Direct flights from San Jose to Chicago

Did you mean Flights from Chicago to San Jose?

San Jose

Costa Rica

SJO

Juan Santamaria International Airport

Chicago

United States

ORD

Chicago O'Hare 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.

Lowest price in this limited sample: 19,000 points + $174.00 for SJO → ORD, Economy, on 2026-11-14, booked with Virgin Australia. This is an observed fare, not a guaranteed price or the lowest price across all dates and programs.

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

SJO → ORDEconomy
UA1952
19,000 points+ $174.00
Departure
2026-11-14
Seats seen
3
Book with
Virgin Australia
Observed (UTC)
2026-11-11 13:46

San Jose to Chicago route overview

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

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

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

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 San Jose to Chicago 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 SJO to ORD

Frequently asked questions

Which airports serve the San Jose to Chicago route?

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

How far is Chicago from San Jose?

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

Are there direct flights from SJO to ORD?

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

Which airlines market flights from SJO to ORD?

Which aircraft fly from SJO to ORD?

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