Cheap Flights from Chicago to San Jose

Advanced Options

Best Price
Guarantee

Best Price
Guarantee

An economy car will be added to your search. (You may change your car options later.)

Best Price
Guarantee

An economy car will be added to your search. (You may change your car options later.)

Best Price
Guarantee

Top Vacation Deals

Flight Deals found within the last 12 hours

No results found.

Last Minute Flight Deals

Vacation Deals found within the last 12 hours

Interesting Facts About Flights from Chicago to San Jose (MDW to SJC)

MDW to SJC Flight Schedule

A $ indicates that Expedia.com offers pricing for these airline's flights on the dates shown. A dot () indicates the airline has an available flight scheduled, but Expedia does not provide online booking at this time.

Cheap MDW to San Jose flights

Book your MDW to SJC flights with Expedia and find last-minute Chicago to San Jose airfare. Expedia offers discount airfare on multiple airline carriers that fly direct and indirect routes between MDW and SJC, with new flight deals and promotions almost daily. When you book your next trip from Midway Intl. to Norman Y. Mineta San Jose Intl. with Expedia, you can rest assured you’re getting great ticket prices and excellent service from one of the world’s most trusted travel providers.

Popular Flights from Chicago, Illinois

Browse popular flight destinations from Chicago (MDW), and plan your next exciting trip. Expedia has cheap flights from Chicago on multiple airline carriers, so book your next trip today!

Popular Flights from San Jose, California

Browse popular flight destinations from San Jose (SJC), and plan your next exciting trip. Expedia has cheap flights from San Jose on multiple airline carriers, so book your next trip today!

MDW to SJC Route Map


Worldwide Destinations

Car Rentals

Looking for Cheap Rental Cars in Santiago Dominican Republic? We offer excellent daily rates from the top rental car companies.

Flights

Expedia offers amazing deals on flights around the world. Find Monterey California Cheap Flights and feel confident that your online booking experience will be fast and easy.