Route Price Intelligence
Cheap Flights From Chicago to Oakland
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$362
Deals From
$326
Usually Costs
$326 – $408
Lowest We've Seen
$159
Based on 8,295 price pointshigh confidence
Monthly Price Guide
Jan
$355
Feb
$355
Mar
$492
Apr
$359
May
$324
Jun
$380
Jul
$384
Aug
$360
Sep
$341
Oct
$355
Nov
$355
Dec
$479
Cheapest Average Expensive
Best Time to Fly from Chicago to Oakland
The cheapest time to fly from Chicago to Oakland is typically May, when fares average around $324. The most expensive month tends to be March at around $492. For the best deals, consider flying in May, September, October.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $17190 price checksWorst: $291