Cheap flights from San Jose to Chicago from £103

Travelers frequently search for route combinations, such as San Jose and Los Angeles, Guadalajara, Las Vegas, San Diego, London, Morelia, Phoenix, Honolulu, Toronto, Mexico City, Dallas, Tokyo, Burbank, Edmonton, León, Calgary, Vancouver, New York, San Francisco, Seattle.

Travelers frequently search for route combinations, such as Chicago and London, Mexico City, New York, Guadalajara, Edinburgh, Dallas, Manchester, Morelia, Atlanta, Los Angeles, Houston, León, Leeds, Orlando, San Francisco, Philadelphia, Tampa, Miami, Monterrey, Birmingham.

The main airport in San Jose is San Jose International. It is also served by San Francisco International, Sacramento International, Fresno Yosemite International, Oakland International, San Jose International, Stockton Metropolitan, Monterey Regional, Charles M. Schulz–Sonoma County, Merced Regional.

The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, South Bend International, General Mitchell International, Dane County Regional, Fort Wayne International, Quad City International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, Kalamazoo/Battle Creek International.

Currently, you can fly between San Jose and Chicago with Hawaiian Airlines, Volaris, Alaska Airlines, Frontier Airlines, Porter Airlines.

If you don’t have specific dates for your trip between San Jose and Chicago, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Traveling between San Jose and Chicago, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

There are a number of airports in and around San Jose. The main one is San Jose International and other nearby airports include San Francisco International, Sacramento International, Fresno Yosemite International, Oakland International, San Jose International, Stockton Metropolitan, Monterey Regional, Charles M. Schulz–Sonoma County, Merced Regional

There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, South Bend International, General Mitchell International, Dane County Regional, Fort Wayne International, Quad City International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, Kalamazoo/Battle Creek International.