Direct flights from Portland to Chicago

PDX - MDW route map All flights from PDX to MDW non-stop. There are direct flights from Portland International, Oregon, USA to Chicago Midway International (MDW), Illinois, USA every day of the week with Southwest Airlines. The flight distance is 1756 miles and the trip usually takes about 3 hours and 55 minutes.

PDX Portland
USAPortland , USA
MDW Chicago Midway International
USAChicago , USA
PDX
Portland
USAPortland , USA
Chicago Midway
USAChicago , USA
MDW
Flight time is 3 hours and 55 minutes
CHANGE DIRECTION

Airlines with non-stop routes:

Southwest Airlines

S
M
T
W
T
F
S
Low-cost airline
Sun
Mon
Tue
Wed
Thu
Fri
Sun
1-3 flights per day
1-3 flights per day
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
Check availability
Flight schedule from Portland to Chicago with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Jun 12
Tue
Jun 13
Wed
Jun 14
Thu
Jun 15
Fri
Jun 16
Sat
Jun 17
Sun
Jun 18
WN2214
05:15
05:15
05:15
05:15
05:15
05:15
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WN2096
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06:30
WN2830
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09:55
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WN3400
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10:20
WN2894
12:00
12:00
12:00
12:00
12:00
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The timetable & schedule information was updated at 2023-03-20

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Portland to Chicago flight departures

Select a date to see all scheduled flight departures between PDX to MDW.

Saturday
Sat
Jun 10
0 flights
Sunday
Sun
Jun 11
2 flights
Monday
Mon
Jun 12
2 flights
Tuesday
Tue
Jun 13
2 flights
Wednesday
Wed
Jun 14
2 flights
Thursday
Thu
Jun 15
2 flights
Friday
Fri
Jun 16
2 flights
Time
Airline
Flight
06:30
Southwest Airlines Southwest Airlines
WN2096
10:20
Southwest Airlines Southwest Airlines
WN3400
05:15
Southwest Airlines Southwest Airlines
WN2214
12:00
Southwest Airlines Southwest Airlines
WN2894
05:15
Southwest Airlines Southwest Airlines
WN2214
12:00
Southwest Airlines Southwest Airlines
WN2894
05:15
Southwest Airlines Southwest Airlines
WN2214
12:00
Southwest Airlines Southwest Airlines
WN2894
05:15
Southwest Airlines Southwest Airlines
WN2214
12:00
Southwest Airlines Southwest Airlines
WN2894
05:15
Southwest Airlines Southwest Airlines
WN2214
12:00
Southwest Airlines Southwest Airlines
WN2894
Portland - Chicago direct flight map

PDX - MDW information

  • Distance
    1756 miles (2825 km)
  • Flight time
    3 hours and 55 minutes
  • Airlines
    Southwest Southwest
  • Alliances
    One World
    Sky Team
    Star Alliance
  • Classes
    Economy
    Business
    First Class
  • Southwest Aircraft
    Boeing 737 Passenger

Yes. You can fly direct to Chicago (MDW) every day with Southwest Airlines.

The flight time is 3 hours and 55 minutes. The distance is 1756 miles or 2825 kilometers.

The flight (WN107) departs at 06:50.

Unfortunately you can't fly direct from Portland to Chicago with Star Alliance.

Unfortunately you can't fly direct from Portland to Chicago with One World.

Unfortunately you can't fly direct from Portland to Chicago with Sky Team.

Southwest Airlines flies this route with the Boeing 737 Passenger aircraft.

Southwest Airlines have non-stop flights to Chicago.

You can fly direct every day of the week.