Using the online timetable is an easy way to look at all the direct flights Pittsburgh — Chicago
155 flights in a week
Departure and arrival times are local (Pittsburgh and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:55 | 06:30 | thu, fri | WN2651 | Southwest Airlines | 1h 35m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 06:50 | 07:15 | tue, wed | WN4022 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 07:30 | mon, tue, wed, sun | WN2651 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 07:43 | mon, thu | UA3510 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:00 | 07:39 | daily | UA1803 | United Airlines | 1h 39m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 07:15 | 07:45 | daily | WN2651 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:20 | 07:50 | sun | WN2651 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:35 | 08:00 | mon, thu, fri | WN351 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 07:55 | 08:20 | sat | WN351 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 08:40 | thu, fri | WN4638 | Southwest Airlines | 1h 40m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 08:25 | tue, wed | WN351 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 08:21 | 09:05 | daily | AA538 | American Airlines | 1h 44m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:21 | 09:03 | sat | AA2999 | American Airlines | 1h 42m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:22 | 08:36 | thu | AA2999 | American Airlines | 1h 14m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:23 | 09:05 | mon, tue, wed, thu, fri, sun | AA2999 | American Airlines | 1h 42m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:35 | 09:00 | sat | WN826 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 08:37 | 09:15 | mon, tue, wed, thu, sun | AA2999 | American Airlines | 1h 38m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:50 | 09:37 | daily | UA3461 | United Airlines | 1h 47m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 08:50 | 09:36 | mon, wed, thu | UA3461 | United Airlines | 1h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 10:10 | 10:40 | mon, thu, fri | WN384 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 10:58 | 11:50 | mon, tue, wed, thu, fri | UA3638 | United Airlines | 1h 52m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:00 | 11:40 | sat | UA403 | United Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:20 | 12:05 | mon, tue, wed, thu, fri, sun | UA3639 | United Airlines | 1h 45m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:21 | 12:01 | mon, tue, wed, thu, fri, sun | AA1936 | American Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:25 | 11:50 | mon, thu, fri | WN472 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 11:25 | 11:26 | sun | AA1936 | American Airlines | 1h 1m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:35 | 11:40 | thu | AA1936 | American Airlines | 1h 4m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:37 | 11:55 | thu | YX434 | American Airlines | 1h 18m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:42 | 12:22 | sat | AA1936 | American Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 11:57 | 12:05 | sat | AA1936 | American Airlines | 1h 7m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 12:02 | 12:12 | fri | AA1936 | American Airlines | 1h 10m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 13:15 | 14:00 | wed | AA9678 | American Airlines | 1h 45m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 13:20 | 13:50 | tue, wed | WN2645 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 13:30 | 14:08 | tue, wed, thu, fri | AA2810 | American Airlines | 1h 38m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 13:55 | 14:20 | tue, wed | WN3207 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 14:13 | 14:55 | mon, tue, wed, thu, fri | UA2434 | United Airlines | 1h 42m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 14:15 | 14:50 | tue, wed | WN933 | Southwest Airlines | 1h 35m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 14:35 | 15:05 | sat | WN1843 | Southwest Airlines | 1h 30m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 14:45 | 15:10 | sun | WN887 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 16:00 | 16:25 | sat | WN3207 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 16:20 | 16:50 | mon | UA3741 | United Airlines | 1h 30m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:05 | 17:45 | mon, tue, wed, thu, fri, sun | AA1922 | American Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:10 | 17:45 | mon, thu, fri | WN2645 | Southwest Airlines | 1h 35m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 17:22 | 18:02 | sat | AA1922 | American Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:54 | 18:44 | sat, sun | UA5351 | United Airlines | 1h 50m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:55 | 18:35 | mon, tue, wed, thu, fri, sat | UA602 | United Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:56 | 18:36 | mon, tue, wed, thu | UA2040 | United Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 17:56 | 18:39 | sat | UA4188 | United Airlines | 1h 43m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 18:00 | 18:44 | daily | AA3707 | American Airlines | 1h 44m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 18:00 | 18:40 | sun | UA602 | United Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 18:10 | 18:50 | fri | UA2040 | United Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 18:10 | 00:56 | fri | UA8104 | United Airlines | 7h 46m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 18:49 | 19:07 | sat | AA3707 | American Airlines | 1h 17m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 19:25 | 19:50 | fri | WN3053 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 20:05 | 20:40 | tue, wed | WN241 | Southwest Airlines | 1h 35m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 21:05 | 21:30 | sun | WN1343 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 21:20 | 21:45 | sun | WN4234 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |
| 21:21 | 22:01 | sun | UA3750 | United Airlines | 1h 40m | Pittsburgh International Airport — O'Hare International Airport | Select dates |
| 21:25 | 21:50 | sun | WN2645 | Southwest Airlines | 1h 25m | Pittsburgh International Airport — Chicago Midway International Airport | Select dates |