S$155 Cheap Flights from Chicago to San Jose

View S$155 flight on Mon, 9 Mar, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)

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

Prices were available within the past 7 days and start at S$155 for one-way flights and S$309 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$309 Return, found 21 hours ago
S$309
Return
found 21 hours ago
Select Delta flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$309 found 21 hours ago
Delta
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$347 Return, found 21 hours ago
S$347
Return
found 21 hours ago
Select Delta flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$347 found 21 hours ago
Delta
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$360 Return, found 21 hours ago
S$360
Return
found 21 hours ago
Select Delta flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$360 found 21 hours ago
Delta
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$387 Return, found 21 hours ago
S$387
Return
found 21 hours ago
Select Delta flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$387 found 21 hours ago
Delta
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$399 Return, found 21 hours ago
S$399
Return
found 21 hours ago
Select Delta flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$399 found 21 hours ago
Delta
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$426 Return, found 21 hours ago
S$426
Return
found 21 hours ago
Select Delta flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$426 found 21 hours ago
Delta
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$432 Return, found 21 hours ago
S$432
Return
found 21 hours ago
Select Delta flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$432 found 21 hours ago
Delta
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$491 Return, found 21 hours ago
S$491
Return
found 21 hours ago
Select Delta flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$491 found 21 hours ago
United
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$556 Return, found 21 hours ago
S$556
Return
found 21 hours ago
Select United flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$556 found 21 hours ago
American Airlines
Mon, 9 Mar - Tue, 10 Mar
ORD
Chicago
SJC
San Jose
S$571 Return, found 21 hours ago
S$571
Return
found 21 hours ago
Select American Airlines flight, departing Mon, 9 Mar from Chicago to San Jose, returning Tue, 10 Mar, priced at S$571 found 21 hours ago

Find the cheapest month to fly from Chicago (ORD) to San Jose (SJC)

February is typically the cheapest month to fly

From S$140 - S$405 per traveller.

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to SJC?
Pack your bags, because round-trip flights from ORD to San Jose Intl. Airport start from S$309. That's based on fares listed within the last 7 days on Expedia for flights departing within the next year. Prices can change quickly, so book now to lock in the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Norman Y. Mineta San Jose Intl. Airport (SJC)?
This varies between airlines, as each has its own terms and conditions. Visit the Customer Service Portal, where you'll find easy instructions on how to cancel online.
How do I find cheap flights from ORD to SJC 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 O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from ORD to SJC?
The flying distance between O'Hare Intl. Airport (ORD) (ORD) and SJC (SJC) is 2,900 kilometres. Sneak in a nap or get stuck into a book and the journey will zip on by.
Which airlines fly direct from ORD to San Jose Intl. Airport?
Operating 30 flights monthly, United Airlines (UA) is a great choice when flying directly from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC).
Are ORD to San Jose Intl. Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from O'Hare Intl. Airport (ORD) to San Jose Intl. Airport at the last minute could save you some serious cash. However, it might cost you a whole lot more! If you'd rather play it safe, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back regularly as deals are updated on Expedia all the time.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Norman Y. Mineta San Jose Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$308
Distance
2919 km

Book with confidence

Perfect flights from Chicago to San Jose

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Experience the joy of finding cheap flights from O'Hare Intl. to Norman Y. Mineta San Jose Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$155 and roundtrip prices from S$309*.
 

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Chicago to San Jose

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