Chicago to San José (Alajuela) (ORD–SJO) — Airlines, Schedules & Connections
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No nonstop flights on this route. connecting options below.
ORD–SJO is served by 2 airlines with nonstop service. United Airlines and American Airlines lead the route. The flight covers 2,221 miles in approximately 5h 19m. Beyond nonstop, 54 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| UA United Airlines | 1 | B38M | 5h19 | Star Alliance | – | |
| AA American Airlines | 0 | – | – | Oneworld | – |
Weekly Schedule Pattern
Connection Landscape
Travel Essentials
ORD: CDT · SJO: CST
When it's 6:00 PM in Chicago, it's 5:00 PM in San José (Alajuela).
US passport holders enter Costa Rica visa-free for stays up to 180 days. No advance application is needed. Passport must be valid for at least one day beyond the date of entry. A return or onward ticket is required and airlines will check before boarding. Proof of funds (USD 100 per month of stay) may be requested at immigration.
CTA Blue Line runs 24/7 from downtown Loop stations to O'Hare (45 min, $5). Pace buses serve suburbs. Ride-shares cost $35–55 from downtown depending on traffic; add 30+ minutes during rush hour on the Kennedy Expressway.Economy parking lots E/F connect via ATS people mover. Terminal 5 (international) is separate from Terminals 1–3; allow extra time for inter-terminal transfers.
ORD–SJO Quick Facts
Frequently Asked Questions
Flights from ORD to SJO
Chicago O'Hare International Airport (ORD) and Juan Santamaría International Airport (SJO) are connected by nonstop service from American Airlines and United Airlines. With 1 weekly departures, this is a regularly served route.
ORD to SJO Flight Duration and Schedule
Nonstop flight time from ORD to SJO ranges from 5 hours 19 minutes. The route covers a distance of 2,221 miles (3,575 km). There are approximately 1 weekly flights outbound and 3 return, totaling 4 flights per week in both directions.
Connecting Options and Alternatives
54 one-stop connections are available, with the fastest taking approximately 5 hours via TYS. Two-stop connections are also available via intermediate hubs.