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 about 23 hours agoJune 2026
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Great Availability
65% of dates checked are available within 10% of the lowest price
Monday, June 15th, 2026
8 round-trip options
Returning
Sat, Jun 20, 2026•5 Day Trip
$480 USD
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Sun, Jun 21, 2026•6 Day Trip
$543 USD
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Mon, Jun 22, 2026•7 Day Trip
$499 USD
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Tue, Jun 23, 2026•8 Day Trip
$480 USD
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Wed, Jun 24, 2026•9 Day Trip
$445 USD
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Thu, Jun 25, 2026•10 Day Trip
$465 USD
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Fri, Jun 26, 2026•11 Day Trip
$465 USD
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Mon, Jun 29, 2026•14 Day Trip
$465 USD