Using the online timetable is an easy way to look at all the direct flights Pittsburgh — Chicago
77 flights in a week
Departure and arrival times are local (Pittsburgh and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:40 | 06:30 | thu, fri, sun | WN3264 | Southwest Airlines | 1h 50m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 05:50 | 06:40 | mon, tue, wed, thu, fri, sun | WN3264 | Southwest Airlines | 1h 50m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 07:29 | wed, thu, fri, sun | AA4523 | American Airlines | 2h 4m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 06:35 | 07:25 | sat | WN3264 | Southwest Airlines | 1h 50m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 07:51 | mon, tue, thu, fri, sun | UA1803 | United Express | 1h 51m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:06 | 09:10 | mon, tue, wed, thu, fri, sun | AA2975 | American Airlines | 2h 4m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:56 | 09:55 | wed, sat | UA3461 | United Express | 1h 59m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:49 | 11:41 | mon, tue, thu, fri, sun | UA561 | United Express | 1h 52m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 12:20 | 12:50 | mon, tue, wed, thu, fri, sun | WN914 | Southwest Airlines | 1h 30m | 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 | |
| 13:25 | 14:00 | thu, fri, sun | WN3265 | Southwest Airlines | 1h 35m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 14:06 | 14:55 | daily | UA2180 | United Express | 1h 49m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 14:09 | 14:55 | mon | UA2180 | United Express | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 14:43 | 15:40 | sat | AA4679 | American Airlines | 1h 57m | 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 | |
| 17:00 | 18:09 | tue | AA4634 | American Airlines | 2h 9m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:46 | 18:37 | mon, thu, fri, sat, sun | UA602 | United Express | 1h 51m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 18:00 | 18:35 | mon, tue, wed, thu, fri, sat | WN585 | Southwest Airlines | 1h 35m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 18:05 | 18:35 | sat | WN3634 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 18:45 | 19:15 | tue, wed, thu | WN3634 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 18:55 | 19:30 | thu, sun | WN1707 | Southwest Airlines | 1h 35m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 18:59 | 20:05 | tue, wed | AA4437 | American Airlines | 2h 6m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 20:10 | 20:40 | mon, thu, fri, sun | WN3634 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 23:00 | 23:12 | thu | DL8947 | Delta Air Lines | 1h 12m | Pittsburgh International Airport — O'Hare International Airport | Select dates |