Beginning of main content

Flights from San Jose to Chicago

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search Hotels

Search Flight + Hotel

Here are your best fares found in the past 7 days

Flights Fare Calendar Find minimum fare between San Jose and Chicago Click this button to get previous days data Click this button to get next days data $897 $769 $641 $513 $384 $256 $128 $0 26 27 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S Price is $686.59 on Copa Price is $754.07 on Interjet Price is $679.13 on Interjet Price is $676.74 on Interjet Price is $734.96 on Volaris Price is $547.89 on Spirit Airlines Price is $799.99 on Copa Price is $686.59 on Copa Price is $848.29 on Copa Price is $775.63 on Spirit Airlines Price is $581.19 on Interjet Price is $896.19 on Interjet Price is $810.49 on Copa Price is $602.09 on United Price is $647.99 on Spirit Airlines Price is $344.29 on Copa Price is $784.23 on Interjet Price is $344.29 on Copa Price is $344.29 on Copa Price is $547.89 on Spirit Airlines Price is $463.99 on Copa Price is $344.29 on Copa Price is $592.64 on Delta Price is $344.29 on Copa Price is $505.89 on Spirit Airlines Price is $479.64 on Spirit Airlines Price is $344.29 on Copa Price is $549.56 on Interjet Price is $461.59 on Spirit Airlines Price is $547.89 on Spirit Airlines Price is $344.29 on Copa Price is $344.29 on Copa Price is $344.29 on Copa Price is $344.29 on Copa Price is $344.29 on Copa Price is $344.29 on Copa Price is $344.29 on Copa Price is $344.29 on Copa Price is $344.29 on Copa Price is $369.39 on Spirit Airlines Price is $344.29 on Copa Price is $344.29 on Copa Price is $344.29 on Copa Price is $337.89 on Spirit Airlines Price is $337.89 on Spirit Airlines Price is $432.39 on Spirit Airlines Price is $337.89 on Spirit Airlines Price is $379.89 on Spirit Airlines Price is $344.29 on Copa Price is $370.14 on Interjet Price is $337.89 on Spirit Airlines Price is $341.63 on Interjet Price is $341.63 on Interjet Price is $343.89 on Interjet Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines Price is $332.34 on Interjet Price is $334.21 on Interjet Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines Price is $334.21 on Interjet Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines Price is $335.49 on Interjet Price is $335.49 on Interjet Price is $295.89 on Spirit Airlines Price is $335.49 on Interjet Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines Price is $295.89 on Spirit Airlines

Selected fares from San Jose to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

San Jose to Chicago Intro 12

Grab great fares on San Jose to Chicago flights with Orbitz, your #1 source for discount international and domestic air tickets. Our cutting-edge mobile tools and great online search functionality make booking your next budget trip a breeze.

Mobile Apps for Exclusive Deals on Flights From San Jose to Chicago

You don’t have to sit down at a computer to find the latest flight bargains. Orbitz offers a mobile app for Android, iPhone, and tablet devices, which will keep you alert to fantastic fares, hotel discounts, and more great savings. The app gives you real-time low fares for flights from San Jose to Chicago and lets you book your hotel room with a few simple clicks.

Find Your San Jose to Chicago Flights, Car, and Hotel in One Place

Orbitz gives you the latest deals on air fares, hotels, cruises, and car rentals at up to 50% off. Booking your flights from San Jose to Chicago is easy whether you are using a computer, with the Orbitz mobile app, or through m.orbitz.com on your mobile device’s Web browser.

Stay Informed on Your Trip

Orbitz sends you alerts about the latest updates to your San Jose to Chicago flights, such as delays. Receive the updates via your email or mobile phone. Use the Orbitz app to stay updated on your flight status and baggage claim details.

Earn Miles for Flights From San Jose to Chicago

On qualified flights, add your frequent flyer number to your booking to get miles or points for your trip.

Map

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.