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
$354
Usually Costs
$354 – $415
Lowest We've Seen
$241
Based on 5,713 price pointshigh confidence
Monthly Price Guide
Jan
$468
Feb
$600
Mar
$577
Apr
$392
May
$372
Jun
$368
Jul
$393
Aug
$362
Sep
$353
Oct
$392
Nov
$381
Dec
$542
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 $353. The most expensive month tends to be February at around $600. For the best deals, consider flying in September, August, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $24179 price checksWorst: $330