Route Price Intelligence
Cheap Flights From Chicago to San Jose Del Cabo
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$445
Great Deal
Under $388
Typical Range
$388 – $542
Lowest We've Seen
$241
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$372
Feb
$378
Mar
$572
Apr
$564
May
—
Jun
—
Jul
$731
Aug
$462
Sep
$406
Oct
$428
Nov
$404
Dec
$483
Cheapest Average Expensive
Best Time to Fly from Chicago to San Jose Del Cabo
The cheapest time to fly from Chicago to San Jose Del Cabo is typically January, when fares average around $372. The most expensive month tends to be July at around $731. For the best deals, consider flying in January, February, November.
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: September35,570 fares analyzedTypical low: $331