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Direct flights from Chicago to San Jose

Did you mean Flights from San Jose to Chicago?

Flightmap/Flights from ORD/ORD to SJO

Chicago

United States

ORD

Chicago O'Hare International Airport

San Jose

Costa Rica

SJO

Juan Santamaria International Airport

Route
Nonstop service available
Distance
2,221 miles
Marketing airlines
3 airlines
Aircraft
2 aircraft types
Dates
Nov 7, 2026 – Aug 7, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Departure window: 2026-11-12 – 2026-12-11.

No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.

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Explore these airports and cities

  • Flights from ORD
  • Flights to SJO
  • Award flights to Chicago

Chicago to San Jose route overview

Chicago O'Hare International Airport (ORD) serves Chicago; Juan Santamaria International Airport (SJO) serves San Jose.

The airports are 2,221 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from ORD to SJO.

Marketing airlines listed in the current schedule, including codeshare sellers, are American Airlines (AA), Avianca (AV) and United Airlines (UA). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Nov 7, 2026 – Aug 7, 2027.

Marketing airlines on the Chicago to San Jose route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

Airline alliance affiliations represented: Oneworld, Star Alliance

Aircraft flying from ORD to SJO

Frequently asked questions

Which airports serve the Chicago to San Jose route?

Chicago O'Hare International Airport (ORD) is the origin airport and Juan Santamaria International Airport (SJO) is the destination airport.

How far is San Jose from Chicago?

ORD and SJO are approximately 2,221 miles apart by great-circle distance.

Are there direct flights from ORD to SJO?

Yes. Roame's current schedule feed shows nonstop service from ORD to SJO.

Which airlines market flights from ORD to SJO?

Marketing airlines listed in the current schedule, including codeshare sellers, are American Airlines (AA), Avianca (AV) and United Airlines (UA). This list does not identify the operating airline for each flight; check the flight details before booking.

Which aircraft fly from ORD to SJO?

Aircraft listed in the current schedule include Airbus A320neo (32N) and Boeing 737 MAX 8 (7M8).

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