Direct flights from San Jose to Chicago

Did you mean Flights from Chicago to San Jose?

San Jose

United States

SJC

Norman Y. Mineta San Jose International Airport

Chicago

United States

ORD

Chicago O'Hare International Airport

Route: Nonstop service available
Distance: 1,825 miles
Marketing airlines: 1 airline
Aircraft: 5 aircraft types
Dates: Nov 9, 2026 – Oct 8, 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: 17,500 points + $33.00 for SJC → ORD, Economy, on 2026-12-03, booked with Aeroplan. 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.

SJC → ORDEconomy
UA1082
17,500 points+ $33.00
Departure
2026-12-03
Seats seen
9
Book with
Aeroplan
Observed (UTC)
2026-11-11 08:25
SJC → ORDEconomy
UA2004
19,000 points+ $9.00
Departure
2026-11-14
Seats seen
9
Book with
Virgin Australia
Observed (UTC)
2026-11-11 09:13
SJC → ORDEconomy
UA1082
19,000 points+ $9.00
Departure
2026-12-03
Seats seen
9
Book with
Virgin Australia
Observed (UTC)
2026-11-11 08:25
SJC → ORDEconomy
UA1082
19,000 points+ $9.00
Departure
2026-12-06
Seats seen
9
Book with
Virgin Australia
Observed (UTC)
2026-11-10 17:48
SJC → ORDEconomy
UA1082
22,500 points+ $0.00
Departure
2026-12-03
Seats seen
9
Book with
Ethiopian ShebaMiles
Observed (UTC)
2026-11-11 08:25
SJC → ORDEconomy
UA1082
26,400 points+ $5.00
Departure
2026-12-03
Seats seen
9
Book with
JetBlue
Observed (UTC)
2026-11-11 08:25
SJC → ORDEconomy
UA1082
44,500 points+ $33.00
Departure
2026-12-03
Seats seen
9
Book with
Aeroplan
Observed (UTC)
2026-11-11 08:25
SJC → ORDEconomy
UA2004
46,300 points+ $5.00
Departure
2026-11-21
Seats seen
3
Book with
United MileagePlus
Observed (UTC)
2026-11-12 09:36
SJC → ORDEconomy
UA1239
46,300 points+ $5.00
Departure
2026-11-21
Seats seen
3
Book with
United MileagePlus
Observed (UTC)
2026-11-12 09:36
SJC → ORDEconomy
UA1239
46,300 points+ $5.00
Departure
2026-11-22
Seats seen
3
Book with
United MileagePlus
Observed (UTC)
2026-11-11 17:36
SJC → ORDEconomy
UA2004
46,300 points+ $5.00
Departure
2026-11-22
Seats seen
3
Book with
United MileagePlus
Observed (UTC)
2026-11-11 17:36
SJC → ORDFirst
UA1239
113,100 points+ $5.00
Departure
2026-11-22
Seats seen
3
Book with
United MileagePlus
Observed (UTC)
2026-11-11 17:36

San Jose to Chicago route overview

Norman Y. Mineta San Jose International Airport (SJC) serves San Jose; Chicago O'Hare International Airport (ORD) serves Chicago.

The airports are 1,825 miles apart by great-circle distance.

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

Marketing airlines listed in the current schedule, including codeshare sellers, are 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 9, 2026 – Oct 8, 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: Star Alliance

Aircraft flying from SJC to ORD

Frequently asked questions

Which airports serve the San Jose to Chicago route?

Norman Y. Mineta San Jose International Airport (SJC) is the origin airport and Chicago O'Hare International Airport (ORD) is the destination airport.

How far is Chicago from San Jose?

SJC and ORD are approximately 1,825 miles apart by great-circle distance.

Are there direct flights from SJC to ORD?

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

Which airlines market flights from SJC to ORD?

Which aircraft fly from SJC to ORD?

Aircraft listed in the current schedule include Airbus A319 (319), Airbus A320 (320), Boeing 737-800 (738), Boeing 737-900 / Boeing 737-900ER (739) and JET.