Cheap flights from Chicago to Willamette Valley

View NZ$150 flight on Sat, 30 Aug. 2025Opens in a new window

Popular airlines from Chicago to Willamette Valley

  • Alaska Airlines

    Alaska Airlines

  • Delta

    Delta

  • Hawaiian Airlines

    Hawaiian Airlines

  • American Airlines

    American Airlines

  • United

    United

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Cheap Flights from Chicago (CHI) to Willamette Valley (RDM)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Fri, 31 Oct. - Sat, 15 Nov.
ORD
Chicago
PDX
Portland
NZ$340 Return, found 9 hours ago
NZ$340
Return
found 9 hours ago
Select Alaska Airlines flight, departing Fri, 31 Oct. from Chicago to Portland, returning Sat, 15 Nov., priced at NZ$340 found 9 hours ago
Hawaiian Airlines
Fri, 31 Oct. - Wed, 12 Nov.
ORD
Chicago
PDX
Portland
NZ$340 Return, found 9 hours ago
NZ$340
Return
found 9 hours ago
Select Hawaiian Airlines flight, departing Fri, 31 Oct. from Chicago to Portland, returning Wed, 12 Nov., priced at NZ$340 found 9 hours ago
Hawaiian Airlines
Fri, 31 Oct. - Tue, 11 Nov.
ORD
Chicago
PDX
Portland
NZ$357 Return, found 9 hours ago
NZ$357
Return
found 9 hours ago
Select Hawaiian Airlines flight, departing Fri, 31 Oct. from Chicago to Portland, returning Tue, 11 Nov., priced at NZ$357 found 9 hours ago
Delta
Thu, 27 Nov. - Tue, 16 Dec.
ORD
Chicago
PDX
Portland
NZ$374 Return, found 9 hours ago
NZ$374
Return
found 9 hours ago
Select Delta flight, departing Thu, 27 Nov. from Chicago to Portland, returning Tue, 16 Dec., priced at NZ$374 found 9 hours ago
American Airlines
Mon, 11 Aug. - Sun, 24 Aug.
ORD
Chicago
PDX
Portland
NZ$448 Return, found 2 days ago
NZ$448
Return
found 2 days ago
Select American Airlines flight, departing Mon, 11 Aug. from Chicago to Portland, returning Sun, 24 Aug., priced at NZ$448 found 2 days ago
United
Thu, 27 Nov. - Thu, 18 Dec.
ORD
Chicago
PDX
Portland
NZ$510 Return, found 9 hours ago
NZ$510
Return
found 9 hours ago
Select United flight, departing Thu, 27 Nov. from Chicago to Portland, returning Thu, 18 Dec., priced at NZ$510 found 9 hours ago
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