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Route Price Intelligence

Cheap Flights From Chicago to San Jose, Costa Rica

Live pricing benchmarks, monthly patterns, and historical lows for this route.

Typical Price
$444
Great Deal
Under $424
Typical Range
$424 – $492
Lowest We've Seen
$220
Based on 542 price pointshigh confidence

Monthly Price Guide

Jan
$444
Feb
$444
Mar
$482
Apr
$444
May
$444
Jun
$444
Jul
$444
Aug
$444
Sep
$444
Oct
$444
Nov
$439
Dec
$520
Cheapest Average Expensive

Best Time to Fly from Chicago to San Jose, Costa Rica

The cheapest time to fly from Chicago to San Jose, Costa Rica is typically November, when fares average around $439. The most expensive month tends to be December at around $520. For the best deals, consider flying in November, October, 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

$430$605$779$954$1128NovDecJanFebMarApr
Cheapest month: November12,247 fares analyzedTypical low: $470
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