Home Fares From A City Chicago, IL Chicago, IL (MDW) To Portland, OR (PDX)
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HOW TO FIND THIS FARE
  • AIRLINES
    Southwest
  • ADVANCE PURCHASE REQUIRED
    14 DAYS BEFORE TRAVEL
  • DAYS AVAILABLE FOR TRAVEL
    Mon-Sun
  • TRAVEL ENDING
    Wed, March 08, 2017
Giuliana M.
Staff Airfare Analyst
Giuliana's Notes:
Non-stop.
No min. stay. Fare can be bought one-way for half the lowest roundtrip price. No peak holiday travel at this price.
This is a fare from Southwest, please visit Southwest.com to find this fare. Other airlines often match Southwest sales, so search other sites to find the best option.
To the best of our knowledge, there is a reasonable amount of seat availability at the stated price. Flexible travel dates may be required to find this rate; seats may not be available on all flights or all dates of travel. Holiday periods may be excluded. We monitor the availability of the fare and take efforts to remove and/or modify fares when no longer available.
All mandatory taxes/fees are included in the price. Tax-inclusive fare may be a few dollars higher or lower depending on the airport you connect through, if any. Baggage fees, if applicable, and other optional fees are not included. Our Dealhounds found this airfare using flexible date search. This means we searched a range of dates to find you the best price.
More Details
Close Details
Reviews for Chicago to Portland
1 Traveler Reviews
"OK Flight"
Flight from Chicago to Portland
Airline: Southwest
RT/OW: roundtrip
Number of Stops: 1 stop in DEN
Date of Flight: April 2011
Seat Class: economy
Check-in Experience
In-flight Service
Seat Comfort
Regular flight, no problems other than didn't pick seats so had to sit in the non-reclining seats on a 3 hour flight.
Found by other travelers: Chicago, IL (MDW) to Portland, OR (PDX)
$710
Flight from Chicago to Portland (MDW - PDX)
Tue, Jun 10 - Tue, Jun 10
Delta
$700
Flight from Chicago to Portland (MDW - PDX)
Fri, Jun 20 - Mon, Jun 23
Delta
$377
Flight from Chicago to Portland (MDW - PDX)
Fri, Sep 19 - Thu, Sep 25
Delta
$377
Flight from Chicago to Portland (MDW - PDX)
Fri, Sep 19 - Wed, Sep 24
Delta
$428
Flight from Chicago to Portland (MDW - PDX)
Wed, Aug 20 - Wed, Aug 27
Frontier
$558
Flight from Chicago to Portland (MDW - PDX)
Tue, Jul 15 - Tue, Jul 29
Alaska
$413
Flight from Chicago to Portland (MDW - PDX)
Thu, Aug 21 - Tue, Aug 26
Frontier
$396
Flight from Chicago to Portland (MDW - PDX)
Wed, Aug 27 - Sun, Aug 31
Delta
$392
Flight from Chicago to Portland (MDW - PDX)
Tue, Aug 26 - Sun, Aug 31
Delta
$459
Flight from Chicago to Portland (MDW - PDX)
Thu, Sep 4 - Mon, Sep 8
Alaska
There are approximately 48 flights covering the route from Midway Airport in Chicago to Portland International Airport in Portland, provided by as many as 7 airlines.
The following airlines often offer cheap flights from Chicago to Portland
Alaska
Continental
Southwest
United
Frontier
Your Travel Dates: to
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