Flights from Chicago O'Hare to San Jose, Costa Rica with Sun Country Airlines

Our cheapest offers for flights from Chicago O'Hare to San Jose, Costa Rica

Here you can compare cheap flights from Chicago O'Hare (ORD) to San Jose, Costa Rica (SJO) 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 San Jose, Costa Rica. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Chicago O'Hare
San Jose, Costa Rica
Outbound
12/19/25
2 Stopovers (MSP, MCO)
SY0262, SY0341, Q64001
19h 38min
Return
12/30/25
1 Stopover (FLL)
NK0338, NK0001
10h 23min
Sun Country Airlines, Volaris Costa Rica
$742
Chicago O'Hare
San Jose, Costa Rica
Outbound
12/19/25
2 Stopovers (MSP, MCO)
SY0262, SY0341, Q64001
19h 38min
Return
12/30/25
1 Stopover (MEX)
AM0691, Y40700
15h 28min
Sun Country Airlines, Volaris Costa Rica ?
$906
Prices based on recent searches, subject to last-minute changes
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Important flight information

Flight information: Chicago O'Hare - San Jose, Costa Rica

Roundtrip from 710,00 $
Distance 3579 km
Departure airport Airport Chicago O'Hare International Airport, IL (ORD)
Arrival airport Airport San Jose, Costa Rica (SJO)
Destination country Flights to Costa Rica
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