Cheap flights from Chicago to Oakland from CA$259

Travelers frequently search for route combinations, such as Chicago and Toronto, Vancouver, Calgary, Montreal, New Delhi, Miami, Mexico City, Edinburgh, Mumbai, Houston, New York, Fort Lauderdale, Raleigh, Kuwait City, Zürich, Paris, Palermo, Hyderabad, Split, Tuxtla Gutiérrez.

Travelers frequently search for route combinations, such as Oakland and Toronto, Vancouver, Calgary, Edmonton, Santa Ana, Mexico City, Denver, Montreal, London, Las Vegas, Berlin, Detroit, Amsterdam, Halifax, Athens, Winnipeg, Bellingham, Ottawa, Cancún.

Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.

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

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

Currently, you can fly between Chicago and Oakland with Volaris, VivaAerobus, Alaska Airlines, AeroMexico, Allegiant Air.

If you don’t have specific dates for your trip between Chicago and Oakland, 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 Chicago and Oakland, 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 Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, Dane County Regional, South Bend International, General Mitchell International, Fort Wayne International, General Wayne A. Downing Peoria International, Quad City International, Central Illinois Regional, Muskegon County, Kalamazoo/Battle Creek International