Route Price Intelligence
Cheap Flights From Chicago to Oakland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$339
Deals From
$315
Usually Costs
$315 – $394
Lowest We've Seen
$159
Based on 270 price pointshigh confidence
Monthly Price Guide
Jan
$327
Feb
—
Mar
—
Apr
$433
May
$341
Jun
$357
Jul
$360
Aug
$321
Sep
$315
Oct
$316
Nov
$328
Dec
$479
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 $315. The most expensive month tends to be December at around $479. For the best deals, consider flying in September, October, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $17171 price checksWorst: $291