Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago O'Hare San Jose, Costa Rica | Outbound 12/19/25 1 Stopover (IAH) UA2665, UA1280 23h 16min | Return 12/30/25 1 Stopover (IAH) UA1447, UA2197 12h 41min | | ![]() | ? | $710 | |
Best option Chicago O'Hare San Jose, Costa Rica | Outbound 12/19/25 1 Stopover (ATL) F91596, F90215 08h 26min | Return 12/30/25 1 Stopover (FLL) NK0338, NK3153 07h 41min | | ![]() | ? | $720 | |
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 | | ![]() | $742 | ||
Chicago O'Hare San Jose, Costa Rica | Outbound 12/19/25 1 Stopover (PTY) CM0236, CM0779 30h 26min | Return 12/30/25 1 Stopover (PTY) CM0341, CM0235 13h 57min | | ![]() | ? | $875 | |
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 | | ![]() | ? | $906 | |
Chicago O'Hare San Jose, Costa Rica | Outbound 12/19/25 1 Stopover (IAH) UA1322, UA1660 10h 57min | Return 12/30/25 1 Stopover (IAH) UA1099, UA2417 24h 20min | | ![]() | ? | $949 | |
Chicago O'Hare San Jose, Costa Rica | Outbound 12/19/25 1 Stopover (FLL) NK2146, NK1755 15h 40min | Return 12/30/25 1 Stopover (FLL) NK0338, NK3153 07h 41min | | ![]() | $1,008 |
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 | $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 |
Alternative flights to San Jose, Costa Rica
- Flight Boston - San Jose, Costa Rica from $287
- Flight Dallas - San Jose, Costa Rica from $276
- Flight Atlanta - San Jose, Costa Rica from $269
- Flight Baltimore - San Jose, Costa Rica from $254
- Flight Chicago - San Jose, Costa Rica from $710
- Flight Cleveland - San Jose, Costa Rica from $321
Flight destinations with a similar price
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