fri, sun | AA1652 | American Eagle | 2h 26m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 05:15 | 06:35 | thu, fri, sun | WN2944 | Southwest Airlines | 2h 20m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 05:50 | 06:55 | mon, thu, fri | WN418 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 07:20 | tue, wed | WN2944 | Southwest Airlines | 2h 20m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 07:15 | mon, thu, fri, sun | WN4135 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:15 | 07:45 | mon | WN2944 | Southwest Airlines | 2h 30m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 07:55 | sat | WN2944 | Southwest Airlines | 2h 30m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 07:35 | sat | WN1474 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 07:49 | thu | UA1971 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 06:30 | 08:01 | daily | UA1834 | United Airlines | 2h 31m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 06:30 | 07:40 | tue, wed | WN1474 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 07:54 | daily | UA1971 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 06:30 | 07:35 | mon | AA9978 | American Eagle | 2h 5m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 06:55 | 08:05 | sat | WN4135 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 07:20 | 08:48 | daily | AA1652 | American Eagle | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 07:20 | 08:46 | daily | AA3074 | American Eagle | 2h 26m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 07:25 | 08:49 | tue, thu, fri, sat | AA2095 | American Eagle | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 07:30 | 08:16 | mon | JL120 | Japan Airlines | 1h 46m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 07:35 | 08:40 | sun | WN1474 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 08:31 | 09:55 | daily | UA622 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:00 | 09:51 | tue, wed, thu, fri | 5X5213 | UPS | 1h 51m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 09:00 | 10:46 | fri | 5X5213 | UPS | 2h 46m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 09:15 | 10:53 | sat | AA4782 | American Eagle | 2h 38m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:19 | 10:45 | mon, fri, sun | AA2095 | American Eagle | 2h 26m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:20 | 10:49 | tue, thu, sun | AA2095 | American Eagle | 2h 29m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:25 | 10:51 | mon, wed, thu, fri, sun | AA2095 | American Eagle | 2h 26m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:26 | 10:50 | sun | AA2095 | American Eagle | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:26 | 10:51 | tue, wed | AA2095 | American Eagle | 2h 25m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:28 | 10:57 | thu, fri, sun | AA2095 | American Eagle | 2h 29m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:30 | 11:00 | mon, wed | AA2095 | American Eagle | 2h 30m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:30 | 11:01 | daily | UA1485 | United Airlines | 2h 31m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:40 | 11:08 | sat | AA2095 | American Eagle | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:42 | 11:13 | daily | AA2095 | American Eagle | 2h 31m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:42 | 11:09 | sat | AA2095 | American Eagle | 2h 27m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 10:11 | 11:00 | sat | 5X5193 | UPS | 1h 49m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:11 | 12:07 | sat | 5X5193 | UPS | 2h 56m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:11 | 14:12 | sat | 5X5193 | UPS | 5h 1m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:11 | 14:03 | sat | 5X5193 | UPS | 4h 52m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:11 | 11:10 | sat | 5X5193 | UPS | 1h 59m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:11 | 11:27 | sat | 5X5193 | UPS | 2h 16m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:11 | 11:02 | sat | 5X5193 | UPS | 1h 51m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:11 | 11:13 | sat | 5X5193 | UPS | 2h 2m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:30 | 12:02 | daily | AA1920 | American Eagle | 2h 32m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 10:41 | 12:12 | sat | AA3313 | American Eagle | 2h 31m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 11:04 | 12:41 | mon, tue, wed, thu, fri, sun | AA3313 | American Eagle | 2h 37m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 11:10 | 12:20 | sat | WN1327 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 11:50 | 12:55 | mon, thu, fri | WN2807 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:00 | 13:15 | sat | WN3269 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:05 | 13:15 | tue, wed | WN4135 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:15 | 13:20 | wed, sun | WN418 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:23 | 13:52 | mon, wed | AA1920 | American Eagle | 2h 29m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 12:24 | 13:52 | sun | AA1920 | American Eagle | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 12:45 | 14:00 | sat | WN3269 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:50 | 14:14 | mon, tue, wed, thu, fri | UA2394 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 12:55 | 14:05 | mon, tue, wed, thu, fri | WN3269 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 13:10 | 14:34 | mon, wed, sun | UA2394 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 13:30 | 14:45 | mon, thu, fri, sun | WN3269 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 13:31 | 14:56 | sun | AA9780 | American Eagle | 2h 25m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 13:37 | 15:03 | mon, tue, wed, thu, fri, sun | AA470 | American Eagle | 2h 26m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 13:40 | 15:06 | thu | AA470 | American Eagle | 2h 26m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 13:45 | 15:00 | thu, fri, sun | WN3269 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 13:50 | 15:05 | mon, tue, wed, thu, fri, sun | WN3269 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 14:00 | 15:13 | sat | AA9785 | American Eagle | 2h 13m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 14:25 | 15:35 | thu | WN3269 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 14:40 | 15:45 | mon, fri | WN3338 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 15:26 | 16:54 | mon, thu, fri, sat, sun | AA1309 | American Eagle | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 15:45 | 16:55 | sun | WN4654 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 16:00 | 17:26 | fri, sat, sun | AA2792 | American Eagle | 2h 26m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 16:10 | 17:26 | mon, fri | F91617 | Frontier (Cookie the Oriole Livery) | 2h 16m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 16:35 | 17:45 | wed | WN3338 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 16:56 | 18:20 | thu, fri, sat | UA308 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 17:00 | 17:44 | sun | JL15 | Jet Linx Aviation | 1h 44m | North Philadelphia — Chicago Executive Airport | Select dates |
| 17:01 | 18:25 | daily | UA308 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 17:01 | 18:23 | sat | UA308 | United Airlines | 2h 22m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 17:45 | 20:00 | fri | AA470 | American Eagle | 3h 15m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:00 | 19:23 | sun | UA2665 | United Airlines | 2h 23m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:00 | 18:54 | sun | SGX907 | Slate Aviation | 1h 54m | North Philadelphia — Chicago Midway International Airport | Select dates |
| 18:30 | 19:40 | sat | WN3338 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 18:31 | 19:55 | mon, thu | UA2665 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:35 | 20:06 | mon, tue, wed, thu, sun | AA490 | American Eagle | 2h 31m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:35 | 20:01 | daily | AA490 | American Eagle | 2h 26m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:35 | 19:45 | tue, wed | WN2570 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 18:35 | 20:00 | mon, thu, fri | UA2378 | United Airlines | 2h 25m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:39 | 19:55 | fri | F91617 | Frontier (Cookie the Oriole Livery) | 2h 16m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 18:45 | 20:18 | thu | UA1720 | United Airlines | 2h 33m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:45 | 20:09 | mon, thu, fri, sun | UA2378 | United Airlines | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:55 | 20:10 | mon, thu, fri | WN4146 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 18:55 | 20:33 | mon, wed, thu, sun | AA490 | American Eagle | 2h 38m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 20:30 | 21:40 | thu, fri, sun | WN3269 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 20:35 | 21:34 | wed | 5X9601 | UPS | 1h 59m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 20:45 | 21:55 | sun | WN3338 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 21:20 | 22:58 | mon, thu, fri, sat, sun | AA2095 | American Eagle | 2h 38m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 21:40 | 23:08 | daily | AA1327 | American Eagle | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 22:19 | 23:40 | thu | 5X1191 | UPS | 2h 21m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:19 | 23:28 | wed | 5X1191 | UPS | 2h 9m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:19 | 23:14 | tue | 5X1191 | UPS | 1h 55m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:19 | 23:56 | mon | 5X1191 | UPS | 2h 37m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:19 | 23:18 | mon, tue, wed, thu | 5X1191 | UPS | 1h 59m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:19 | 23:50 | mon | 5X1191 | UPS | 2h 31m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:19 | 23:20 | tue, wed, thu | 5X1191 | UPS | 2h 1m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:30 | 23:29 | wed | 5X9600 | UPS | 1h 59m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:50 | 23:53 | thu | 5X9601 | UPS | 2h 3m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 22:50 | 23:49 | thu | 5X9600 | UPS | 1h 59m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |