Cheap flights from San Jose, CA to Chicago, IL

A one-way nonstop (direct) flight between San Jose and Chicago takes around 4.3 hours.

The flight distance between San Jose and Chicago is 2940 km.

Several carriers operate flights between San Jose and Chicago. Airlines offering nonstop (direct) flights include United Airlines.

Travelers frequently search for route combinations, such as San Jose and Las Vegas, London, Washington, D.C., Dallas, St. Louis, San Diego, Denver, Phoenix, Cincinnati, Los Angeles, Seattle, Louisville, Atlanta, Austin, Des Moines, Charlotte, Houston, Burbank, Manchester, New Orleans.

Travelers frequently search for route combinations, such as Chicago and London, Dublin, Manchester, Toronto, Athens, Orlando, San Francisco, Hyderabad, New York, Las Vegas, Edinburgh, Denver, Bangkok, Minneapolis, Riga, Glasgow, Austin, San Juan, Edmonton, Tallinn.

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

Currently, you can fly between San Jose and Chicago with Alaska Airlines, United 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.