Flights from Chicago to Costa Rica

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.

Outbound Return Airlines Shop Baggage Price
Best option
Chicago
San Jose, Costa Rica
Outbound
06/08/25
1 Stopover (MEX)
Y40701, Q64051
13h 17min
Return
06/12/25
1 Stopover (MEX)
Q64050, Y40700
13h 54min
Volaris, Volaris Costa Rica
$310
Chicago
San Jose, Costa Rica
Outbound
04/12/25
1 Stopover (FLL)
NK0267, NK0335
16h 29min
Return
04/27/25
1 Stopover (MEX)
Q64050, Y40700
13h 54min
Spirit Airlines
$337
Chicago
San Jose, Costa Rica
Outbound
06/08/25
1 Stopover (MEX)
Y40701, Q64051
13h 17min
Return
06/12/25
1 Stopover (MEX)
Q64050, Y40700
13h 54min
Volaris, Volaris Costa Rica ?
$337
Prices based on recent searches, subject to last-minute changes
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