Cheap Flights from Chicago (ORD) to San Jose (SJC) start at $35 for one-way and $81 for round trip. Earn your airline miles on top of our rewards!

Fly one-way from Chicago (Midway) to San Jose, CA, starting at $176. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to San Jose. Discover the best prices and deals for you by selecting your …

Flights from Chicago to San Jose. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to San Jose. Find the best flights fast, track...

Jan 2, 2025 · Looking for a cheap last-minute deal or the best round-trip flight from Chicago to San Jose International? Find the lowest prices on one-way and round-trip tickets right here.

There are 7 ways to get from Chicago to San Jose by plane, train, subway, bus, or car. Select an option below to see step-by-step directions and to compare ticket prices and travel times in …

2 days ago · Find United Airlines cheap flights from Chicago to San Jose. Enjoy a Chicago to San Jose modern flight experience in premium cabins with Wi-Fi.

4 days ago · Compare Chicago O'Hare International to San Jose flight deals. Find the cheapest month or even day of the year to fly to San Jose. Book the best San Jose fare with no extra …

Chicago (ORD) to San Jose (SJC) flight schedule. The monthly calendar shows every direct flight departure from Chicago O Hare International (ORD) with all airlines. Click on a date to see a …

Mar 25, 2015 · Find flights to San Jose from $33. Fly from Chicago O'Hare Airport on Spirit Airlines, Frontier and more. Search for San Jose flights on KAYAK now to find the best deal.