Cheap Flight Deals From Chicago (CHI) to San José (SJO) Starting at $97

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This Weekend's Flight Deals from Chicago to San José

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 $97 One Way, $387 Round Trip from Chicago to San José

Prices starting at $387 for return flights and $97 for one-way flights to San José 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 José economy flight packages

Kunken Lodge
Marea Brava Hotel & Villas
Hotel Le Bergerac
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San José first class flight packages

Hampton by Hilton San Jose Airport
Holiday Inn San Jose-Aurola
Hilton Garden Inn Santa Ana San Jose
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More About Flying To San José from Chicago

Route Information for Flights from Chicago to San José

Origin Airport IATA Code CHI
Destination Airport IATA Code SJO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Find Cheap Flights 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

When you use Orbitz.com to purchase your air ticket, you will have a variety of cheap flights to San Jose to choose from. There are nine air passenger carriers that service the Mineta San José International Airport. American Airlines, Delta, Hawaiian Airlines, JetBlue, United, US Airways and Volaris use Terminal A, while Southwest and Alaska Airlines use Terminal B. The airport offers easy access to the city, as it is less than five miles northwest of downtown San Jose.

Ground Transportation in San Jose

If you hop on the VTA Airport Flyer, you will be able to access the Amtrak, the Metro Light Rail and Caltrain railways, Greyhound buses and the Bay Area Rapid Transit (BART). The Monterey Airbus and Santa Cruz Airport Flyer also make scheduled stops at the airport. There are several cab companies that service the airport, with fares between $15 and $20 for transportation into downtown San Jose. Book your flight with Orbitz.com, and you can also find deals on hotels that offer free airport shuttle service, or you can simply rent a car so that you can get around during your stay.

San Jose Weather Information

San Jose gets very little rainfall, and the year-round temperatures are rather moderate. You can expect the winter months to be in the low 40s to high 50s, and the summer months rarely venture higher than the low 80s. Nights can be cool in San Jose, so make sure you pack a light jacket or layer your clothes to accommodate the change in temperature.

What to Do in San Jose

If you're traveling with children, be sure to visit the Raging Waters water park, the Happy Hollow Park and Zoo and the Children's Discovery Museum of San Jose. Adults might prefer to visit one of the many museums, art galleries and theaters in San Jose. Whatever you decide to do while you're there, don't forget to come back to Orbitz.com to book cheap flights to San Jose for your next trip.

Frequently asked questions

Am I able to catch a flight from Chicago to San Jose now?
If you’re wondering about quarantine requirements and travel restrictions when getting a flight from Chicago to San Jose, go right to the Covid-19 Travel Advisor.
Are there non-stop flights from Chicago to San Jose?
Dust off your passport, because United Airlines will take you directly from Chicago to San Jose. Book your fare now and enjoy a stress-free, nonstop flight.
What is the shortest flight from Chicago to San Jose?
The shortest flight from O’Hare Intl. Airport (ORD) to Juan Santamaria Intl. Airport is around 5 hours and 39 minutes. Order a wine from the cabin crew, go over your travel itinerary or read a few magazines — you’ll have plenty of time on this medium-haul journey.
What airlines fly from Chicago to San Jose most frequently?
If you’re looking for the airline that offers the most flights from Chicago to San Jose, United Airlines is your best bet. This popular carrier operates 4 flights along this route per 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 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.