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Our cheapest offers for flights from Chicago to Costa Rica

Here you can compare cheap flights from Chicago (CHI) to Costa Rica for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Costa Rica. Prices and availability may change at any time.

Flights from Chicago (CHI) to San Jose, Costa Rica (SJO)

	Outbound	Return	Airlines	Price
Chicago San Jose, Costa Rica	Outbound 02/19/25 1 Stopover (FLL) NK1986, NK1755 16h 29min	Return 03/10/25 1 Stopover (MEX) Q64050, Y40700 13h 45min	Spirit Airlines	$308
Chicago San Jose, Costa Rica	Outbound 02/19/25 1 Stopover (FLL) NK1986, NK1755 16h 29min	Return 03/10/25 1 Stopover (MEX) Q64050, Y40700 13h 45min	Spirit Airlines	$317
Chicago San Jose, Costa Rica	Outbound 03/02/25 1 Stopover (MEX) Y40701, Q64051 13h 09min	Return 03/07/25 1 Stopover (MEX) Q64050, Y40700 13h 45min	Volaris, Volaris Costa Rica	$345