$79 Cheap flight deals from Chicago (CHI) to San Jose (SJC)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to San Jose

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 $79 One Way, $141 Round Trip from Chicago to San Jose

Prices starting at $141 for return flights and $79 for one-way flights to San Jose were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

San Jose economy flight packages

Price found within the past 48 hours. Click for updated prices.
Merced Inn and Suites
Sonesta Silicon Valley
Quality Inn Merced Gateway to Yosemite
Don't see what you're looking for?
See all available trips from Chicago to San Jose
View all trips

More About Flying To San Jose from Chicago

Route Information for Flights from Chicago to San Jose

Origin Airport IATA Code
CHI
Destination Airport IATA Code
SJC
Distance
1842 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Air Canada, JAL, Austrian, Aer Lingus, Emirates, Asiana Airlines, Virgin Australia, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Finnair, Royal Jordanian, Hawaiian Airlines, Iberia, ANA, Brussels Airlines, Lufthansa, Singapore Airlines, Gulf Air, British Airways
Earliest Flight Arrival
4:20PM UTC
Latest Flight Arrival
6:59AM UTC

Chicago to San Jose

Chicago to San Jose flights are offered at fantastic discount by Orbitz. Book air tickets now and cut those extra costs out of your travel budget to ensure a rewarding travel experience. With guaranteed low prices like these, can you afford to miss this discount?

Book cheap flights from Chicago to San Jose

Cheap airfares are available on flights from Chicago to San Jose. Use Orbitz to find the best flights that suit both your budget and the travel times that you need. Travelers who are looking for discounted rates on domestic or international flights need to look no further than Orbitz.

Orbitz goes mobile

As the world of technology rapidly expands around us, we are continuously finding new ways to improve our services, communications, and accessibility. With our cutting-edge mobile tools now available on Android, iPhone, and tablets, you can access detailed information on your bookings for flights from Chicago to San Jose at any time or anywhere. See your itinerary for your Chicago to San Jose flights, baggage and gate claim details, as well as hotel deals with our easy-to-use apps.

Get a great package with your Chicago to San Jose flights

With frequent updates on your flight status, including delays and changes in bookings, traveling becomes more hassle-free than ever. Not only do we offer huge discounted deals on flights from Chicago to San Jose, we also have fantastic savings on vacation packages, hotel room, cruises, activities, and car rentals so you can pick and choose and create the best travel package for you.

Frequently asked questions

Are there non-stop flights from Chicago to San Jose?
You’re in luck — you’ll find 3 airlines which fly nonstop between O’Hare Airport and San Francisco, CA (SFO-San Francisco Intl.). Here are some of the most popular:

  • United Airlines
  • American Airlines
  • Alaska Airlines

What is the shortest flight from Chicago to San Jose?
Jetting from O’Hare Airport to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) will take you at least 5 hours and 5 minutes. Indulge in a tipple and watch a movie or two — now’s your chance to just relax.
What airlines fly from Chicago to San Jose most frequently?
There are a few airlines offering frequent flights from O’Hare Intl. Airport (ORD) to SFO, including United Airlines (UA). The preferred choice of many travelers, it operates 243 flights on this route each month. American Airlines (AA) will also take you to your destination in comfort and style. Offering 126 flights every month between Chicago and San Jose, it’s another popular airline to look into.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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.