£113 Cheap Flights from San Jose (SJC) to Chicago (ORD)

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Cheap Flights from San Jose (SJC) to Chicago (ORD)

Prices were available within the past 7 days and start at £113 for one-way flights and £263 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Alaska Airlines
Alaska Airlines
Alaska Airlines
Delta
United
Alaska Airlines
United
Alaska Airlines
Delta
Flight from San Jose to Chicago route information
Origin airport
Norman Y. Mineta San Jose Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines
Return price
£263
Distance
2919 km
Average flight time
4 hours 16 mins

Compare flights from San Jose to Chicago easily and book in confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from San Jose to Chicago. Operating between them 1 flights per day, 20 airlines cover the route. And United Airlines fly direct, getting you to O'Hare Intl. in just 8hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Norman Y. Mineta San Jose Intl. to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Norman Y. Mineta San Jose Intl. (SJC) to O'Hare Intl. (ORD) 

The easiest way to view the best deals on flights from San Jose to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Norman Y. Mineta San Jose Intl. to O'Hare Intl. start at just £263 and range up to £310.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near San Jose and Chicago
  • booking your flight during June, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your San Jose to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Norman Y. Mineta San Jose Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from SJC to O'Hare Airport?
Round-trip journeys from SJC to O’Hare Intl. Airport (ORD) start from £263. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from San Jose Intl. Airport to O'Hare Intl. Airport (ORD)?
Most flights can be cancelled online, but every airline has a different set of terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from SJC to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for SJC to ORD flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from SJC to ORD?
The flight distance between SJC and ORD is 2,900 kilometres. Pack yourself a drink, a few snacks and an interesting book to read. Keep yourself occupied and the hours will zip by.
Which airlines fly direct from Norman Y. Mineta San Jose Intl. Airport (SJC) to ORD?
Operating 30 flights every month, United Airlines (UA) is a great choice when flying directly from San Jose Intl. Airport to O’Hare Airport.
Are Norman Y. Mineta San Jose Intl. Airport (SJC) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes nab a bargain, with some super cheap airfares from Norman Y. Mineta San Jose Intl. Airport (SJC) to O’Hare Airport arising a few weeks prior to the departure date. If you’d rather plan ahead, Expedia compares and updates the best flight deals continually — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines publish prices that far in advance.
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