$71 Cheap Flights from Chicago (ORD) to San Jose (SJC)

View $71 flight on Mon, Nov 17, 2025Opens 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 $71 for one-way flights and $170 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Tue, Dec 9 - Fri, Dec 12
ORD
Chicago
SJC
San Jose
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Tue, Dec 9 from Chicago to San Jose, returning Fri, Dec 12, priced at $170 found 6 days ago
Alaska Airlines
Mon, Dec 15 - Wed, Dec 31
ORD
Chicago
SJC
San Jose
$174 Roundtrip, found 5 days ago
$174
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Dec 15 from Chicago to San Jose, returning Wed, Dec 31, priced at $174 found 5 days ago
Alaska Airlines
Wed, Dec 17 - Mon, Jan 5
ORD
Chicago
SJC
San Jose
$176 Roundtrip, found 4 days ago
$176
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Dec 17 from Chicago to San Jose, returning Mon, Jan 5, priced at $176 found 4 days ago
Alaska Airlines
Fri, Feb 20 - Mon, Feb 23
ORD
Chicago
SJC
San Jose
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Fri, Feb 20 from Chicago to San Jose, returning Mon, Feb 23, priced at $179 found 5 days ago
Alaska Airlines
Wed, Dec 17 - Wed, Jan 14
ORD
Chicago
SJC
San Jose
$182 Roundtrip, found 5 days ago
$182
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Dec 17 from Chicago to San Jose, returning Wed, Jan 14, priced at $182 found 5 days ago
Delta
Sat, Dec 6 - Sat, Dec 13
ORD
Chicago
SJC
San Jose
$185 Roundtrip, found 5 days ago
$185
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Dec 6 from Chicago to San Jose, returning Sat, Dec 13, priced at $185 found 5 days ago
Alaska Airlines
Wed, Dec 3 - Wed, Dec 10
ORD
Chicago
SJC
San Jose
$186 Roundtrip, found 6 days ago
$186
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Wed, Dec 3 from Chicago to San Jose, returning Wed, Dec 10, priced at $186 found 6 days ago
American Airlines
Sat, Dec 6 - Sat, Dec 13
ORD
Chicago
SJC
San Jose
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Dec 6 from Chicago to San Jose, returning Sat, Dec 13, priced at $190 found 5 days ago
Frontier Airlines
Mon, Nov 17 - Wed, Nov 19
ORD
Chicago
SJC
San Jose
$191 Roundtrip, just found
$191
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Nov 17 from Chicago to San Jose, returning Wed, Nov 19, priced at $191 just found
United
Fri, Feb 6 - Tue, Feb 10
ORD
Chicago
SJC
San Jose
$193 Roundtrip, found 6 days ago
$193
Roundtrip
found 6 days ago
Select United flight, departing Fri, Feb 6 from Chicago to San Jose, returning Tue, Feb 10, priced at $193 found 6 days ago

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

February is typically the cheapest month to fly

From $107 - $405 per traveler.

Alternative airports near San Jose

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to San Francisco Intl. SFO. Cheapest option available. Average driving time to city center is 40 minutes. Flights from $262
SFO
San Francisco Intl.
Cheapest
Average driving time to city center40 min
Flights from $262
Select flight to Oakland Intl. OAK. Average driving time to city center is 41 minutes. Flights from $495
OAK
Oakland Intl.
Average driving time to city center41 min
Flights from $495

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) cost?
Snag a cheap one-way flight from $71 or cheap return flight from $170 from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
The cheapest month to fly from ORD to SJC is December, when demand is low. Off-peak season is generally when airlines offer better prices between these airports.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
You can fly straight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) on a United Airlines flight.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll fly you from ORD to SJC. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
On average, you'll only find 1 nonstop flight leaving from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) every day. If this isn't convenient for you, think about flights with a layover. Just customize your search on Expedia to include one stop or more to find a better alternative.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
Flights between ORD and SJC are busiest at 9 AM. If you're after a more relaxed atmosphere and potentially cheaper prices, look for a departure outside the usual busy windows.
What day of the week has the most flights from ORD to SJC?
If you jet off on a Sunday, you'll get the greatest range of options for flights from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
O'Hare Intl. Airport (ORD)'s first flight to Norman Y. Mineta San Jose Intl. Airport (SJC) departs at approximately 9:05AM UTC-6. With a travel time of 4h 51m, you'll arrive at around 11:56AM UTC-8.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
Flights from ORD to SJC have an average travel time of 4 hours and 51 minutes. The total distance between the two is 1,850 mi.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
Select a flight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures after this time are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for San Jose from O'Hare Intl. Airport (ORD)?
You'll touch down at San Francisco Intl. Airport (SFO) or Norman Y. Mineta San Jose Intl. Airport (SJC) when you travel to San Jose on a direct flight from O'Hare Intl. Airport (ORD).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) last-minute?
Last-minute fares from ORD to SJC are generally more expensive. To secure the lowest rates, start looking for flights well in advance. That said, if your travel plans are flexible, it's possible to find a cheap ticket right before you leave.
Is it cheaper to book an ORD to SJC flight and hotel package?
Securing an ORD to SJC flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our extensive range of accommodations and then add activities, flights and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC)?
In most instances, you can cancel or modify your ORD to SJC flight. However, additional charges may apply, especially if your booking was made more than 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you need further information, go to our Customer Service portal.

Travel information

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, United
Roundtrip price
$140
Distance
1824 mi
Average flight time
2 hours 50 mins

Book with confidence

Chicago to San Jose Flights

The cheapest times to fly from Chicago to San Jose

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to San Jose are during the month of December. You can find some of the cheapest flights from Chicago to San Jose with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to San Jose

Sunday is one of the best days to book for cheap flights from Chicago to San Jose: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to San Jose

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to San Jose in 2025. You can also book with separate airlines for your outbound and return journeys, from $71 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to San Jose flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to San Jose airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to San Jose Flights

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*Available to One Key members.