Flights Pittsburgh to Chicago PIT to MDW
Flights from Pittsburgh (PIT) to Chicago (MDW): 3 airlines operate 46 flight numbers on this route, about 11 flights a week, distance 646 km / 401 miles. The next departure is WN2313 (Southwest Airlines) on Sat, Nov 14 at 08:45 EST (13:45 GMT).
- 11 flights a week
- 3 airlines
- 46 flight numbers
- 646 km 401 miles
- 1 h 5 min typical flight time
- 12/13 recent flights on time
Airlines and flight numbers count operating flights from a year ago to a year ahead; code-share numbers are not counted. On time means landed less than 15 minutes late.
Pittsburgh to Chicago Flights
The 30 most recent of 46 flight numbers from PIT to MDW, with the date each last flew. Local times: PIT EST, MDW CST.
| Flight | Airline | Last seen | Departure | Arrival |
|---|---|---|---|---|
 | Southwest Airlines | Nov 14, 2026 | 08:45 | 09:15 |
| | Southwest Airlines | Nov 13, 2026 | 19:55 | 20:25 |
| | Southwest Airlines | Nov 13, 2026 | 16:00 | 16:35 |
| | Southwest Airlines | Nov 7, 2026 | 16:35 | 17:05 |
| | Southwest Airlines | Oct 31, 2026 | 14:35 | 15:05 |
| | Southwest Airlines | Oct 31, 2026 | 09:10 | 09:40 |
| | Southwest Airlines | Oct 30, 2026 | 19:45 | 20:15 |
| | Southwest Airlines | Oct 30, 2026 | 13:40 | 14:10 |
| | Southwest Airlines | Oct 30, 2026 | 08:10 | 08:40 |
| | Southwest Airlines | Oct 28, 2026 | 18:50 | 19:20 |
| | Southwest Airlines | Oct 28, 2026 | 13:50 | 14:20 |
| | Southwest Airlines | Oct 25, 2026 | 15:35 | 16:05 |
 | Delta Air Lines | Oct 22, 2026 | 23:00 | 23:26 |
 | Air Canada | Oct 12, 2026 | 14:00 | 14:15 |
| | Southwest Airlines | Sep 30, 2026 | 18:55 | 19:20 |
| | Southwest Airlines | Sep 30, 2026 | 13:55 | 14:20 |
| | Southwest Airlines | Sep 30, 2026 | 08:55 | 09:15 |
| | Southwest Airlines | Sep 28, 2026 | 19:30 | 19:50 |
| | Southwest Airlines | Sep 28, 2026 | 14:45 | 15:05 |
| | Southwest Airlines | Sep 27, 2026 | 11:45 | 12:10 |
| | Southwest Airlines | Sep 26, 2026 | 16:40 | 17:05 |
| | Southwest Airlines | Aug 3, 2026 | 20:15 | 20:45 |
| | Southwest Airlines | Aug 3, 2026 | 15:50 | 16:20 |
| | Southwest Airlines | Aug 3, 2026 | 08:45 | 09:10 |
| | Southwest Airlines | Aug 2, 2026 | 19:50 | 20:20 |
| | Southwest Airlines | Aug 2, 2026 | 13:15 | 13:40 |
| | Southwest Airlines | Aug 1, 2026 | 19:05 | 19:35 |
| | Southwest Airlines | Jul 29, 2026 | 12:50 | 13:15 |
| | Southwest Airlines | Jul 29, 2026 | 08:45 | 09:10 |
| | Southwest Airlines | Jun 3, 2026 | 19:10 | 19:40 |
Upcoming flights
Local times at the departure airport.| Flight | From | To | Scheduled Time | Departure | Status | Details |
|---|---|---|---|---|---|---|
| WN2313 | Pittsburgh PIT | Chicago MDW | 08:45 | 08:45 | Cancelled | Track > |
Recent flights
Local times at the departure airport.On this route now
flights between PIT and MDW are in the air right now (live map).
Airlines flying PIT to MDW
PIT to MDW FAQ
- How long is the flight from Pittsburgh to Chicago?
- About 1 h 5 min: that is the median flight time of the last 13 flights that landed; the timetable allows 1 h 30 min.
- Which airlines fly from Pittsburgh to Chicago?
- Southwest Airlines, Air Canada and Delta Air Lines have flights from Pittsburgh (PIT) to Chicago (MDW) between a year ago and a year ahead. An airline listed may not fly the route every day.
- How many flights a week go from Pittsburgh to Chicago?
- About 11 flights a week, counted over the two weeks before and after today. Only operating flights are counted, not code-share numbers.
- Are flights from Pittsburgh to Chicago on time?
- 12 of the last 13 flights that landed arrived less than 15 minutes after their scheduled time.
- How far is Pittsburgh from Chicago?
- 646 km (401 miles) in a straight line between Pittsburgh International Airport and Chicago Midway International Airport.