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 agoDecember 2026
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Great Availability
65% of dates checked are available within 10% of the lowest price
Friday, December 18th, 2026
9 round-trip options
Returning
Wed, Dec 23, 2026•5 Day Trip
$544 USD
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Thu, Dec 24, 2026•6 Day Trip
$402 USD
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Fri, Dec 25, 2026•7 Day Trip
$402 USD
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Sat, Dec 26, 2026•8 Day Trip
$584 USD
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Sun, Dec 27, 2026•9 Day Trip
$744 USD
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Mon, Dec 28, 2026•10 Day Trip
$509 USD
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Tue, Dec 29, 2026•11 Day Trip
$660 USD
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Wed, Dec 30, 2026•12 Day Trip
$660 USD
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Thu, Dec 31, 2026•13 Day Trip
$470 USD