San José (Alajuela) to Chicago (SJO–ORD) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
SJO–ORD 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 35m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| UA United Airlines | 1 | B38M | 5h35 | – | Star Alliance | – |
| AA American Airlines | 0 | – | – | – | Oneworld | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Chicago from San José (Alajuela)
| Metric | SJO→ORD | LIR→ORD |
|---|---|---|
| Distance from SJO | – | 100 mi |
| Nonstop airlines | 2 | 4 |
| Weekly flights | 1 | 1 |
| Flight time | 5h 35m | 5h 24m |
Travel Essentials
SJO: CST · ORD: CDT
When it's 6:00 PM in San José (Alajuela), it's 7:00 PM in Chicago.
CTA Blue Line runs 24/7 from O'Hare to downtown Chicago (45 min, $5). Taxis use a flat-rate zone system; downtown is around $40–45 plus tip. Ride-shares are typically $30–50.The Airport Transit System (ATS) connects all terminals and parking. Metra commuter rail does not serve O'Hare directly; transfer downtown via Blue Line.
Continental climate with four distinct seasons. Summers are warm and humid (25–32°C) with afternoon thunderstorms. Winters are cold (−10 to −2°C) with heavy snowfall that regularly delays flights December through March.
Spring and fall are mild but unpredictable. Pack layers. Lake Michigan moderates temperatures near the lakefront, but O'Hare sits inland and runs colder.
SJO–ORD Quick Facts
Frequently Asked Questions
Flights from SJO to ORD
Juan Santamaría International Airport (SJO) and Chicago O'Hare International Airport (ORD) are connected by nonstop service from United Airlines and American Airlines. With 1 weekly departures, this is a regularly served route.
SJO to ORD Flight Duration and Schedule
Nonstop flight time from SJO to ORD is about 5 hours 35 minutes gate to gate. The route covers a distance of 2,221 miles (3,575 km). There are approximately 1 weekly flights outbound and 1 return, totaling 2 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Orlando, Fort Lauderdale Hollywood and La Aurora. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Liberia (LIR).