Using the online timetable is an easy way to look at all the direct flights Pittsburgh — Chicago
175 flights in a week
Departure and arrival times are local (Pittsburgh and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:02 | 06:57 | tue, wed, thu, fri, sat, sun | AA4509 | American Eagle | 1h 55m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 06:02 | 06:47 | mon | AA1037 | American Eagle | 1h 45m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 06:03 | 06:58 | mon | AA4509 | American Eagle | 1h 55m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 06:25 | 06:50 | mon, thu, fri, sun | WN2593 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 06:55 | tue, wed, sat | WN2489 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 06:55 | 07:20 | sat | WN2593 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 07:50 | tue, wed, thu, fri, sun | UA708 | United Airlines | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:00 | 07:48 | mon | UA708 | United Airlines | 1h 48m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:00 | 07:46 | daily | UA1848 | United Airlines | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:00 | 07:25 | tue, wed | WN4132 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:04 | 07:47 | tue, wed, fri, sat, sun | UA1848 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:05 | 07:48 | mon, tue, wed, thu | UA1848 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:10 | 07:56 | wed, thu, fri, sun | UA1848 | United Airlines | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:13 | 07:58 | mon, tue, thu, fri, sat, sun | AA538 | American Eagle | 1h 45m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:30 | 07:55 | sun | WN2593 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:55 | 08:43 | mon, tue, wed, fri | AA4521 | American Eagle | 1h 48m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:20 | 09:05 | tue, wed, sun | AA538 | American Eagle | 1h 45m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:23 | 09:17 | mon, sat | AA4539 | American Eagle | 1h 54m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:45 | 09:35 | daily | UA3461 | United Airlines | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:46 | 09:36 | mon, wed | UA3461 | United Airlines | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 09:40 | 10:05 | mon, thu, fri | WN4324 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 10:00 | 10:50 | sat | AA4798 | American Eagle | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:00 | 10:41 | tue | AA9787 | American Eagle | 1h 41m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:00 | 10:53 | tue, sun | AA4539 | American Eagle | 1h 53m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:10 | 10:35 | mon, thu, fri | WN836 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 10:15 | 10:40 | sun | WN836 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 10:26 | 11:12 | wed | AA4439 | American Eagle | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:26 | 11:10 | tue | AA4439 | American Eagle | 1h 44m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:31 | 11:20 | fri | UA5891 | United Airlines | 1h 49m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:59 | 11:42 | mon, tue, wed, sun | UA2683 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:02 | 11:52 | mon, fri | AA4798 | American Eagle | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:05 | 11:50 | daily | UA2683 | United Airlines | 1h 45m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:05 | 11:54 | sat, sun | UA5891 | United Airlines | 1h 49m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:05 | 11:30 | tue, wed | WN2593 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 12:30 | 14:11 | sat | Cape Air | 2h 41m | Pittsburgh International Airport — Chicago Executive Airport | Select dates | |
| 13:15 | 13:28 | tue | WN8509 | Southwest Airlines | 1h 13m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 13:45 | 14:10 | tue, wed | WN2365 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 14:10 | 14:54 | daily | UA2390 | United Airlines | 1h 44m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 14:13 | 14:55 | sun | UA2278 | United Airlines | 1h 42m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 14:45 | 15:10 | sat | WN4325 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 14:55 | 15:20 | tue, wed | WN2611 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 15:14 | 16:03 | sun | AA4124 | American Eagle | 1h 49m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 15:22 | 16:10 | mon, wed, thu, sun | AA3384 | American Eagle | 1h 48m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 15:35 | 16:23 | tue | AA3384 | American Eagle | 1h 48m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 15:45 | 16:10 | sat | WN1300 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 16:10 | 17:00 | daily | UA3577 | United Airlines | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 16:15 | 16:40 | fri | WN4132 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 16:30 | 18:34 | sat | Cape Air | 3h 4m | Pittsburgh International Airport — Chicago Executive Airport | Select dates | |
| 16:50 | 17:11 | wed | DL8886 | Delta Connection | 1h 21m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 17:00 | 17:30 | mon, thu, fri | WN4325 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 17:20 | 18:10 | sat | UA3577 | United Airlines | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:23 | 18:10 | mon, tue, wed, thu, sat, sun | AA6433 | American Eagle | 1h 47m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:51 | 18:40 | daily | UA2106 | United Airlines | 1h 49m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 18:00 | 18:43 | wed | UA2627 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 18:40 | 19:05 | tue | WN1300 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 19:00 | 19:25 | mon, thu, fri | WN2611 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 20:00 | 20:30 | tue, wed | WN2726 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 20:14 | 20:59 | mon, thu, sun | AA3830 | American Eagle | 1h 45m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 20:28 | 21:14 | mon, thu, fri, sun | AA2902 | American Eagle | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 20:29 | 21:15 | tue, wed, sat | AA2902 | American Eagle | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 20:30 | 21:00 | mon, thu, fri, sat | WN2726 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 20:38 | 21:24 | mon, thu, fri | AA3266 | American Eagle | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 21:26 | 22:09 | sun | UA3757 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 22:41 | 23:24 | thu | UA3752 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |