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 $297
Typical Range
$297 – $374
Lowest We've Seen
$160
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$309
Feb
$296
Mar
$357
Apr
$343
May
$343
Jun
$343
Jul
$397
Aug
$318
Sep
$304
Oct
$319
Nov
$338
Dec
$316
Cheapest Average Expensive
Best Time to Fly from Chicago to San Jose
The cheapest time to fly from Chicago to San Jose is typically February, when fares average around $296. The most expensive month tends to be July at around $397. For the best deals, consider flying in February, September, January.
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: November12,471 fares analyzedTypical low: $347
Planning San Francisco?
Best months to go, what a day on the ground costs, and the tours worth booking.
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