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This Weekend's Flight Deals 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.

Fares from $40 One Way, $80 Round Trip from Chicago to San Jose

Prices starting at $80 for return flights and $40 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.

More About Flying To San Jose from Chicago

Route Information for Flights from Chicago to San Jose

Origin Airport IATA CodeCHI
Destination Airport IATA CodeSJC
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to San Jose

Find fantastic fares on domestic and international flights that suit your travel requirements and budget needs by heading to Orbitz. Orbitz has your cheap air tickets for flights from Chicago to San Jose.

Flights from Chicago to San Jose at bargain prices

Budgeting and hidden costs should be the least of your concerns when planning a trip. Your priority should be planning all the things you want to do during your stay. With our low fares on Chicago to San Jose flights, you know you are getting the best deal for your vacation or business trip budget—and not incurring hidden costs or paying for over-priced tickets offered by some airlines. We want to help you enjoy your trip the way you deserve.

Remain up-to-date on your flights from Chicago to San Jose

Orbitz ensures that you remain up-to-date with the latest flight information by sending free alerts to your mobile device or email. Additionally, our cutting-edge mobile apps let iPhone and Android users the capability to receive status reports and review baggage and gate claim details on their mobile devices. You can even book hotels or car rentals to go along with your Chicago to San Jose flights or view your itinerary using these useful and easy-to-use apps.

Orbitz booking discounts for Chicago to San Jose flights

Orbitz can remember your information, including numbers your frequent flyer and airline loyalty memberships, so you don’t have to re-enter information when you book your flights from Chicago to San Jose or other flights. Not only does this make booking flights a breeze, you no longer have to go through the hassle of looking up your frequent flyer numbers to add them to your flight reservation.

Flights from Chicago to San Jose - Frequently Asked Questions

Are there non-stop flights from Chicago to San Jose?

There most certainly are, which is excellent news if you're not a fan of swapping planes en route. American Airlines and United Airlines offer nonstop flights from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.).

What is the shortest flight from Chicago to San Jose?

The quickest flight from Chicago, IL (ORD-O'Hare Intl.) to San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) is 4 hours and 28 minutes. Slip a few things into your carry-on to keep you occupied, like the latest edition of your favorite magazine or your travel journal.

What airlines fly from Chicago (and vicinity) to San Jose most frequently?

The airlines that fly the most frequently between Chicago, IL Airport (ORD-OHare Intl.) and San Jose, CA Airport (SJC-Norman Y. Mineta San Jose Intl.) include American Airlines (AA). This popular option operates 49 flights on the route every month. If you want a few more options, have a look at the ticket prices with United Airlines (UA), which offers 20 flights from Chicago (and vicinity) to San Jose every month.

If I am not able to travel due to COVID-19, can I cancel my flight to San Jose?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to San Jose have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to San Jose with flexible change policies?

In most cases you'll have the option to reschedule your flight to San Jose without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

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 2019 shows that Tuesday is the cheapest day to depart, followed by Monday. 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 the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a fresh start to the new year. Be aware that the most expensive time to fly isn't the height of summer, as most people assume, but the festive month of December.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2019 saved over 50% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2019. 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.