| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Chicago 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 San Jose, Costa Rica | Outbound 11/09/25 direct AA0353 05h 00min | Return 12/07/25 direct AA0326 05h 31min | | | ? | $402 | |
| Chicago 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 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 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 San Jose, Costa Rica | Outbound 02/13/26 1 Stopover (GDL) Y41705, Q64059 10h 57min | Return 02/26/26 1 Stopover (MCO) Q64000, NK2530 13h 53min | | | $386 | ||
| Chicago 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 San Jose, Costa Rica | Outbound 02/13/26 1 Stopover (GDL) Y41705, Q64059 10h 57min | Return 02/26/26 1 Stopover (MEX) Q64050, Y40700 13h 53min | | | ? | $476 | |
| Chicago San Jose, Costa Rica | Outbound 02/13/26 1 Stopover (FLL) NK0002, NK0335 07h 09min | Return 02/26/26 2 Stopovers (JFK, BOS) B61794, B60118, B60311 20h 24min | | | ? | $489 | |
| Chicago San Jose, Costa Rica | Outbound 02/13/26 1 Stopover (FLL) NK0002, NK0335 07h 09min | Return 02/26/26 1 Stopover (FLL) NK0338, NK3153 07h 41min | | | $492 |
Stops
- Direct flight
Airline
- Copa Airlines
- Spirit Airlines
- Volaris
- United Airlines
- Sun Country Airlines
Tips and tricks to help you find cheap flights from Chicago to San Jose, Costa Rica
Favorite airline: Copa
Flight tickets on the route Chicago – San Jose, Costa Rica are most frequently booked with Copa.
Copa
26 %
Spirit Airlines
23 %
United Airlines
19 %
Direct flights are more expensive
On this route, direct flights are $173.00 more expensive 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 - San Jose, Costa Rica
| Roundtrip from | $ 301,13 |
|---|---|
| Flight duration | min. 05:12 |
| Return flight duration | min. 05:37 |
| Distance | 3566 km |
| Flights per week | 8 |
| Departure airport | Airport Chicago-IL, all airports (CHI) |
| 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 $ 324
- Flight Washington DC - San Jose, Costa Rica from $ 274
- Flight Dallas - San Jose, Costa Rica from $ 320
- Flight Newark - San Jose, Costa Rica from $ 445
- 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 $ 273
- Flight Washington-DC - San Jose, Costa Rica from $ 274
- Flight Cleveland - San Jose, Costa Rica from $ 438
Flight destinations with a similar price
- Flight San Jose, Costa Rica - Havana from $ 361
- Flight San Jose, Costa Rica - Mexico City from $ 321
- Flight San Jose, Costa Rica - Santo Domingo from $ 188
- Flight San Jose, Costa Rica - Zurich from $ 1.182
- Flight San Jose, Costa Rica - Cancun from $ 253
Flight destinations with a similar price
- Flight Chicago - Mexico City from $ 286
- Flight Chicago - Morelia from $ 296
- Flight Chicago - Toronto from $ 283