Using the online timetable is an easy way to look at all the direct flights Philadelphia — Chicago
159 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 | tue, wed, thu, fri | 5X610 | UPS | 1h 47m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 05:25 | 06:30 | tue, wed | WN341 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 05:55 | 07:00 | mon, thu, fri | WN356 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 07:05 | sat, sun | WN356 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 07:00 | tue | AA9690 | American Eagle | 2h 0m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:25 | fri | AA2386 | American Eagle | 2h 25m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 06:10 | 07:25 | thu, sun | F91617 | Frontier (Cali the Mountain Lion Livery) | 2h 15m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 07:38 | 09:04 | thu | AA2205 | American Eagle | 2h 26m | 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 |
| 09:14 | 10:36 | sat | AA2095 | American Eagle | 2h 22m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:16 | 10:38 | wed, thu, fri, sun | AA2095 | American Eagle | 2h 22m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 09:19 | 10:43 | daily | AA2095 | American Eagle | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 10:05 | 11:27 | daily | UA622 | United Express | 2h 22m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 10:05 | 11:25 | mon, tue, wed, thu, fri, sun | UA622 | United Express | 2h 20m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 10:10 | 11:20 | mon, thu, fri | WN2800 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 10:13 | 11:08 | sun | 5X5213 | UPS | 1h 55m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 10:15 | 11:25 | tue, wed | WN356 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 10:33 | 12:04 | daily | AA1854 | American Eagle | 2h 31m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 10:45 | 12:20 | sun | AA3313 | American Eagle | 2h 35m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 10:55 | 12:15 | sun | WN2935 | Southwest Airlines | 2h 20m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:40 | 13:45 | mon, thu, fri | WN3082 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 12:44 | 14:11 | daily | AA471 | American Eagle | 2h 27m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 13:05 | 14:27 | daily | UA511 | United Express | 2h 22m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 14:00 | 15:10 | sun | WN3964 | Southwest Airlines | 2h 10m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 14:15 | 15:43 | daily | AA470 | American Eagle | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 14:38 | 16:05 | thu | AA470 | American Eagle | 2h 27m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 15:56 | 17:26 | daily | AA1652 | American Eagle | 2h 30m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 16:04 | 17:34 | fri | F92111 | Frontier (Cali the Mountain Lion Livery) | 2h 30m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 16:10 | 17:40 | mon, thu, fri, sun | F92111 | Frontier (Cali the Mountain Lion Livery) | 2h 30m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 16:13 | 17:27 | mon, fri | F91617 | Frontier (Cali the Mountain Lion Livery) | 2h 14m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 16:55 | 18:00 | sun | WN3541 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 17:00 | 18:10 | mon | Jet Linx Aviation | 2h 10m | Trenton-Mercer Airport — DuPage Airport | Select dates | |
| 17:00 | 18:05 | mon, thu, fri | WN3541 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 17:10 | 18:15 | sat | WN3541 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 17:15 | 18:09 | wed | 5X9815 | UPS | 1h 54m | Philadelphia International Airport — Chicago Rockford International Airport | Select dates |
| 17:27 | 18:50 | daily | AA1015 | American Eagle | 2h 23m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:05 | 19:10 | tue, wed | WN3541 | Southwest Airlines | 2h 5m | Philadelphia International Airport — Chicago Midway International Airport | Select dates |
| 18:31 | 19:59 | sun | UA2665 | United Express | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:31 | 20:00 | mon | UA2665 | United Express | 2h 29m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:35 | 20:11 | mon, tue, wed, thu, fri, sun | AA490 | American Eagle | 2h 36m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:42 | 20:10 | mon, tue, wed, thu, fri, sun | UA2665 | United Express | 2h 28m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 18:50 | 20:17 | sat | AA490 | American Eagle | 2h 27m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 19:10 | 20:48 | sat | F92111 | Frontier (Cali the Mountain Lion Livery) | 2h 38m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 21:15 | 22:51 | daily | AA1327 | American Eagle | 2h 36m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 21:15 | 22:49 | mon, tue, wed, thu, fri, sat | AA1327 | American Eagle | 2h 34m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 21:15 | 22:39 | mon, tue, thu, fri, sun | AA1327 | American Eagle | 2h 24m | Philadelphia International Airport — O'Hare International Airport | Select dates |
| 21:48 | 23:03 | fri | F91617 | Frontier (Cali the Mountain Lion Livery) | 2h 15m | Philadelphia International Airport — Chicago Midway 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 |