United Airlines
Star Alliance
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United States
O'Hare International Airport
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Costa Rica
Juan Santamaría International Airport (SJO)
Click to show full flight schedule
Scan through all non-stop flights from Chicago to San José. The full flight schedule below gives an overview of all non-stop flights from ORD to SJO, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
San José is a tropical destination known for its warm climate, with temperatures between 25°C and 30°C (77°F to 86°F) throughout the year. The area is characterized by high humidity and frequent rainfall.
Being located north of the equator, San José experiences its dry season from November to April, making this the perfect time to visit. In this period, you can expect mostly dry conditions, while the wet season will see days of rain. Humidity and temperatures are consistently high all year long.
In total there are 2 airlines operating nonstop flights from Chicago ORD to San José SJO. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their ORD SJO flight schedule.
Flights from ORD to SJO are operated twice a week. Departure times vary between 07:36 - 17:25. The earliest flight departs at 07:36, the last flight departs at 17:25. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
You can fly in Economy and Business Class. Premium Economy and First Class are not available on this route (at least not as a non-stop flight).
The fastest direct flight from Chicago to San José takes 5 hours. The flight distance between Chicago and San José is 2,220 miles (or 3,573 km).
There are 2 airports in San José: Juan Santamaría International Airport (SJO) (SJO) and La Fortuna Airport (FON).
There are 2 flights per week flying from Chicago to San José (as of April 2026).
5 hours is the average flight time from Chicago to San José.
The distance from Chicago to San José is 2,220 miles (3,573 kilometers).
American Airlines and United Airlines are flying nonstop from Chicago to San José.
Oneworld and Star Alliance are flying nonstop from Chicago to San José.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from Chicago to San José:
The earliest flight departs at 07:36 from Chicago and arrives at 11:55 at San José.
The latest flight departs at 17:25 from Chicago and arrives at 22:25 at San José.
2,220 miles (3,573 km) · 5h
07:36
11:55
United Airlines
Star Alliance
UA 1135
United Airlines
Boeing 737 MAX 8
Y
W
J
F
15:10
19:12
American Airlines
Oneworld
AA 375
American Airlines
Boeing 737 MAX 8
Y
W
J
F
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