Route Price Intelligence
Cheap Flights From Chicago to Oakland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$353
Deals From
$333
Usually Costs
$333 – $399
Lowest We've Seen
$159
Based on 8,177 price pointshigh confidence
Monthly Price Guide
Jan
$472
Feb
$340
Mar
$324
Apr
$272
May
$309
Jun
$375
Jul
$387
Aug
$344
Sep
$337
Oct
$337
Nov
$343
Dec
$368
Cheapest Average Expensive
Best Time to Fly from Chicago to Oakland
The cheapest time to fly from Chicago to Oakland is typically April, when fares average around $272. The most expensive month tends to be January at around $472. For the best deals, consider flying in April, May, March.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $15961 price checksWorst: $269