Cheap flights from Seattle to Historic Route 66

View AU$119 flight on Wed, 17 Sep. 2025Opens in a new window

Popular airlines from Seattle to Historic Route 66

  • Alaska Airlines

    Alaska Airlines

  • Delta

    Delta

  • Hawaiian Airlines

    Hawaiian Airlines

  • United

    United

  • American Airlines

    American Airlines

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Cheap Flights from Seattle (SEA) to Historic Route 66 (CHI)

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.

American Airlines
Wed, 27 Aug. - Tue, 23 Sep.
SEA
Seattle
STL
St. Louis
AU$269 Return, found 2 days ago
AU$269
Return
found 2 days ago
Select American Airlines flight, departing Wed, 27 Aug. from Seattle to St. Louis, returning Tue, 23 Sep., priced at AU$269 found 2 days ago
Delta
Wed, 27 Aug. - Tue, 23 Sep.
SEA
Seattle
STL
St. Louis
AU$269 Return, found 2 days ago
AU$269
Return
found 2 days ago
Select Delta flight, departing Wed, 27 Aug. from Seattle to St. Louis, returning Tue, 23 Sep., priced at AU$269 found 2 days ago
Alaska Airlines
Tue, 14 Oct. - Fri, 31 Oct.
SEA
Seattle
ORD
Chicago
AU$279 Return, found 1 day ago
AU$279
Return
found 1 day ago
Select Alaska Airlines flight, departing Tue, 14 Oct. from Seattle to Chicago, returning Fri, 31 Oct., priced at AU$279 found 1 day ago
Alaska Airlines
Sat, 30 Aug. - Sat, 6 Sep.
SEA
Seattle
ORD
Chicago
AU$285 Return, found 5 days ago
AU$285
Return
found 5 days ago
Select Alaska Airlines flight, departing Sat, 30 Aug. from Seattle to Chicago, returning Sat, 6 Sep., priced at AU$285 found 5 days ago
Hawaiian Airlines
Tue, 9 Sep. - Tue, 23 Sep.
SEA
Seattle
ORD
Chicago
AU$287 Return, found 1 day ago
AU$287
Return
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, 9 Sep. from Seattle to Chicago, returning Tue, 23 Sep., priced at AU$287 found 1 day ago
United
Wed, 27 Aug. - Tue, 23 Sep.
SEA
Seattle
STL
St. Louis
AU$422 Return, found 2 days ago
AU$422
Return
found 2 days ago
Select United flight, departing Wed, 27 Aug. from Seattle to St. Louis, returning Tue, 23 Sep., priced at AU$422 found 2 days ago

Find the cheapest month to fly from Seattle (SEA) to Chicago (ORD)

November is typically the cheapest month to fly

From AU$148 - AU$534 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.