Route Price Intelligence
Cheap Flights From Chicago to San Jose
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$343
Great Deal
Under $319
Typical Range
$319 – $374
Lowest We've Seen
$160
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$339
Feb
$342
Mar
$357
Apr
$347
May
—
Jun
—
Jul
$537
Aug
$318
Sep
$304
Oct
$319
Nov
$339
Dec
$394
Cheapest Average Expensive
Best Time to Fly from Chicago to San Jose
The cheapest time to fly from Chicago to San Jose is typically September, when fares average around $304. The most expensive month tends to be July at around $537. For the best deals, consider flying in September, August, October.
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