Cheap flights from Chicago (CHI) to Silicon Valley (SJC)

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Lowest round trip fares by airline from Chicago and Silicon Valley

Cheapest prices ($54 One Way, $108 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Silicon Valley

Arena Hotel

Arena Hotel

4 out of 5
817 The Alameda, San Jose, CA
Stay at this 4-star vacation home in San Jose. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular ...
6.2/10 (1,394 reviews)
"Arena Hotel rescinded my booking one hour before my arrival. No reason given. I had to scramble to find a place to stay for the night. Good thing Orbitz helps you out."

Reviewed on Mar 13, 2023

Arena Hotel
Caravelle Inn Extended Stay

Caravelle Inn Extended Stay

2 out of 5
1310 N First Street, San Jose, CA
The price is $67 per night from Mar 30 to Mar 31
$67
per night
Mar 30 - Mar 31
Stay at this business-friendly motel in San Jose. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the comfy beds in our reviews. Popular ...
5.2/10 (1,001 reviews)
Great stay for the Buck"
"Friendly service, staff. Easy check in and affordable rates. Also conveniently located near the courthouses."

Reviewed on Mar 9, 2024

Caravelle Inn Extended Stay
Sterling Inn

Sterling Inn

2 out of 5
2234 The Alameda, Santa Clara, CA
The price is $109 per night from Apr 14 to Apr 15
$109
per night
Apr 14 - Apr 15
Stay at this motel in Santa Clara. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (1,005 reviews)
"The host was very nice and friendly. Parking was easy. The rooms were large and clean, but in need of updating. But for the price, they were completely fine. They could use better towels."

Reviewed on Mar 24, 2024

Sterling Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to Silicon Valley

Origin
Chicago
Destination
Silicon Valley
Number of Daily Flights
72
Earliest Flight Departure Date
Apr 5
Latest Flight Departure Date
Apr 6
Popular Airlines
Alaska Airlines

Cheap flights from Chicago to San Jose

Visitors coming from Chicago to San Jose will have a great time in the unofficial capital of the Silicon Valley. Located 55 miles south of San Francisco, San Jose benefits from its prime location in the Bay area as well as its proximity to the ocean. The San Pedro Square Farmer's Market is a great place to try local produce and the many parks allow for great picnic spots. Tech enthusiasts enjoy visiting the Tech Museum of Innovation while sports fans can attend a San Jose Sharks hockey game or minor league baseball game.

Key Facts

The San Jose International Airport (SJC) is a small airport located only 2 miles northwest of downtown San Jose. Though the downtown region of San Jose is quite compact, attractions in the region are spread out, making a rental car a smart option. To reach downtown from SJC, take Highway 87 south. Visitors also enjoy taking the short drive to San Francisco via Interstate 880.

Hints and Tips

A direct flight from O'Hare International Airport (ORD) to SJC takes about 4 and a half hours. The Rental Car Center at SJC is located across from the baggage claim area, and a shuttle is available to passengers who arrive via Terminal A.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.