Flights from Chicago O'Hare to San Jose, Costa Rica

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
09/19/25
2 Stopovers (IAH, FLL)
NK1339, NK0221, NK0335
19h 48min
Return
09/29/25
1 Stopover (GDL)
Q64058, Y41704
17h 52min
Spirit Airlines
$302
Best option
Chicago O'Hare
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 O'Hare
San Jose, Costa Rica
Pay attention to transfer at connecting flight
Outbound
06/07/25
1 Stopover (MCO)
NK2550, NK1309
27h 50min
Return
06/23/25
2 Stopovers (MCO, FLL)
NK1310, NK2196, NK2188
35h 13min
Spirit Airlines
$311
Chicago O'Hare
San Jose, Costa Rica
Outbound
09/19/25
1 Stopover (MEX)
AM0683, AM0690
10h 53min
Return
09/29/25
1 Stopover (MEX)
AM0657, AM0682
15h 43min
Aeroméxico
$867
Chicago O'Hare
San Jose, Costa Rica
Outbound
09/19/25
2 Stopovers (IAH, FLL)
NK1339, NK0221, NK0335
19h 48min
Return
09/29/25
1 Stopover (GDL)
Q64058, Y41704
17h 52min
Spirit Airlines
$304
Chicago O'Hare
San Jose, Costa Rica
Outbound
09/19/25
1 Stopover (GDL)
Y41705, Q64059
12h 07min
Return
09/29/25
1 Stopover (GDL)
Q64058, Y41704
17h 52min
Volaris, Volaris Costa Rica ?
$335
Chicago O'Hare
San Jose, Costa Rica
Outbound
10/18/25
1 Stopover (FLL)
NK0019, NK0335
07h 13min
Return
10/24/25
1 Stopover (GDL)
Q64058, Y41704
17h 52min
Spirit Airlines
$336
found 3 days ago
Chicago O'Hare
San Jose, Costa Rica
Outbound
10/18/25
1 Stopover (FLL)
NK0019, NK0335
07h 13min
Return
10/24/25
1 Stopover (GDL)
Q64058, Y41704
17h 52min
Spirit Airlines
$350
found 3 days ago
Chicago O'Hare
San Jose, Costa Rica
Outbound
09/19/25
1 Stopover (GDL)
Y41705, Q64059
12h 07min
Return
09/29/25
1 Stopover (GDL)
Q64058, Y41704
17h 52min
Volaris, Volaris Costa Rica
$358
Chicago O'Hare
San Jose, Costa Rica
Outbound
06/07/25
1 Stopover (FLL)
NK0002, NK0335
07h 28min
Return
06/23/25
1 Stopover (FLL)
NK0338, NK2188
10h 17min
Spirit Airlines
$372
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago O'Hare to San Jose, Costa Rica

Favorite airline: Copa
68 % of travelers choose to book flights on this route with Copa, Spirit Airlines and United Airlines.
Copa
26 %
Spirit Airlines
23 %
United Airlines
19 %
Cheapest weekday: Thursday
Flight prices fluctuate throughout the week. Flights are 25 % cheaper on Thursday.
Direct flights are more expensive
Direct flights on this route are $173.00 more expensive on average than flights with a stopover.
non stop flight
1 stop
2 stops
06h 45min
25h 29min
15h 50min
$452
$279
$352
Favourite connection: via Panama City
35 % of booked tickets on this route are for flights with a transfer in Panama City.
Route
bookings
1 stopover Panama City-Tocumen International
30h 15min, from $412
35 %
1 stopover Houston - George Bush Intercontinental Airport, TX
13h 56min, from $311
23 %
1 stopover Mexico City-Juarez International
17h 13min, from $634
12 %

Important flight information

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

Roundtrip from $301.53
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
Alternative routes to Costa Rica
Alternative flights to San Jose, Costa Rica
Flight destinations with a similar price