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
$381
Deals From
$353
Usually Costs
$353 – $417
Lowest We've Seen
$259
Based on 8,598 price pointshigh confidence
Monthly Price Guide
Jan
$564
Feb
$612
Mar
$582
Apr
$383
May
$362
Jun
$376
Jul
$392
Aug
$362
Sep
$348
Oct
$392
Nov
$379
Dec
$534
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 September, when fares average around $348. The most expensive month tends to be February at around $612. For the best deals, consider flying in September, May, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $25989 price checksWorst: $430