Portland (PDX) to Chicago (ORD) flight deal in economy from $315
PDXPortland International Airport
Portland, United States
ORDO'Hare International Airport
Chicago, United States
$367 USD
-14%$315 USD
Verified 1 day agoAugust 2026
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Great Availability
65% of dates checked are available within 10% of the lowest price
Sunday, August 9th, 2026
8 round-trip options
Returning
Fri, Aug 14, 2026•5 Day Trip
$337 USD
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Sat, Aug 15, 2026•6 Day Trip
$326 USD
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Mon, Aug 17, 2026•8 Day Trip
$337 USD
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Tue, Aug 18, 2026•9 Day Trip
$348 USD
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Wed, Aug 19, 2026•10 Day Trip
$326 USD
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Fri, Aug 21, 2026•12 Day Trip
$337 USD
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Sat, Aug 22, 2026•13 Day Trip
$326 USD
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Sun, Aug 23, 2026•14 Day Trip
$337 USD