Non-stop from Chicago to San Jose, Costa Rica for only $291 roundtrip

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Non-stop flights from Chicago to San Jose, Costa Rica for only $291 roundtrip with American Airlines.

DEPART:
Chicago, USA

ARRIVE:
San Jose, Costa Rica

RETURN:
Chicago, USA

DATES:
Availability from November 2025 to February 2026 (excluding Christmas/New Year)

Example dates:
28th Nov – 5th Dec
29th Nov – 6th Dec
4th-11th Dec
6th-13th Dec
9th-16th Dec
2nd-9th Feb
6th-13th Feb
7th-14th Feb

and more…

STOPS:

AIRLINES:
American Airlines