$87 Cheap flight deals from Chicago (CHI) to San Jose (SJC)

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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 $87 One Way, $170 Round Trip from Chicago to San Jose

Prices starting at $170 for return flights and $87 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

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Holiday Inn Express & Suites San Jose Airport by IHG
Aloft Cupertino
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San Jose packages with premium economy flights

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Spark by Hilton San Jose Airport
Shashi Hotel Mountain View Palo Alto
Hotel Paradox, Autograph Collection
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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
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to San Jose

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Orbitz now offers free apps for iPad, iPhone, and Android users. You can use Orbitz on these devices to search for affordable fares and to book flights from Chicago to San Jose. Mobile apps also allow users to view, compare, and book hotel rooms with just a few taps on the screen and let you access up-to-date flight and baggage claim information in a matter of seconds.

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Earn miles or points on select Chicago to San Jose flights to boost your frequent flyer travel rewards. When using Orbitz to book domestic or international flights, include your frequent flyer numbers or add these details to your Orbitz user profile so they are included with your reservation.

Keep Everyone Updated With Flight Alerts

Orbitz is the ideal way to book flights from Chicago to San Jose. Free Orbitz alerts can be sent to you and as many as six of your contacts about changes to your Chicago to San Jose flights. This keeps everyone notified of flight delays or any other disruptions that might impact your arrival time.

Orbitz Makes It Easy to Plan Your Trips on a Budget

You can always find affordable flights from Chicago to San Jose on Orbitz. Use different airlines to book arrival and departure flights, take advantage of vacation package deals, and secure exclusive rewards.

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.