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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 $541 2 $541 3 $541 4 $545
5 $591 6 $434 7 $484 8 $434 9 $502 10 $496 11 $438
12 $434 13 $414 14 $355 15 $349 16 $433 17 $433 18 $355
19 $399 20 $387 21 $436 22 $320 23 $386 24 $334 25 $320
26 $386 27 $320 28 $312 29 $312 30 $326 31 $320  
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
6331 9:15 am 11:40 am Oct 4 - Nov 1
3932 5:30 pm 8:00 pm Nov 8 - Nov 8
6314 6:55 pm 9:15 pm Oct 4 - Nov 1
2684 7:15 pm 9:45 pm Nov 2 - Nov 24
2269 7:25 pm 9:50 pm Oct 5 - Oct 26
3456 7:25 pm 9:50 pm Sep 29 - Oct 30