Cheap flights from Chicago to Columbia River Gorge from CA $122

View CA $122 flight on Sat, Aug. 30, 2025Opens in a new window

Popular airlines from Chicago to Columbia River Gorge

  • Delta

    Delta

  • American Airlines

    American Airlines

  • Alaska Airlines

    Alaska Airlines

  • Spirit Airlines

    Spirit Airlines

  • United

    United

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Cheap flights from Chicago (CHI) to Columbia River Gorge (PDX)

Prices were available within the past 7 days and start at CA $122 for one-way flights and CA $246 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Wed, Aug. 13 - Wed, Aug. 20
ORD
Chicago
PDX
Portland
CA $246 Roundtrip, found 2 days ago
CA $246
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Aug. 13 from Chicago to Portland, returning Wed, Aug. 20, priced at CA $246 found 2 days ago
American Airlines
Sat, Aug. 30 - Thu, Sep. 4
ORD
Chicago
PDX
Portland
CA $249 Roundtrip, found 20 hours ago
CA $249
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, Aug. 30 from Chicago to Portland, returning Thu, Sep. 4, priced at CA $249 found 20 hours ago
Hawaiian Airlines
Sat, Aug. 30 - Tue, Sep. 16
ORD
Chicago
PDX
Portland
CA $259 Roundtrip, found 3 days ago
CA $259
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Sat, Aug. 30 from Chicago to Portland, returning Tue, Sep. 16, priced at CA $259 found 3 days ago
Alaska Airlines
Sat, Aug. 30 - Thu, Sep. 4
ORD
Chicago
PDX
Portland
CA $261 Roundtrip, found 20 hours ago
CA $261
Roundtrip
found 20 hours ago
Select Alaska Airlines flight, departing Sat, Aug. 30 from Chicago to Portland, returning Thu, Sep. 4, priced at CA $261 found 20 hours ago
Spirit Airlines
Sat, Aug. 23 - Sun, Aug. 31
ORD
Chicago
PDX
Portland
CA $265 Roundtrip, found 5 days ago
CA $265
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Aug. 23 from Chicago to Portland, returning Sun, Aug. 31, priced at CA $265 found 5 days ago
Delta
Sat, Aug. 30 - Wed, Sep. 17
ORD
Chicago
PDX
Portland
CA $285 Roundtrip, found 3 days ago
CA $285
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Aug. 30 from Chicago to Portland, returning Wed, Sep. 17, priced at CA $285 found 3 days ago

Find the cheapest month to fly from Chicago (CHI) to Portland (PDX)

August is typically the cheapest month to fly

From CA $135 - CA $302 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.