Using the online timetable is an easy way to look at all the direct flights Philadelphia — Chicago
137 flights in a week
Departure and arrival times are local (Philadelphia and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 03:28 | 04:21 | tue, wed, thu, fri | 5X610 | UPS | 1h 53m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 05:40 | 07:00 | mon, tue, wed, thu, fri, sun | WN4904 | Southwest Airlines | 2h 20m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 05:50 | 07:05 | mon, thu, fri, sat, sun | WN4904 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 07:58 | thu | UA660 | United Express | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 06:30 | 07:59 | mon, tue, fri, sat, sun | UA660 | United Express | 2h 29m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 07:17 | 09:04 | mon, tue, wed, sat, sun | AA1835 | American Airlines | 2h 47m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 08:27 | 10:03 | mon, tue, wed, thu, fri, sun | AA2506 | American Airlines | 2h 36m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 08:30 | 10:10 | tue, wed | AA1472 | American Airlines | 2h 40m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:03 | 10:14 | tue, wed, thu | 5X5213 | UPS | 2h 11m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 09:30 | 11:08 | tue, wed | AA419 | American Airlines | 2h 38m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:40 | 10:50 | sat | WN1190 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 10:10 | 11:38 | daily | UA1811 | United Express | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 10:13 | 11:23 | sun | 5X5213 | UPS | 2h 10m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:47 | 11:57 | tue, wed | 5X2069 | UPS | 2h 10m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:57 | 12:35 | thu, fri, sun | AA2108 | American Airlines | 2h 38m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 12:15 | 13:30 | mon, tue, wed, thu, fri, sun | WN1138 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:21 | 13:50 | wed, sun | AA790 | American Airlines | 2h 29m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 12:23 | 13:59 | mon, tue, wed, thu, fri, sun | AA1452 | American Airlines | 2h 36m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 12:40 | 13:50 | sat | WN419 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:59 | 14:34 | tue, wed | AA1332 | American Airlines | 2h 35m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 13:10 | 14:40 | mon, tue, thu, fri, sun | UA1801 | United Express | 2h 30m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 13:10 | 14:41 | wed | UA1801 | United Express | 2h 31m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 13:40 | 14:55 | mon, thu, sun | WN1138 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 13:50 | 15:07 | sat | AA1944 | American Airlines | 2h 17m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 15:07 | 16:46 | daily | AA2277 | American Airlines | 2h 39m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 16:15 | 17:30 | sat | WN1138 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 16:50 | 18:34 | daily | AA854 | American Airlines | 2h 44m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 17:00 | 18:10 | mon | Jet Linx Aviation | 2h 10m | Trenton-Mercer Airport — DuPage Airport | Select dates | |
| 17:00 | 18:30 | mon, tue, thu, fri, sat, sun | UA2026 | United Express | 2h 30m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 17:00 | 18:31 | wed | UA308 | United Express | 2h 31m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 17:07 | 18:35 | wed | UA308 | United Express | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 17:10 | 18:40 | wed | UA2026 | United Express | 2h 30m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 17:35 | 18:45 | sat | WN3360 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 17:45 | 19:00 | mon, tue, wed, thu, fri | WN419 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 18:12 | 19:24 | mon | 5X7896 | UPS | 2h 12m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 18:20 | 19:35 | mon, thu, sun | WN419 | Southwest Airlines | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 18:20 | 19:08 | mon | G44751 | Allegiant Air | 1h 48m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 18:35 | 20:15 | mon, tue, wed, thu, fri, sun | AA3177 | American Airlines | 2h 40m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 19:47 | 21:27 | mon | F92111 | Frontier (Ward the Beaver Livery) | 2h 40m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 19:50 | 21:32 | thu, fri, sat | AA332 | American Airlines | 2h 42m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 20:10 | 21:20 | mon, tue, fri, sun | WN1947 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 20:30 | 21:40 | sat | WN662 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 21:00 | 22:36 | sun | AA736 | American Airlines | 2h 36m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 21:09 | 22:49 | fri | F92111 | Frontier (Ward the Beaver Livery) | 2h 40m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 22:16 | 23:24 | mon, tue, wed, thu | 5X1191 | UPS | 2h 8m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |