$85 Cheap Flights from Chicago (ORD) to San Jose (SJC)

View $85 flight on Thu, Aug 14, 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 $85 for one-way flights and $178 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, Jul 19 - Thu, Jul 24
ORD
Chicago
SJC
San Jose
$178 Roundtrip, found 2 days ago
$178
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jul 19 from Chicago to San Jose, returning Thu, Jul 24, priced at $178 found 2 days ago
Spirit Airlines
Tue, Jul 8 - Tue, Jul 15
ORD
Chicago
SJC
San Jose
$179 Roundtrip, found 13 hours ago
$179
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Tue, Jul 8 from Chicago to San Jose, returning Tue, Jul 15, priced at $179 found 13 hours ago
Spirit Airlines
Tue, Jul 15 - Tue, Jul 22
ORD
Chicago
SJC
San Jose
$189 Roundtrip, just found
$189
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jul 15 from Chicago to San Jose, returning Tue, Jul 22, priced at $189 just found
Spirit Airlines
Thu, Sep 4 - Mon, Sep 8
ORD
Chicago
SJC
San Jose
$191 Roundtrip, just found
$191
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Sep 4 from Chicago to San Jose, returning Mon, Sep 8, priced at $191 just found
Spirit Airlines
Tue, Jul 8 - Sat, Jul 12
ORD
Chicago
SJC
San Jose
$193 Roundtrip, just found
$193
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jul 8 from Chicago to San Jose, returning Sat, Jul 12, priced at $193 just found
Spirit Airlines
Mon, Jul 14 - Thu, Aug 14
ORD
Chicago
SJC
San Jose
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Jul 14 from Chicago to San Jose, returning Thu, Aug 14, priced at $197 just found
Alaska Airlines
Wed, Oct 29 - Wed, Nov 5
ORD
Chicago
SJC
San Jose
$226 Roundtrip, just found
$226
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Oct 29 from Chicago to San Jose, returning Wed, Nov 5, priced at $226 just found
Southwest Airlines
Tue, Sep 9 - Tue, Sep 16
ORD
Chicago
SJC
San Jose
$245 Roundtrip, found 7 hours ago
$245
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Tue, Sep 9 from Chicago to San Jose, returning Tue, Sep 16, priced at $245 found 7 hours ago
Frontier Airlines
Thu, Jul 10 - Sun, Jul 13
ORD
Chicago
SJC
San Jose
$286 Roundtrip, found 1 hour ago
$286
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Jul 10 from Chicago to San Jose, returning Sun, Jul 13, priced at $286 found 1 hour ago
Hawaiian Airlines
Mon, Nov 3 - Tue, Nov 18
ORD
Chicago
SJC
San Jose
$291 Roundtrip, found 2 days ago
$291
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Mon, Nov 3 from Chicago to San Jose, returning Tue, Nov 18, priced at $291 found 2 days ago

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. Average driving time to city center is 40 minutes. Flights from $399
SFO
San Francisco Intl.
Average driving time to city center40 min
Flights from $399
Select flight to Oakland Intl. OAK. Average driving time to city center is 41 minutes. Flights from $342
OAK
Oakland Intl.
Average driving time to city center41 min
Flights from $342
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
Roundtrip price
$177
Distance
1824 mi
Average flight time
4 hours 56 mins

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 July. 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 $85 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.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) cost?
You can score affordable return tickets from O'Hare Intl. Airport (ORD) to Norman Y. Mineta San Jose Intl. Airport (SJC) starting at $351. Grab a seat and start your adventure. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving ORD on July 16 2025 and touching down at SJC. The price was last updated on June 21 2025 and has not changed since.
What is the cheapest month to fly from ORD to SJC?
The cheapest flights from ORD to SJC are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 ORD to SJC?
With prices starting from $176 for a one-way flight from ORD to SJC, United is currently the cheapest carrier flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on September 16 2025. Prices were last updated on June 21 2025 and have not changed since.
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.

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