Flight Routes from Chicago O'Hare to San Jose, Costa Rica

Trip type

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
06/25/26
1 Stopover (GDL)
Y45703, Q64059
20h 56min
Return
06/30/26
1 Stopover (MEX)
Y44062, Y40700
21h 52min
Volaris, Volaris Costa Rica ?
$559
Best option
Chicago O'Hare
San Jose, Costa Rica
Outbound
06/25/26
1 Stopover (IAH)
UA2451, UA1055
09h 34min
Return
06/30/26
1 Stopover (IAH)
UA1589, UA2197
09h 27min
United Airlines ?
$689
Chicago O'Hare
San Jose, Costa Rica
Outbound
06/25/26
1 Stopover (MEX)
AM0689, AM0690
11h 08min
Return
06/30/26
1 Stopover (MEX)
AM0657, AM0682
14h 40min
Aeroméxico
$1,489
Chicago O'Hare
San Jose, Costa Rica
Outbound
06/25/26
1 Stopover (FLL)
NK2209, NK0335
16h 45min
Return
06/30/26
1 Stopover (MEX)
Q64062, Y40700
21h 52min
Spirit Airlines
$591
Chicago O'Hare
San Jose, Costa Rica
Outbound
06/25/26
1 Stopover (MIA)
AA2690, AA1593
18h 50min
Return
06/30/26
1 Stopover (MIA)
AA1788, AA0581
17h 02min
American Airlines
$597
Chicago O'Hare
San Jose, Costa Rica
Outbound
06/25/26
1 Stopover (MIA)
AA1380, AA1353
14h 16min
Return
06/30/26
1 Stopover (MIA)
AA1788, AA0581
17h 02min
American Airlines ?
$598
Chicago O'Hare
San Jose, Costa Rica
Outbound
06/25/26
1 Stopover (FLL)
NK2209, NK0335
16h 45min
Return
06/30/26
1 Stopover (GUA)
AV0654, AV0630
20h 30min
Spirit Airlines ?
$675
Chicago O'Hare
San Jose, Costa Rica
Outbound
06/25/26
1 Stopover (DFW)
AA1902, AA1053
08h 06min
Return
06/30/26
1 Stopover (DFW)
AA0476, AA1106
18h 29min
American Airlines ?
$1,155
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 $558.30
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 flights to San Jose, Costa Rica
Flight destinations with a similar price
Flight destinations with a similar price