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Cheap Flights from Chicago to Portland (MDW - PDX)

DepartReturn
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)

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13 $658
14 $613 15 $550 16 $552 17 $544 18 $613 19 $572 20 $488
21 $568 22 $461 23 $349 24 $370 25 $414 26 $415 27 $370
28 $400 29 $366 30 $330        
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 8:30 am 10:50 am Sep 14 - Sep 29
6331 9:15 am 11:40 am Oct 4 - Nov 1
6572 9:15 am 11:30 am Sep 13 - Sep 27
3776 6:55 pm 9:15 pm Sep 13 - Sep 27
6314 6:55 pm 9:15 pm Oct 4 - Nov 1
2269 7:25 pm 9:50 pm Oct 5 - Oct 26
2931 7:25 pm 9:50 pm Sep 14 - Sep 28
3456 7:25 pm 9:50 pm Sep 15 - Oct 30