Route Price Intelligence
Cheap Flights From Chicago to Oakland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$370
Great Deal
Under $325
Typical Range
$325 – $523
Lowest We've Seen
$171
Based on 266 price pointshigh confidence
Monthly Price Guide
Jan
$752
Feb
—
Mar
—
Apr
$467
May
$345
Jun
$368
Jul
$359
Aug
$307
Sep
$298
Oct
$381
Nov
$778
Dec
$919
Cheapest Average Expensive
Best Time to Fly from Chicago to Oakland
The cheapest time to fly from Chicago to Oakland is typically September, when fares average around $298. The most expensive month tends to be December at around $919. For the best deals, consider flying in September, August, May.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: March19,773 fares analyzedTypical low: $323
Planning San Francisco?
Best months to go, what a day on the ground costs, and the tours worth booking.
Read the San Francisco guide →Other Destinations From Chicago
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