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Cheap flights from Chicago to San Jose from US$348
American Airlines, Avianca Costa Rica and United Airlines fly nonstop from Chicago to San Jose. The flight takes around 4h 58m, and the cheapest one-way fare we found recently is US$348 on 15 Nov.
Direct flights available 4h 58m Cheapest in November Prices checked 14 days ago
Chicago to San Jose at a glance
Cheapest one-wayUS$348Volaris · 1 stop · Sun 15 NovFastest flight4h 58mEstimated
Nonstop flightsYesAmerican Airlines, Avianca Costa Rica, United Airlines
Airlines flying nonstop from Chicago to San Jose
3 airlines on this route.
Good to know
- Distance
- 3,574 km2,219 miles
- Flight time
- 4h 58mestimate
- Time difference
- NoneSan Jose vs Chicago
- Currency in San Jose
- USD
- Airports
- ORD, MDW, RFD → SJO
Flights from Chicago to San Jose: questions answered
How much is a flight from Chicago to San Jose?
The cheapest one-way fare we found recently is US$348 with 1 stop, departing in November. Prices change constantly, so search your dates for the live fare.
Are there direct flights from Chicago to San Jose?
Yes. American Airlines, Avianca Costa Rica and United Airlines fly this route nonstop.
How long is the flight from Chicago to San Jose?
A nonstop flight covers 3,574 km and takes around 4h 58m.
Which airlines fly from Chicago to San Jose?
American Airlines, Avianca Costa Rica and United Airlines operate nonstop flights on this route.
Which airports serve Chicago and San Jose?
Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD). San Jose: Juan Santamaría International Airport (SJO).





