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
Saturday, August 29th, 2026
8 round-trip options
Returning
Thu, Sep 3, 2026•5 Day Trip
$326 USD
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Fri, Sep 4, 2026•6 Day Trip
$326 USD
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Sun, Sep 6, 2026•8 Day Trip
$326 USD
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Mon, Sep 7, 2026•9 Day Trip
$326 USD
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Tue, Sep 8, 2026•10 Day Trip
$315 USD
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Thu, Sep 10, 2026•12 Day Trip
$326 USD
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Fri, Sep 11, 2026•13 Day Trip
$326 USD
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Sat, Sep 12, 2026•14 Day Trip
$315 USD