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Chicago to San Jose Air Ticket Price

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Trends of Expected Cheapest Flight Price for Coming Weeks & Month

Chicago (CHI) - San Jose (SJO)

  • 814
  • 1521
  • 2228
  • Sep

    294
  • 511
  • 1218
  • 1925
  • Oct

    262
  • 39
  • 1016
  • 1723
  • 2430

Chicago to San Jose Flight Information

Cheapest return ticket price

US$305

Cheapest direct flight price

US$69

Peak season for travel

October

Off-season for travel

August

Frequently Asked Questions

  • When are flight tickets from Chicago to San Jose the cheapest?

    Airlines adjust prices for flights from Chicago to San Jose based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much are flights from Chicago to San Jose?

    According to Trip.com's data, the lowest price is around US$587.
  • How long does it take to fly from Chicago to San Jose?

    It takes about 5 hours 9 minutes to fly from Chicago to San Jose.
  • What is the transportation method from the main airport to downtown in San Jose?

    • The distance from Juan Santamaria International Airport to downtown is about 15km, by taxi about 30 minutes.
  • What time does the earliest flight from Chicago to San Jose depart?

    The earliest flight departs from Chicago at 09:50 and arrives in San Jose at 14:02.
  • What time does the latest flight from Chicago to San Jose depart?

    The latest flight departs from Chicago at 17:53 and arrives in San Jose at 23:18.
  • What are some travel guidelines for San Jose during the COVID19 pandemic?

    Entry restrictions and flight schedule changes and cancellations are frequently updated and subject to change. If you plan to travel to San Jose, please obtain the most updated information from the airline you plan to book your travels with. You can also refer to COVID19 Country/Region Entry Restrictions for more information.
  • Which airlines offer free date changes for flights to this city during the COVID19 pandemic?

    There are no airlines with flights to this city that provide this service. Please use this information as a reference only and confirm with the airline prior to booking.
  • Plan Your Trip from Chicago to San Jose

    San Jose attracts thousands of visitors every year for both business and pleasure. Whether you’re taking a last-minute break or a much needed getaway, flights from Chicago to San Jose on Trip.com can help you get there with ease. With Trip.com, you can browse popular airlines with flights to San Jose, check the best season to visit, and preview San Jose attractions before you arrive. With flight deals and exciting attractions waiting for you to explore in San Jose, the best time to book flights from Chicago to San Jose is now! Planning a trip from Chicago to San Jose is easy when you use Trip.com to help you make travel arrangements. Whether you are flying one-way, non-stop, or round-trip, you will find just the flight you need with us. If you want to lock in a great deal for your flights, go for a round-trip flight, if you need flexibility with your itinerary, book a one-way flight to San Jose. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online and on the go. Pack your travel accessories, make a must-see bucket list, and book your flight to San Jose on Trip.com today!

  • A Trip to Remember (CHI—SJO)

    Make your journey from Chicago (CHI) to San Jose (SJO) a trip to remember by using Trip.com to view San Jose attractions before you arrive. Once you know what to do in San Jose, you can reserve and book in advance for the best travel experience possible. Planning ahead is the most effective way to ensure your whole travel experience goes smoothly. Whether you need help choosing the perfect restaurant, discovering the best places to try local flavors, or finding the most stunning views in town, Trip.com is with you every step of the way for your trip to San Jose.