San José (Alajuela) to Chicago (SJO–ORD) — Airlines, Schedules & Connections

SJO Airport Page →
2,221 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 27 1-stop flights Verified 1mo ago
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

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.

Last scheduled nonstop: Aug 2026.

✦ 1-Stop connections via 10 hubs
ATL Atlanta 7h 14m AFDL AAACAF Atlanta (ATL) to Chicago flights
MCO Orlando 7h 16m F9Q6WN AAACAS Orlando (MCO) to Chicago flights
IAH Houston 7h 38m UA AAASAV Houston (IAH) to Chicago flights
MIA Miami 7h 40m AAACAV AAACAS Miami (MIA) to Chicago flights
YYZ Toronto 8h 13m AC AAACAS Toronto (YYZ) to Chicago flights
FLL Fort Lauderdale 8h 18m B6 AAACAD Fort Lauderdale (FLL) to Chicago flights
DFW Dallas-Fort Worth 9h AA AAACAV Dallas-Fort Worth (DFW) to Chicago flights
EWR Newark 9h 8m UA AAACAS Newark (EWR) to Chicago flights
YUL Montréal 9h 14m ACTS AAACAS Montréal (YUL) to Chicago flights
PTY Tocumen 9h 21m AVCMIB BRCM Tocumen (PTY) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
San José (Alajuela) to Chicago
Connecting service available through multiple hubs.
2 Airlines 2,221 mi 5h 35m nonstop +1h ahead

SJO–ORD had nonstop service from American Airlines and United Airlines, last on the schedule in August 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 2,221 miles in 5h 35m.

Airline Landscape

Carriers that operated nonstop SJO–ORD service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
AA American Airlines 0 Oneworld
UA United Airlines 0 Star Alliance
Alliance coverage
Oneworld: AA (0 flights/wk, 0%)
Star Alliance: UA (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Connection Landscape

1-stop and 2-stop options for SJO to ORD.
1-STOP
One-Stop Connections
27
Hubs
~7h
Fastest
~25h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,214
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

On-Time Performance

What to expect at each end of your journey.
Outbound
SJO → ORD
91%
Generally reliable. Most flights run on time.
Arriving
91%
Return
ORD → SJO
45%
Frequent delays expected. Consider flexible booking.
Departing
45%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. ORD delays →

Other ways to reach Chicago from San José (Alajuela)

Nearby airports with service to Chicago O'Hare International Airport.
Metric SJO→ORD LIR→ORD
Distance from SJO 100 mi
Nonstop airlines 5
Weekly flights 1
Flight time 5h 35m 5h 24m
Airports within 200 miles of SJO with service to Chicago O'Hare International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Chicago is 1 hour ahead of San José (Alajuela).
SJO: CST · ORD: CDT

When it's 6:00 PM in San José (Alajuela), it's 7:00 PM in Chicago.
Distance & Flight Time
2,221 mi / 3,575 km
Nonstop flight time is approximately 5h 35m gate to gate.
Getting from ORD

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.

Chicago Climate

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

Key statistics for the San José (Alajuela) to Chicago route.
Route details
Distance2,221 mi / 3,575 km
Flight time5h 35m
Time difference+1 hour
Airlines (nonstop)2
1-stop connectionsAvailable
Origin: SJO
IATA / ICAOSJO / MROC
TimezoneAmerica/Costa_Rica
Passengers/yr7.5M
Elevation3,021 ft / 921 m
Destination: ORD
IATA / ICAOORD / KORD
TimezoneAmerica/Chicago
Passengers/yr80.0M
Elevation680 ft / 207 m

Frequently Asked Questions

Common questions about SJO to ORD flights.
Nonstop flights from Juan Santamaría International Airport to Chicago O'Hare International Airport take about 5h 35m gate to gate. The route covers 2,221 miles.
2 airlines operated the nonstop from SJO to ORD: American Airlines and United Airlines. The last scheduled nonstop was in August 2026. There's no nonstop right now, so today you'd fly it with one stop. See the connection options above, ranked by layover.
Not right now. The last scheduled nonstop was in August 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 5h 35m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Hartsfield Jackson Atlanta, Orlando and George Bush Intercontinental.
On a single ticket, yes. Your bags are checked through to ORD and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
Chicago is 1 hour ahead of San José (Alajuela).
Yes, return flights from ORD to SJO are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include LIR. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from SJO to ORD

Juan Santamaría International Airport (SJO) and Chicago O'Hare International Airport (ORD) had nonstop service from American Airlines and United Airlines, last on the schedule in August 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.

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).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Hartsfield Jackson Atlanta, Orlando and George Bush Intercontinental. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Liberia (LIR).