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Cheap Flights from San Jose to Chicago

Prices were available within the past 7 days and starts at $94 for one-way flights and $191 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

San Jose to Chicago route information

Origin Airport Norman Y. Mineta San Jose Intl.
Destination Airport O'Hare Intl.
Airlines Serving Alaska Airlines, American Airlines, Delta, United
Flight Price $191
Distance 1,824 mi

Cheap SJC to ORD Flights

Mar 17, 2020

Staff was helpful and courteous

Mar 15, 2020

I had a pleasant trip with AA, smooth and earlier arrival! I will definitely recommend AA for travels worldwide

Mar 4, 2020

Good pilot, during turbulence, smooth landing despite bumpy conditions

Feb 20, 2020

The pilot from this flight was incredible! He was so friendly and told us of a beautiful view we could see out the right side of the plane. One of the best flights I've been on in a long time.

Dec 29, 2019

Stewards were exceptionally nice, made things comfortable for everyone

Dec 2, 2019

Flight was delayed… But other than that everything went smoothly

Nov 21, 2019

I'm very happy flight with AA

Oct 29, 2019

seats were not comfortable, but overall, it was good

Oct 17, 2019

Wi-Fi didn’t work

Oct 5, 2019

Grateful for close seat to Chicago and close by gate for connection to BWI.