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From Chicago
Current:
Chicago to Oakland
Chicago ✈ Oakland
Cheapest airfares from Chicago to Oakland
Search for flight deals to Oakland
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All prices in AUD, prices may fluctuate slightly from the advertised price.
Fly on Wed, Mar 25th 2026
From
$207
Southwest Airlines
WN 1394 (Direct)
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Fly on Sat, May 30th 2026
From
$356
Bobb Air Freight
01 1470 (1 Transfer)
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Fly on Thu, Feb 26th 2026
From
$366
Hawaiian Airlines
HA 6297 (1 Transfer)
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Fly on Fri, Jun 12th 2026
From
$440
Alaska Airlines
AS 325 (1 Transfer)
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Fly on Thu, Jul 2nd 2026
From
$455
Southwest Airlines
WN 1447 (Direct)
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