Route Price Intelligence
Cheap Flights From Chicago to San Jose
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$319
Deals From
$275
Usually Costs
$275 – $352
Lowest We've Seen
$160
Based on 8,111 price pointshigh confidence
Monthly Price Guide
Jan
$347
Feb
$331
Mar
$540
Apr
$312
May
$270
Jun
$307
Jul
$325
Aug
$293
Sep
$319
Oct
$319
Nov
$347
Dec
$388
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 $270. The most expensive month tends to be March at around $540. For the best deals, consider flying in May, August, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $16090 price checksWorst: $230