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Cheap Flights from Chicago to Portland (MDW - PDX)

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1 adult
Note: some airlines charge for infants in laps.
The price shown for each flight will be the average for all passengers including any infants.
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Best fares from MDW to PDX (Found by others)

Sun Mon Tue Wed Thu Fri Sat
          1 $598 2 $517
3 $566 4 $505 5 $587 6 $542 7 $564 8 $570 9 $503
10 $606 11 $458 12 $476 13 $498 14 $458 15 $486 16 $370
17 $463 18 $370 19 $370 20 $384 21 $427 22 $370 23 $334
24 $410 25 $340 26 $326 27 $336 28 $364 29 $461 30 $334
31 $349            
KAYAK searches hundreds of sites to find the best rate for your next flight from Chicago to Portland. Get the best flight deal for your Portland trip!
Here's how it works. Search KAYAK for a flight ticket from Chicago to Portland. Sort, filter and compare results on one web page. Then book your plane ticket direct on the airline or travel agent site of your choice!
Select an airline:  AirTran
Direct flights MDW to PDX on AirTran
Flight # Depart MDW Arrive PDX Sun Mon Tue Wed Thu Fri Sat Valid Between
4938 8:25 am 10:45 am Sep 1 - Sep 1
4938 8:30 am 10:50 am Aug 10 - Aug 29
4938 8:30 am 10:50 am Sep 3 - Sep 29
3267 8:40 am 11:00 am Aug 9 - Aug 9
6572 9:15 am 11:30 am Aug 16 - Aug 23
6572 9:15 am 11:30 am Aug 30 - Aug 30
6572 9:15 am 11:30 am Sep 6 - Sep 27
2515 10:05 am 12:20 pm Aug 10 - Aug 25
2515 10:10 am 12:20 pm Aug 31 - Sep 1
3114 11:40 am 1:50 pm Aug 30 - Aug 30
3114 11:40 am 1:50 pm Aug 16 - Aug 23
6208 2:30 pm 4:50 pm Aug 2 - Aug 9
6369 6:40 pm 9:00 pm Aug 9 - Aug 9
3776 6:55 pm 9:15 pm Aug 16 - Aug 23
3776 6:55 pm 9:15 pm Sep 6 - Sep 27
2931 7:25 pm 9:50 pm Sep 1 - Sep 7
2931 7:25 pm 9:50 pm Aug 10 - Aug 31
3456 7:25 pm 9:50 pm Aug 11 - Aug 29
3456 7:25 pm 9:50 pm Sep 2 - Sep 2
3456 7:25 pm 9:50 pm Sep 3 - Oct 30
6638 7:50 pm 10:10 pm Jul 31 - Aug 8