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
09/23/25
1 Stopover (MCO)
NK0507, NK1309
18h 01min
Return
09/30/25
1 Stopover (MEX)
Q64050, Y40700
13h 54min
Spirit Airlines
$294
Best option
Chicago O'Hare
San Jose, Costa Rica
Outbound
11/03/25
direct
AA0353
05h 12min
Return
11/12/25
direct
AA0314
05h 38min
American Airlines ?
$610
Chicago O'Hare
San Jose, Costa Rica
Pay attention to transfer at connecting flight
Outbound
07/02/25
1 Stopover (MCO)
NK2550, NK1309
27h 40min
Return
07/25/25
1 Stopover (MCO)
NK1310, NK1109
29h 17min
Spirit Airlines
$337
Chicago O'Hare
San Jose, Costa Rica
Outbound
07/02/25
1 Stopover (MEX)
AM0689, AM0690
11h 11min
Return
07/25/25
1 Stopover (MEX)
AM0691, AM0682
09h 46min
Aeroméxico
$850
Chicago O'Hare
San Jose, Costa Rica
Outbound
09/23/25
1 Stopover (MCO)
NK0507, NK1309
18h 01min
Return
09/30/25
1 Stopover (MCO)
NK1310, NK1109
29h 17min
Spirit Airlines
$296
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
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
10/10/25
1 Stopover (ATL)
F93398, F90215
27h 18min
Return
11/04/25
1 Stopover (MEX)
Q64050, Y40700
13h 54min
Frontier Airlines
$305
Chicago O'Hare
San Jose, Costa Rica
Outbound
07/08/25
1 Stopover (MCO)
NK2191, NK1309
15h 40min
Return
08/07/25
1 Stopover (GUA)
AV0654, AV0630
21h 05min
Spirit Airlines ?
$311
Chicago O'Hare
San Jose, Costa Rica
Outbound
07/08/25
1 Stopover (MCO)
NK2191, NK1309
15h 40min
Return
08/07/25
1 Stopover (GUA)
AV0654, AV0630
21h 05min
Spirit Airlines ?
$313
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 $293.39
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