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
$349
Deals From
$323
Usually Costs
$323 – $410
Lowest We've Seen
$259
Based on 8,481 price pointshigh confidence
Monthly Price Guide
Jan
$529
Feb
$450
Mar
$447
Apr
$363
May
$353
Jun
$393
Jul
$416
Aug
$359
Sep
$323
Oct
$439
Nov
$551
Dec
$581
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 $323. The most expensive month tends to be December at around $581. 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: $25962 price checksWorst: $468