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).
  • 8 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
Direct
PDX
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN269
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----
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----
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11:05
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WN1675
18:50
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WN3245
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19:40
19:40
19:40
19:40
----
18:55
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-11-19

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
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via DEN
 
PDX
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN422
WN2952
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06:10
WN2665
WN2952
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----
----
----
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06:25
WN2248
WN194
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----
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----
06:30
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WN1269
WN2952
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----
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07:00
WN3120
WN1193
08:00
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----
----
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WN1450
WN2952
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----
----
----
----
----
09:15
WN2358
WN2436
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09:25
09:25
09:25
09:25
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----
WN1021
WN3841
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09:40
09:40
09:40
09:40
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----
WN1048
WN208
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----
----
----
----
----
09:45
WN1389
WN3841
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09:50
09:50
09:50
09:50
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----
WN574
WN3841
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11:10
11:10
11:10
11:10
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----
WN2235
WN1880
11:25
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----
----
----
14:55
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WN3094
WN439
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13:30
13:30
13:30
13:30
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----
WN2646
WN1880
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----
----
----
----
13:30
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WN2328
WN1880
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14:55
14:55
14:55
14:55
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----
WN3120
WN1223
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----
----
----
----
----
16:00
WN266
WN2055
16:35
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----
----
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WN1266
WN4423
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----
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17:00
WN980
WN1880
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17:25
17:25
17:25
17:25
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----
WN3079
WN1371
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----
----
----
----
----
18:40
WN3246
WN1371
18:50
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----
----
----
----
----
WN4120
WN1371
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----
----
----
----
----
19:55
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-11-19

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
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 (winglets) Passenger/BBJ1
MDW
 
Via SMF
 
PDX
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN422
WN2952
----
----
----
----
----
----
06:10
WN2665
WN2952
----
----
----
----
----
----
06:25
WN2248
WN194
----
----
----
----
----
06:30
----
WN1269
WN2952
----
----
----
----
----
----
07:00
WN3120
WN1193
08:00
----
----
----
----
----
----
WN1450
WN2952
----
----
----
----
----
----
09:15
WN2358
WN2436
----
09:25
09:25
09:25
09:25
----
----
WN1021
WN3841
----
09:40
09:40
09:40
09:40
----
----
WN1048
WN208
----
----
----
----
----
----
09:45
WN1389
WN3841
----
09:50
09:50
09:50
09:50
----
----
WN574
WN3841
----
11:10
11:10
11:10
11:10
----
----
WN2235
WN1880
11:25
----
----
----
----
14:55
----
WN3094
WN439
----
13:30
13:30
13:30
13:30
----
----
WN2646
WN1880
----
----
----
----
----
13:30
----
WN2328
WN1880
----
14:55
14:55
14:55
14:55
----
----
WN3120
WN1223
----
----
----
----
----
----
16:00
WN266
WN2055
16:35
----
----
----
----
----
----
WN1266
WN4423
----
----
----
----
----
----
17:00
WN980
WN1880
----
17:25
17:25
17:25
17:25
----
----
WN3079
WN1371
----
----
----
----
----
----
18:40
WN3246
WN1371
18:50
----
----
----
----
----
----
WN4120
WN1371
----
----
----
----
----
----
19:55
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-11-19

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
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL3668
DL2151
14:17
14:17
14:17
14:17
14:15
----
14:15
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-11-19

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
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
DL3668
DL2151
14:17
14:17
14:17
14:17
14:15
----
14:15
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - PDX

The timetable & schedule information was updated at 2024-11-19

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