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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 $315 2 $313 3 $321
4 $326 5 $319 6 $302 7 $326 8 $326 9 $326 10 $302
11 $372 12 $336 13 $290 14 $320 15 $321 16 $342 17 $357
18 $486 19 $402 20 $387 21 $357 22 $489 23 $387 24 $313
25 $373 26 $388 27 $373 28 $373 29 $356 30 $342 31 $352
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
5232 8:30 am 10:50 am May 25 - May 25
5383 8:30 am 10:50 am Apr 27 - May 23
5383 8:30 am 10:50 am May 27 - Jun 6
3296 9:10 am 11:30 am May 3 - May 17
3296 9:10 am 11:30 am May 31 - Jun 7
4446 9:10 am 11:30 am May 24 - May 24
2493 7:15 pm 9:40 pm May 27 - Jun 6
2493 7:15 pm 9:40 pm Apr 27 - May 23
2948 7:15 pm 9:35 pm May 26 - May 26
2948 7:15 pm 9:35 pm May 25 - May 25