Using the online timetable is an easy way to look at all the direct flights Pittsburgh — Chicago
132 flights in a week
Departure and arrival times are local (Pittsburgh and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:20 | 06:10 | daily | AA4439 | American Airlines | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 06:25 | 06:50 | mon, thu, fri, sun | WN2489 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 07:54 | sat | UA4166 | United Airlines | 2h 24m | Pittsburgh International Airport — O'Hare 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 |
| 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 | 07:43 | mon, tue, wed, fri, sat, sun | UA1292 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:00 | 07:46 | mon, sat | UA1848 | United Airlines | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:06 | 07:54 | wed, sun | AA4492 | American Airlines | 1h 48m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:10 | 07:56 | daily | UA1848 | United Airlines | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:13 | 08:54 | daily | AA538 | American Airlines | 1h 41m | 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 |
| 09:00 | 09:52 | mon, thu, fri | AA4492 | American Airlines | 1h 52m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 09:08 | 10:00 | tue, sat | AA4492 | American Airlines | 1h 52m | 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 Airlines | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:00 | 10:41 | tue | AA9787 | American Airlines | 1h 41m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:23 | 11:15 | mon, thu, fri, sun | AA4507 | American Airlines | 1h 52m | 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 |
| 11:02 | 11:52 | mon, fri | AA4798 | American Airlines | 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 | UA5891 | United Airlines | 1h 49m | Pittsburgh International Airport — O'Hare 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 |
| 13:50 | 14:20 | mon | WN3286 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 14:10 | 14:55 | daily | UA3577 | United Airlines | 1h 45m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 14:10 | 14:54 | sun | UA2278 | United Airlines | 1h 44m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 14:10 | 14:59 | sat | UA3577 | United Airlines | 1h 49m | 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 |
| 15:20 | 15:50 | sun | WN3286 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 16:09 | 17:05 | fri | UA3577 | United Airlines | 1h 56m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 16:11 | 17:07 | mon, tue, wed, thu, fri | UA3577 | United Airlines | 1h 56m | Pittsburgh International Airport — O'Hare 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 |
| 17:02 | 17:50 | mon, tue, wed, thu, fri, sun | AA6348 | American Airlines | 1h 48m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:51 | 18:40 | daily | UA1129 | United Airlines | 1h 49m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 20:00 | 20:30 | tue, wed | WN2726 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 20:28 | 21:14 | mon, thu, fri, sun | AA2902 | American Airlines | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 20:29 | 21:15 | tue, wed, sat | AA2902 | American Airlines | 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 |
| 23:16 | 00:05 | thu | UA3753 | United Airlines | 1h 49m | Pittsburgh International Airport — O'Hare International Airport | Select dates |