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
$305
Usually Costs
$305 – $372
Lowest We've Seen
$160
Based on 5,492 price pointshigh confidence
Monthly Price Guide
Jan
$347
Feb
$347
Mar
$347
Apr
$366
May
$271
Jun
$305
Jul
$347
Aug
$305
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 $271. The most expensive month tends to be December at around $418. For the best deals, consider flying in May, June, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $16080 price checksWorst: $330