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
10/10/25
1 Stopover (ATL)
F93398, F90215
27h 18min
Return
11/04/25
1 Stopover (MEX)
Q64050, Y40700
13h 54min
Frontier Airlines
$305
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
Outbound
10/10/25
1 Stopover (ATL)
F93398, F90215
27h 18min
Return
11/04/25
1 Stopover (MEX)
Q64050, Y40700
13h 54min
Frontier Airlines
$319
Chicago O'Hare
San Jose, Costa Rica
Outbound
11/03/25
1 Stopover (MCO)
NK0507, NK1309
18h 01min
Return
11/12/25
1 Stopover (MEX)
Q64050, Y40700
13h 54min
Spirit Airlines
$324
Chicago O'Hare
San Jose, Costa Rica
Outbound
10/10/25
1 Stopover (ATL)
F91442, F90215
19h 13min
Return
11/04/25
1 Stopover (JFK)
B61794, B62105
15h 09min
Frontier Airlines ?
$356
Chicago O'Hare
San Jose, Costa Rica
Outbound
11/03/25
1 Stopover (FLL)
NK0019, NK0335
07h 13min
Return
11/12/25
1 Stopover (BOG)
AV0033, AV0262
20h 30min
Spirit Airlines ?
$408
Chicago O'Hare
San Jose, Costa Rica
Outbound
10/10/25
1 Stopover (MIA)
AA0534, AA0597
08h 00min
Return
11/04/25
direct
AA0314
05h 38min
American Airlines ?
$481
Chicago O'Hare
San Jose, Costa Rica
Outbound
10/10/25
1 Stopover (MIA)
AA0534, AA0597
08h 00min
Return
11/04/25
direct
AA0314
05h 38min
American Airlines ?
$485
Chicago O'Hare
San Jose, Costa Rica
Outbound
11/03/25
1 Stopover (EWR)
UA0563, UA1222
12h 43min
Return
11/12/25
1 Stopover (IAH)
UA1447, UA1752
13h 51min
United Airlines ?
$488
Chicago O'Hare
San Jose, Costa Rica
Outbound
10/10/25
1 Stopover (MIA)
AA0534, AA0597
08h 00min
Return
11/04/25
direct
AA0314
05h 38min
American Airlines ?
$540
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 $173.00 more expensive on average than flights with a stopover.
non stop flight
1 stop
2 stops
06h 45min
25h 29min
15h 50min
US$ 452
US$ 279
US$ 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 US$ 412
35 %
1 stopover Houston - George Bush Intercontinental Airport, TX
13h 56min, from US$ 311
23 %
1 stopover Mexico City-Juarez International
17h 13min, from US$ 634
12 %

Important flight information

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

Roundtrip from US$ 304,77
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
Flight destinations with a similar price