Route Price Intelligence
Cheap Flights From Chicago to San Jose
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$301
Deals From
$253
Usually Costs
$253 – $367
Lowest We've Seen
$168
Based on 8,395 price pointshigh confidence
Monthly Price Guide
Jan
$480
Feb
$329
Mar
$314
Apr
$278
May
$312
Jun
$387
Jul
$387
Aug
$367
Sep
$367
Oct
$367
Nov
$367
Dec
$378
Cheapest Average Expensive
Best Time to Fly from Chicago to San Jose
The cheapest time to fly from Chicago to San Jose is typically April, when fares average around $278. The most expensive month tends to be January at around $480. For the best deals, consider flying in April, May, March.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $16860 price checksWorst: $308