| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Chicago San Jose, Costa Rica | Outbound 01/16/25 2 Stopovers (MEX, GUA) Y40703, Y40900, Q65193 25h 12min | Return 01/20/25 1 Stopover (MEX) Q64050, VB0186 08h 53min |   Volaris, Volaris Costa Rica |  | $568 | ||
| Best option Chicago San Jose, Costa Rica | Outbound 01/16/25 1 Stopover (DFW) AA2839, AA0467 09h 09min | Return 01/20/25 1 Stopover (PTY) CM0145, CM0235 08h 59min |  American Airlines |  | ? | $610 | |
| Chicago San Jose, Costa Rica | Outbound 01/16/25 1 Stopover (IAH) UA0609, UA1280 07h 54min | Return 01/20/25 1 Stopover (IAH) UA1447, UA0685 13h 45min |  United Airlines |  | ? | $626 | |
| Chicago San Jose, Costa Rica | Outbound 01/16/25 1 Stopover (DFW) AA2839, AA0467 09h 09min | Return 01/20/25 1 Stopover (DFW) AA1080, AA2812 24h 53min | American Airlines |  | ? | $628 | |
| Chicago San Jose, Costa Rica | Outbound 01/16/25 1 Stopover (IAH) UA0609, UA1280 07h 54min | Return 01/20/25 1 Stopover (PTY) CM0145, CM0235 08h 59min | United Airlines |  | ? | $667 | |
| Chicago San Jose, Costa Rica | Outbound 01/16/25 2 Stopovers (SFO, LAX) AS0597, AS3318, AS1352 29h 09min | Return 01/20/25 2 Stopovers (LAX, SFO) AS1351, AS3326, AS0598 16h 32min |  Alaska Airlines |  | ? | $706 | |
| Chicago San Jose, Costa Rica | Outbound 01/16/25 1 Stopover (MEX) AM0687, AM0690 21h 11min | Return 01/20/25 1 Stopover (YYZ) AC0956, AC0509 10h 37min |  Aeroméxico |  | ? | $865 | |
| Chicago San Jose, Costa Rica | Outbound 01/16/25 1 Stopover (MEX) AM0689, AM0690 10h 50min | Return 01/20/25 1 Stopover (MEX) AM0691, AM0682 10h 06min | Aeroméxico |  | $937 |
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Find cheap flights -
Booking tips
- Flight Routes
- Flights to Costa Rica
- Flights to San Jose, Costa Rica
- Flights Chicago (CHI) San Jose, Costa Rica (SJO)
Airline
- American Airlines
- United Airlines
- Aeroméxico
- Alaska Airlines
- Volaris
Flight type
- Return
Outbound departure month
- January 2025
Outbound weekday
- Thursday
Return departure month
- January 2025
Return weekday
- Monday
Change in
- Los Angeles International Airport, CA
- Houston - George Bush Intercontinental Airport, TX
- Mexico City-Juarez International
- San Francisco International Airport, CA
- Dallas-Fort Worth International Airport, T
- Guatemala City
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 %
Flight information: Chicago - San Jose, Costa Rica
| Roundtrip from | $567.57 |
|---|---|
| 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 (ORD, MDW, RFD) (CHI) |
| Arrival airport | Airport San Jose, Costa Rica (SJO) |
| Destination country | Flights to Costa Rica |
Alternative flights to San Jose, Costa Rica
- Flight Atlanta - San Jose, Costa Rica from $468
- Flight Baltimore - San Jose, Costa Rica from $247
- Flight Cleveland - San Jose, Costa Rica from $395
- Flight New York - San Jose, Costa Rica from $428
- Flight Orlando - San Jose, Costa Rica from $924
- Flight Dallas - San Jose, Costa Rica from $406
- Flight Newark - San Jose, Costa Rica from $258
Flight destinations with a similar price
- Flight San Jose, Costa Rica - Quito from $298
- Flight San Jose, Costa Rica - Frankfurt from $904
- Flight San Jose, Costa Rica - Madrid from $715
- Flight San Jose, Costa Rica - Cancun from $204
Flight destinations with a similar price
- Flight Chicago - Amsterdam from $531
- Flight Chicago - Vienna from $588
- Flight Chicago - Hamburg from $619
- Flight Chicago - Dusseldorf from $545
- Flight Chicago - Montego Bay from $515