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Cheap flights from Chicago (CHI) to Oakland (OAK)

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0 Children (2~11)
0 Infants (0~2)
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How to find the cheapest flight from Chicago (CHI) to Oakland (OAK)

How to find the cheapest flight from Chicago (CHI) to Oakland (OAK)
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How to find the cheapest flight from Chicago (CHI) to Oakland (OAK)
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How to find the cheapest flight from Chicago (CHI) to Oakland (OAK)
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Cheap flights from Chicago to Oakland in June , July 2026

27 Jun - 29 Jul $ 456.00
CHI
Chicago
Alaska Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Alaska Airlines
1 STOPS
CHI
Chicago
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30 Jun - 03 Jul $ 477.00
CHI
Chicago
Alaska Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Alaska Airlines
1 STOPS
CHI
Chicago
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27 Jun - 07 Jul $ 563.00
CHI
Chicago
Alaska Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Alaska Airlines
1 STOPS
CHI
Chicago
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Last minute flights from Chicago to Oakland

27 Jun - 30 Jun $ 495.00
CHI
Chicago
Alaska Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Alaska Airlines
1 STOPS
CHI
Chicago
Pick dates
27 Jun - 30 Jun $ 495.00
CHI
Chicago
Alaska Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Alaska Airlines
1 STOPS
CHI
Chicago
Pick dates
27 Jun - 30 Jun $ 575.00
CHI
Chicago
Alaska Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Alaska Airlines
1 STOPS
CHI
Chicago
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One-way flights to Oakland from Chicago

8:05 PM - 7:12 AM
Alaska Airlines
1 Stops
15h 21m
CHI - OAK
$ 263
Kiwi
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5:59 PM - 9:01 PM
Alaska Airlines
1 Stops
6h 42m
CHI - OAK
$ 282
Kiwi
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2:12 PM - 5:33 PM
Alaska Airlines
1 Stops
7h 11m
CHI - OAK
$ 360
Kiwi
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How to find the cheapest flight from Chicago (CHI) to Oakland (OAK)

Related info for your journey
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How to find the cheapest flight from Chicago (CHI) to Oakland (OAK)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Chicago (CHI) to Oakland (OAK)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.