Route Price Intelligence
Cheap Flights From Chicago to San Jose
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$291
Deals From
$261
Usually Costs
$261 – $336
Lowest We've Seen
$160
Based on 8,322 price pointshigh confidence
Monthly Price Guide
Jan
$270
Feb
$319
Mar
$530
Apr
$270
May
$270
Jun
$317
Jul
$305
Aug
$275
Sep
$275
Oct
$290
Nov
$303
Dec
$361
Cheapest Average Expensive
Best Time to Fly from Chicago to San Jose
The cheapest time to fly from Chicago to San Jose is typically January, when fares average around $270. The most expensive month tends to be March at around $530. For the best deals, consider flying in January, April, May.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $16086 price checksWorst: $308