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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	Baggage	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
Best option Chicago San Jose, Costa Rica	Outbound 02/19/25 1 Stopover (FLL) NK0001, NK1755 08h 39min	Return 03/10/25 1 Stopover (BOG) AV0693, AV0262 10h 00min	Spirit Airlines	?	$379