$149 Cheap United flights Chicago (ORD) to San Jose (SJC)

View $149 flight on Mon, Aug 25, 2025Opens in a new window

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$149 Cheap United flights Chicago (ORD) to San Jose (SJC)

Prices were available within the past 7 days and start at $149 for one-way flights and $240 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Aug 25 - Wed, Aug 27
ORD
Chicago
SJC
San Jose
$240 Roundtrip, just found
$240
Roundtrip
just found
Select United flight, departing Mon, Aug 25 from Chicago to San Jose, returning Wed, Aug 27, priced at $240 just found
United
Wed, Aug 13 - Mon, Aug 18
ORD
Chicago
SJC
San Jose
$297 Roundtrip, found 2 hours ago
$297
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Aug 13 from Chicago to San Jose, returning Mon, Aug 18, priced at $297 found 2 hours ago
Flights from Chicago (ORD) to San Jose (SJC)
Origin airport
O'Hare Intl.
Destination airport
Norman Y. Mineta San Jose Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, Hawaiian Airlines, Southwest Airlines, Spirit Airlines, United
Popular airline
Alaska Airlines
Distance
1824 mi
Average flight time
4 hours 43 mins

Frequently asked questions

How much is a United Airlines flight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
Set the "Price (lowest to highest)" filter on Expedia to find cheap United Airlines return flights from $240 from ORD to SJC. Affordable one-way fares from $149 are available as well.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to SJC with United Airlines?
United Airlines flights to San Jose are generally more affordable in the quieter months of April and November. Whether you're in search of a round-trip or one-way ticket, you could find a better deal then.
What is the cheapest time to book flights from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) with United Airlines?
Begin your search one to three months ahead of your travel date to score cheaper fares on United Airlines flights from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC). You can save 25% by booking your domestic flight 34 to 86 days in advance versus last-minute reservations made 6 to 12 days out. You could also cut costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Get the timing right, and you can enjoy significant savings on domestic flights.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does United Airlines fly nonstop from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
Skip the layovers and fly from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) on any of United Airlines's 7 direct weekly flights. Use our "Nonstop" and "Airline" filters to find the United Airlines flight that'll arrive at SJC at a time that suits you.
How long does it take to fly from ORD to SJC with United Airlines?
Leave O'Hare Intl. Airport (ORD) for Norman Y. Mineta San Jose Intl. Airport (SJC) on a nonstop United Airlines flight, and you'll be in the sky for around 4h 51m.
What is the earliest United Airlines flight from ORD to SJC?
Jetting off from ORD at 9:05AM UTC-6, the earliest United Airlines flight to SJC arrives at 11:56AM UTC-8. Flying earlier in the day means you'll be less likely to experience delays.* Prefer to travel later? The last United Airlines flight from ORD to SJC departs at 9:05AM UTC-6 and touches down at 11:56AM UTC-8.*Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does United Airlines fly into in San Jose?
United Airlines flights from O'Hare Intl. Airport (ORD) to San Jose arrive at Norman Y. Mineta San Jose Intl. Airport (SJC) and San Francisco Intl. Airport (SFO). The main San Jose hub serviced by this carrier is SJC. It's worth checking out flights landing at nearby airports on Expedia as they may have cheaper fares.
Why fly with United Airlines from ORD to SJC?
Offering a rewarding loyalty program, United Airlines is a top choice for many passengers departing from ORD to SJC. Plus, if you're a United Mileage Plus and One Key™ member booking through Expedia, you can earn OneKeyCash™* on eligible flights on top of your airline miles.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
What type of plane does United Airlines fly from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
You'll probably be flying on an Airbus A319 for your United Airlines flight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC). However, you could be switched to another aircraft if there are operational changes.
Can I change or cancel my United Airlines flight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
Depending on the ticket type you purchased, a fee generally applies if you cancel or change your flight more than 24 hours after it's confirmed. To secure tickets with more flexibility, select our "Changes included" or "No cancel fee" filter while searching for flights. For additional information on modifying or canceling your reservation, go to "Trips," select your flight and click on "Manage Booking."

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