Cheap flights from Chicago to Sonoma

View AU$289 flight on Mon, 8 Sep. 2025Opens in a new window

Popular airlines from Chicago to Sonoma

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Cheap Flights from Chicago (CHI) to Sonoma (OAK)

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
Mon, 1 Sep. - Mon, 8 Sep.
ORD
Chicago
STS
Santa Rosa
AU$688 Return, found 6 days ago
AU$688
Return
found 6 days ago
Select Alaska Airlines flight, departing Mon, 1 Sep. from Chicago to Santa Rosa, returning Mon, 8 Sep., priced at AU$688 found 6 days ago
Alaska Airlines
Mon, 1 Sep. - Mon, 8 Sep.
ORD
Chicago
STS
Santa Rosa
AU$721 Return, found 6 days ago
AU$721
Return
found 6 days ago
Select Alaska Airlines flight, departing Mon, 1 Sep. from Chicago to Santa Rosa, returning Mon, 8 Sep., priced at AU$721 found 6 days ago
Alaska Airlines
Mon, 1 Sep. - Mon, 8 Sep.
ORD
Chicago
OAK
Oakland
AU$728 Return, found 6 days ago
AU$728
Return
found 6 days ago
Select Alaska Airlines flight, departing Mon, 1 Sep. from Chicago to Oakland, returning Mon, 8 Sep., priced at AU$728 found 6 days ago
Alaska Airlines
Mon, 1 Sep. - Mon, 8 Sep.
ORD
Chicago
STS
Santa Rosa
AU$757 Return, found 6 days ago
AU$757
Return
found 6 days ago
Select Alaska Airlines flight, departing Mon, 1 Sep. from Chicago to Santa Rosa, returning Mon, 8 Sep., priced at AU$757 found 6 days ago
American Airlines
Mon, 1 Sep. - Mon, 8 Sep.
ORD
Chicago
STS
Santa Rosa
AU$761 Return, found 6 days ago
AU$761
Return
found 6 days ago
Select American Airlines flight, departing Mon, 1 Sep. from Chicago to Santa Rosa, returning Mon, 8 Sep., priced at AU$761 found 6 days ago
Delta
Mon, 1 Sep. - Mon, 8 Sep.
ORD
Chicago
OAK
Oakland
AU$826 Return, found 6 days ago
AU$826
Return
found 6 days ago
Select Delta flight, departing Mon, 1 Sep. from Chicago to Oakland, returning Mon, 8 Sep., priced at AU$826 found 6 days ago

Find the cheapest month to fly from Chicago (CHI) to Oakland (OAK)

October is typically the cheapest month to fly

From AU$160 - AU$500 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.