Route Price Intelligence
Cheap Flights From Chicago to Oakland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$356
Deals From
$323
Usually Costs
$323 – $401
Lowest We've Seen
$159
Based on 3,540 price pointshigh confidence
Monthly Price Guide
Jan
$360
Feb
$355
Mar
$323
Apr
$433
May
$329
Jun
$378
Jul
$384
Aug
$353
Sep
$332
Oct
$339
Nov
$352
Dec
$479
Cheapest Average Expensive
Best Time to Fly from Chicago to Oakland
The cheapest time to fly from Chicago to Oakland is typically March, when fares average around $323. The most expensive month tends to be December at around $479. For the best deals, consider flying in March, May, September.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $17172 price checksWorst: $291