Flights Chicago to Chicago PWK to MDW
Flights from Chicago (PWK) to Chicago (MDW): 1 airline operates 2 flight numbers on this route, about 1 flight a week, distance 39 km / 24 miles. No departures are scheduled in the next 30 days; the latest flight was JL881 on Wed, Nov 4, 2026.
- 1 flight a week
- 1 airline
- 2 flight numbers
- 39 km 24 miles
- 20 min scheduled flight 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.
Chicago to Chicago Flights
2 flight numbers from PWK to MDW, with the date each last flew. Local times: PWK CST, MDW CST.
| Flight | Airline | Last seen | Departure | Arrival |
|---|---|---|---|---|
 | Japan Airlines | Nov 4, 2026 | 13:00 | 13:20 |
| | Japan Airlines | Apr 25, 2026 | 10:30 | 10:52 |
Upcoming flights
Local times at the departure airport.No upcoming flights for this route.
Recent flights
Local times at the departure airport.| Flight | From | To | Date | Scheduled Time | Departure | Status | Details |
|---|---|---|---|---|---|---|---|
| JL881 | Chicago PWK | Chicago MDW | Nov 04 | 13:00 | 13:01 | Landed | Track > |
| JL881 | Chicago PWK | Chicago MDW | Sep 14 | 17:00 | 17:38 | Landed | Track > |
| JL881 | Chicago PWK | Chicago MDW | Jun 26 | 11:30 | 11:40 | Unknown | Track > |
| JL881 | Chicago PWK | Chicago MDW | Jun 15 | 10:15 | 11:22 | Landed | Track > |
| JL88 | Chicago PWK | Chicago MDW | Apr 25 | 10:30 | Scheduled | Track > | |
| JL88 | Chicago PWK | Chicago MDW | Apr 12 | 09:30 | 09:10 | Landed | Track > |
On this route now
flights between PWK and MDW are in the air right now (live map).
Airlines flying PWK to MDW
PWK to MDW FAQ
- How long is the flight from Chicago to Chicago?
- The timetable allows about 20 min. There are not enough recent landed flights yet to say how long it usually takes.
- Which airlines fly from Chicago to Chicago?
- Japan Airlines has flights from Chicago (PWK) 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 Chicago to Chicago?
- About 1 flight a week, counted over the two weeks before and after today. Only operating flights are counted, not code-share numbers.
- How far is Chicago from Chicago?
- 39 km (24 miles) in a straight line between Chicago Executive Airport and Chicago Midway International Airport.