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Chicago to San Jose flights

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  • Cheap flights with over 660 airlines
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  • Flights to San Jose from £179

Cheap last minute flights to San Jose

Latest deals and top flight routes from Chicago airports.

Departure Wed, 07 Oct Return Fri, 09 Oct
CHI Chicago
SJC San Jose
return from £179
Departure Sat, 17 Oct Return Sat, 24 Oct
CHI Chicago
SJC San Jose
return from £1,057
Flight route information
Find out further information on Chicago and San Jose to help you prepare for your trip.
Chicago airports
  • ( O'hare International Airport (ORD)
    How far from city centre: 14 miles
  • ( Pal Waukee (PWK)
    How far from city centre: 22 miles
  • ( Midway Airport (MDW)
    How far from city centre: 4 miles
  • ( Dupage County (DPA)
    How far from city centre: 27 miles
  • ( Chicago Nas (NOH)
    How far from city centre: 22 miles
  • ( Merrill C Meigs (CGX)
    How far from city centre: 7 miles
San Jose airports
  • ( San Francisco Intl Airport (SFO)
    How far from city centre: 33 miles
  • ( San Jose Mnpl (SJC)
    How far from city centre: 2 miles
  • ( Reid Hillview (RHV)
    How far from city centre: 2 miles
  • ( Embarkader (EMB)
    How far from city centre: 43 miles
K Distance: 1833 miles

Search for flights from Chicago to San Jose

Find cheap flights from Chicago to San Jose with the Opodo search engine. Whether it’s on business, for a relaxing holiday or to visit loved ones, you will find all the best deals on flights from Chicago with Opodo, featuring cheap flights by all the top low cost and standard airlines. By simply entering your preferences in our speedy search engine, a large selection of options will be returned from which you just need to select the best deal that works for you. We’ll do the rest! Alternatively, if you are flexible on dates or an early bird, discover the cheapest day to fly from Chicago to San Jose to ensure you get the best price. Find exclusive discounts by downloading the Opodo App and subscribing to our newsletter to stay in touch with the best offers on flights, hotels and more. Finally, don’t forget to book a hotel or car hire to complete your journey, all of which you will find on Opodo, your one-stop travel shop. Then just sit back and relax and enjoy your holidays!

Frequent asked questions about flights from Chicago to San Jose

How is COVID-19 affecting flights from Chicago to San Jose?
At Opodo we want to make sure that your travel plans are not affected by any cancelation as well as any possible restrictions United States may apply when travelling from Chicago. Is your flight cancelled? We've got your back! With our flexible ticket guarantee you can decide if you want to book another flight - free of rebooking fee - or get a full refund!
🔍 How can I find cheap flights from Chicago to San Jose at Opodo?
Our search engines have found flights from 179€ for the route Chicago - San Jose. At Opodo we use different machine learned based methodologies to find our costumers the cheapest option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
📉 When is the best time to book a flight from Chicago to San Jose?
According to real customer data from our website, the most popular months to book a trip from Chicago to San Jose are July, January and November.
📅 When is the best time to travel from Chicago to San Jose?
The best time of the year to go to San Jose when flying from Chicago depends on several preference factors like climate, seasonality and, of course, price. When it comes to popularity, November is the top 1 month to fly to  San Jose from Chicago in terms of searches from our cutomer, followed by September and January. If you prefer to avoid high peaks of turism, however, and escape a crowded period March, October and December are the months with less volume of searchs for the route Chicago -  San Jose.
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