$69 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 $69 One Way, $138 Round Trip from Chicago to San Jose

Prices starting at $138 for return flights and $69 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.
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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
1842 mi
Direct Flight Airlines
JAL, Fiji Airways, Air New Zealand, United Airlines, Qantas, Iberia, Brussels Airlines, Air China, Singapore Airlines, Gulf Air, American Airlines, Qatar Airways, Air Canada, Aer Lingus, Austrian, Emirates, Asiana Airlines, Virgin Australia, Alaska Airlines, China Southern Airlines, Royal Jordanian, Finnair, ANA, Lufthansa, British Airways
Earliest Flight Arrival
8:59PM UTC
Latest Flight Arrival
7:01AM UTC

Chicago to San Jose

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Treat yourself and the one you love to a romantic hideaway. Orbitz budget air flights from Chicago to San Jose and Chicago to San Jose flights can be bundled into packages for extravagant savings at spa resorts and hotels.

See the World

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Once you’ve reserved your low cost air ticket on Chicago to San Jose flights or flights from Chicago to San Jose, stay informed with Orbitz On-the-Go free alerts. Choose from email, voice and text notification. You’ll always know your flight status and gate number, and where and how to pick up your bags.

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.