
$87 Cheap flight deals from Chicago (CHI) to Silicon Valley (SJC)
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This Weekend's Flight Deals from Chicago to Silicon Valley
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $87 One Way, $170 Round Trip from Chicago to Silicon Valley
Prices starting at $170 for return flights and $87 for one-way flights to Silicon Valley were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Silicon Valley economy flight packages

Bay Bridge Inn
Nov 14 - Nov 18
Chicago (CHI) to San Francisco (SFO)
Reviewed on Jan 2, 2025

SureStay by Best Western San Francisco Marina District
Nov 14 - Nov 18
Chicago (CHI) to San Francisco (SFO)
Reviewed on Feb 6, 2025

Hotel Riu Plaza Fisherman's Wharf
Nov 14 - Nov 18
Chicago (CHI) to San Francisco (SFO)
Reviewed on Aug 11, 2025
Silicon Valley packages with premium economy flights

Bay Landing San Francisco Airport Hotel
Nov 6 - Nov 14
Chicago (ORD) to San Francisco (SFO)
San Francisco (SFO) to Chicago (ORD)
Reviewed on Sep 22, 2025


Treehouse Hotel Silicon Valley
Nov 6 - Nov 14
Chicago (ORD) to San Francisco (SFO)
San Francisco (SFO) to Chicago (ORD)
Reviewed on Jul 28, 2025
Silicon Valley first class flight packages

The Westin St. Francis San Francisco on Union Square
Nov 10 - Nov 13
Chicago (CHI) to San Francisco (SFO)
San Francisco (SFO) to Chicago (CHI)
Reviewed on Aug 26, 2025

Inn At The Opera
Nov 10 - Nov 13
Chicago (CHI) to San Francisco (SFO)
San Francisco (SFO) to Chicago (CHI)
Reviewed on Feb 21, 2022

San Francisco Proper Hotel
Nov 10 - Nov 13
Chicago (CHI) to San Francisco (SFO)
San Francisco (SFO) to Chicago (CHI)
Reviewed on Oct 7, 2023
More About Flying To Silicon Valley from Chicago
Route Information for Flights from Chicago to Silicon Valley
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | SJC |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Fly from Chicago to San Jose
Airports in Chicago
The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.
Chicago Airport Parking
Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.
Chicago Airport Transportation
There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.
Chicago Airport Restaurants
Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.
San Jose Airport Information
Get low-budget tickets for flights to San Jose with the help of Orbitz.com. San Jose International Airport serves San Jose City and is located two miles northwest of the downtown area. The airport is in proximity to the intersections of State Route 87, US Route 102 and Interstate 880; the major carriers at its two terminals are Southwest Airlines, Alaska Airlines, Horizon Air, American Eagle, Delta, JetBlue, United Express and US Airways.
Transportation From San Jose Airport
A free shuttle service is provided by the Route 10 Airport Flyer bus. You can also arrange for transportation from the airport by taxi, rental car or limousine through Orbitz.com. Parking will cost $15 at Economy Lot 1. Hourly lots 2, 3 and 5 each cost $2 per half hour, with a daily maximum of $30. For a more flexible budget, daily lots 4 and 6 will suffice, charging $22 a day.
San Jose Weather Information
January is quite cool, with an average temperature of 42º F. July is the hottest month, with an average temperature of 82º F. The city experiences an average of 257 sunny days per year.
San Jose's Major Attractions
For interactive adventures for children, visit Children's Discovery Museum, which is just under a mile from the city center. Other popular sites include St. Joseph Cathedral, the Happy Hollow Park and Zoo, the Municipal Rose Garden, Los Gatos Creek Trail, the Tech Museum, Alum Rock Park and the San Jose Museum of Art. Spring and fall are the best times to visit, as the weather is pleasant and resorts offer reasonable rates. You can easily find affordable flights to San Jose with the help of Orbitz.com.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.