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All scheduled flights from Portland to Chicago (PWM-MDW)

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United States US
All scheduled flights from PWM to MDW. You can fly from Portland to Chicago non-stop on every weekday and the flight takes about 2 and a half hours. Flights with stops take between 5 to 7 hours depending on your flight and connection airport.
PWM-MDW
- Flight has a long layover time at the stop-airport and will affect your flight time.
- Change of terminals at the layover airport. This can go quickly or take time depending on the airport.
- Flight is partially or completely overnight (Red-eye flight).
- Airline or one of the airlines in the flight path is a low-cost carrier. Some travelers wants to avoid low-cost airlines.
- This is codeshare flight. A codeshare flight is an agreement between airlines to sell seats on each others flights. Click on the flight to see the actual flight operator.

Flying non-stop between PWM and MDW with Southwest Airlines is the fastest option. The flight takes about 2 hours and 35 minutes. Second fastest options is landing at DTW with a total flight time of 4 hours and 11 minutes.

Yes. You can also arrive at Chicago Ohare International, ORD if you fly from Portland (PWM).

MDW is the IATA airport code for Chicago Midway International Airport, Midway International Airport, Illinois.

The transfer from MDW is 28 minutes by car to Downtown Chicago.

Airlines that offer direct flights from Portland (PWM) to Chicago (MDW) is Southwest Airlines.

The Boeing 737-800 (winglets) Passenger/BBJ2 with Southwest Airlines has 159 seats.