Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago O'Hare San Jose, Costa Rica | Outbound 11/09/25 1 Stopover (MCO) NK1880, Q64001 28h 58min | Return 12/07/25 1 Stopover (MCO) Q64000, NK2530 13h 53min | | ![]() | $302 | ||
Best option Chicago O'Hare San Jose, Costa Rica | Outbound 11/09/25 direct AA0353 05h 00min | Return 12/07/25 direct AA0326 05h 31min | | ![]() | ? | $402 | |
Chicago O'Hare San Jose, Costa Rica | Outbound 11/09/25 1 Stopover (FLL) NK0002, NK0335 07h 09min | Return 12/07/25 1 Stopover (FLL) NK1756, NK1986 08h 07min | | ![]() | $330 | ||
Chicago O'Hare San Jose, Costa Rica | Outbound 11/09/25 1 Stopover (PTY) CM0229, CM0344 18h 58min | Return 12/07/25 1 Stopover (FLL) NK0338, NK0001 10h 23min | | ![]() | ? | $347 | |
Chicago O'Hare San Jose, Costa Rica | Outbound 11/09/25 1 Stopover (PTY) CM0229, CM0818 18h 12min | Return 12/07/25 1 Stopover (ATL) DL1756, DL1199 09h 30min | | ![]() | ? | $367 | |
Chicago O'Hare San Jose, Costa Rica | Outbound 11/09/25 1 Stopover (PTY) CM0229, CM0344 18h 58min | Return 12/07/25 direct AA0326 05h 31min | | ![]() | ? | $476 | |
Chicago O'Hare San Jose, Costa Rica | Outbound 11/09/25 1 Stopover (PTY) CM0229, CM0344 18h 58min | Return 12/07/25 1 Stopover (PTY) CM0465, CM0228 31h 03min | | ![]() | ? | $641 | |
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 | |
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 |
Stops
- Direct flight
Airline
- Copa Airlines
- United Airlines
- Spirit Airlines
- Sun Country Airlines
- American Airlines
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 | $301.13 |
---|---|
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 Newark - San Jose, Costa Rica from $445
- 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 New York - San Jose, Costa Rica from $362
- Flight New York - San Jose, Costa Rica from $362
- Flight Baltimore - San Jose, Costa Rica from $254
- Flight Chicago - San Jose, Costa Rica from $302
Flight destinations with a similar price
- Flight San Jose, Costa Rica - Zurich from $1,182
- Flight San Jose, Costa Rica - Cancun from $207
Flight destinations with a similar price
- Flight Chicago O'Hare - Cancun from $279
- Flight Chicago O'Hare - Mexico City from $316
- Flight Chicago O'Hare - Morelia from $296