Airlines with flights from Chicago to Portland

There are two airlines with scheduled flights between MDW and PDX. Southwest is the only airline with non-stop flights from Midway International Airport to Portland International and the flight time is 4 hours and 25 minutes.

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Schedules

Non-stop with Southwest Airlines

  • Total flight time: 4 hours and 25 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 7 flights per week
MDW
Direct
PDX
 
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CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-12-13

Via Denver with Southwest Airlines

  • Total flight time: 6h 00m - 11h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 52 flights per week
MDW
 
Via DEN
 
PDX
 
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-12-13

Via Sacramento with Southwest Airlines

  • Total flight time: 6h 55m - 11h 10m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 15 flights per week
MDW
 
Via SMF
 
PDX
 
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-12-13

Via Minneapolis with Delta Air Lines

  • Total flight time: 6h 08m - 8h 15m.
  • Sky Team Alliance
  • 14 flights per week
MDW
 
Via MSP
 
PDX
 
Flight
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-12-13

Via Detroit with Delta Air Lines

  • Total flight time: 6h 23m - 6h 34m.
  • Sky Team Alliance
  • 3 flights per week
MDW
 
Via DTW
 
PDX
 
Flight
Mon
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Jan 2
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Jan 3
Thu
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Jan 5
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Jan 6
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Jan 7
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-12-13

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