SEARCH ONE AND DONE. - Compare hundreds of travel sites at once.
Choose where to book.
Find deals from over 400 airlines worldwide.

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.
Choose Sites to Compare vs. KAYAK

Best fares from MDW to PDX (Found by others)

Sun Mon Tue Wed Thu Fri Sat
            1 $423
2 $436 3 $436 4 $393 5 $383 6 $340 7 $320 8 $320
9 $419 10 $388 11
$388
12 $300 13 $314 14 $314 15 $289
16 $314 17 $300 18 $284 19 $413 20 $417 21 $445 22 $434
23 $349 24 $429 25 $497 26 $631 27 $328 28 $457 29
$457
30 $717            
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 25 - Nov 1
2473 1:10 pm 3:40 pm Nov 27 - Nov 27
3932 5:30 pm 8:00 pm Nov 8 - Nov 8
6314 6:55 pm 9:15 pm Oct 25 - Nov 1
2684 7:15 pm 9:45 pm Nov 2 - Nov 24
2684 7:15 pm 9:45 pm Dec 2 - Dec 23
4816 7:15 pm 9:45 pm Nov 28 - Nov 28