San Jose (SJC) to Chicago (ORD) flights
An economy award from San Jose (SJC) to Chicago (ORD) starts at 12,500 miles one way with Air Canada Aeroplan on United Airlines, plus taxes and fees from $33.60. Avianca LifeMiles charges the same. One airline flies nonstop from San Jose (SJC) to Chicago (ORD): United Airlines. The two airports are 1,825 miles (2,937 km) apart. United Airlines is in Star Alliance. There are also 27 ways to fly it with one stop, through Salt Lake City, Denver and Reno and more.
How many miles SJC to ORD costs
Economy, one way, on the nonstop flights, from the Award Flight Pricer's award charts. Ranges run off-peak to peak; "from" is the floor of a dynamic price.
| Program | Economy | Taxes and fees |
|---|---|---|
| Air Canada AeroplanOn United Airlines | 12,500 | $33.60 |
| Avianca LifeMilesOn United Airlines | 12,500 | $30.60 |
| ANA Mileage ClubOn United Airlines | 15,000 | $5.60 |
| Singapore Airlines KrisFlyerOn United Airlines | 15,000 | $5.60 |
| Turkish Airlines Miles&SmilesOn United Airlines | 15,000 | $5.60–45.60 |
| Thai Royal Orchid PlusOn United Airlines | 17,500 | $5.60 |
| Emirates SkywardsOn United Airlines | 18,000 | $5.60–355.60 |
| EVA Air Infinity MileageLandsOn United Airlines | 19,500 | $5.60 |
| TAP Miles&GoOn United Airlines | 30,000 | $50.40 |
Business and first class prices are in the Award Flight Pricer. Chart prices need award space on your date, so search it before you transfer points.
Compare every program in the Award Flight PricerAirlines flying nonstop from SJC to ORD
- United AirlinesStar Alliance · bookable with 13 programsWho books it
Book SJC to ORD with points
Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.
- Air Canada AeroplanBooks United Airlines
- Air New Zealand AirpointsBooks United Airlines
- ANA Mileage ClubBooks United Airlines
- Avianca LifeMilesBooks United Airlines
- Emirates SkywardsBooks United Airlines
- EVA Air Infinity MileageLandsBooks United Airlines
- JetBlue TrueBlueBooks United Airlines
- Lufthansa Miles & MoreBooks United Airlines
- Singapore Airlines KrisFlyerBooks United Airlines
- TAP Miles&GoBooks United Airlines
- Thai Royal Orchid PlusBooks United Airlines
- Turkish Airlines Miles&SmilesBooks United Airlines
- United MileagePlusBooks United Airlines
SJC to ORD with one stop
27 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Salt Lake City (SLC)Delta Air Lines the whole way
- Via Denver (DEN)United Airlines the whole way
- Via Reno (RNO)Southwest Airlines, then United Airlines
- Via Las Vegas (LAS)Frontier Airlines the whole way
+1 - Via Minneapolis (MSP)Delta Air Lines the whole way+1
- Via Boise (BOI)Alaska Airlines and Southwest Airlines, then American Airlines and United Airlines
- Via Ontario (ONT)Southwest Airlines, then American Airlines and United Airlines
- Via Palm Springs (PSP)Southwest Airlines, then American Airlines and United Airlines
- Via Los Angeles (LAX)Delta Air Lines and Frontier Airlines the whole way+1+1
- Via Phoenix (PHX)American Airlines the whole way
- Via Santa Ana (SNA)Southwest Airlines, then American Airlines and United Airlines
- Via San Diego (SAN)Alaska Airlines the whole way
- Via Dallas (DFW)American Airlines the whole way
- Via Spokane (GEG)Southwest Airlines, then United Airlines and American Airlines
- Via Eugene (EUG)Southwest Airlines, then United Airlines
SJC to ORD: common questions
How many miles does SJC to ORD cost?
In economy it starts at 12,500 miles one way with Air Canada Aeroplan on United Airlines, plus taxes and fees from $33.60. Next cheapest: Avianca LifeMiles (12,500), ANA Mileage Club (15,000) and Singapore Airlines KrisFlyer (15,000). These are award chart prices from the Award Flight Pricer. Programs that price dynamically can cost more on busy dates, so check yours before you transfer points. Business and first class prices are in the pricer too.
Which airlines fly nonstop from SJC to ORD?
United Airlines (Star Alliance) flies nonstop from San Jose (SJC) to Chicago (ORD).
How far is San Jose from Chicago by plane?
San Jose (SJC) and Chicago (ORD) are 1,825 miles (2,937 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
Which points programs can book SJC to ORD award flights?
13 programs can book at least one of the nonstop airlines: Air Canada Aeroplan, Air New Zealand Airpoints, ANA Mileage Club, Avianca LifeMiles, Emirates Skywards, EVA Air Infinity MileageLands, JetBlue TrueBlue, Lufthansa Miles & More and 5 more. Which flights each can book depends on its partners, so check the airline before you transfer points.
Where can I connect between San Jose and Chicago?
The most direct connections are through Salt Lake City (SLC), Denver (DEN), Reno (RNO), Las Vegas (LAS) and Minneapolis (MSP). On 14 of them the same airline flies both flights, for example Delta Air Lines through Salt Lake City.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.