Route Price Intelligence
Cheap Flights From Chicago to San Jose
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$347
Deals From
$335
Usually Costs
$335 – $380
Lowest We've Seen
$160
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$347
Feb
—
Mar
—
Apr
$521
May
$325
Jun
$328
Jul
$350
Aug
$325
Sep
$347
Oct
$347
Nov
$347
Dec
$418
Cheapest Average Expensive
Best Time to Fly from Chicago to San Jose
The cheapest time to fly from Chicago to San Jose is typically May, when fares average around $325. The most expensive month tends to be April at around $521. For the best deals, consider flying in May, August, June.
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: August43,979 fares analyzedTypical low: $321