Flights from Chicago, IL to Portland, OR

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Best Deals on Flights From Chicago, IL (ORD) to Portland, OR (PDX)

Nov 2026
from$184*
Last seen: 9 hours ago
One-way/Economy
Dec 2026
from$175*
Last seen: 16 hours ago
One-way/Economy
Jan 2027
No results for this month.
cmp-daily-histogram-bars-legend-min-price-aria-label $175
Displaying fares for November-2026
  • ORD–PDX: cmp-view-offers-disclaimer. Find Offers
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  • ORD–PDX, Nov 12, 2026: from $261
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  • ORD–PDX, Nov 15, 2026: from $188
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  • ORD–PDX, Nov 17, 2026: from $184
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    DEC

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  • ORD–PDX, Dec 4, 2026: from $175
    04

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    • Range$175-$261

    *Prices found by others in the previous 48 hours for round-trip flights. Prices shown may also require membership in our travel club, Discount Den.

    Flights Deals from Chicago, IL to Portland, OR on Frontier

    $
    Flights Deals from Chicago, IL to Portland, OR on Frontier
    From
    To
    Chicago, IL (ORD)Portland, OR (PDX)One-way
    /
    Discount Den Basic Fare    		Departing Apr 2, 2027

    From

    $243

    Last seen: 8 hours ago

    *Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.

    Chicago, IL Portland, OR

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