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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 November , December 2026

24 Nov - 31 Dec $ 370.00
CHI
Chicago
Allegiant Air
1 STOPS
OAK
Oakland
OAK
Oakland
Allegiant Air
1 STOPS
CHI
Chicago
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18 Nov - 04 Dec $ 449.00
CHI
Chicago
Alaska Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Alaska Airlines
1 STOPS
CHI
Chicago
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20 Nov - 02 Dec $ 751.00
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

24 Nov - 30 Nov $ 565.00
CHI
Chicago
Frontier Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Frontier Airlines
1 STOPS
CHI
Chicago
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18 Nov - 01 Dec $ 640.00
CHI
Chicago
Alaska Airlines
1 STOPS
OAK
Oakland
OAK
Oakland
Alaska Airlines
2 STOPS
CHI
Chicago
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20 Nov - 30 Nov $ 1,153.00
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

12:22 PM - 6:12 PM
Frontier Airlines
1 Stops
9h 28m
CHI - OAK
$ 227
Kiwi
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7:20 AM - 12:14 PM
Alaska Airlines
1 Stops
8h 44m
CHI - OAK
$ 277
Kiwi
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3:59 PM - 8:31 PM
Alaska Airlines
1 Stops
8h 41m
CHI - OAK
$ 284
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.