Selected fares from San Jose to Chicago

San Jose to Chicago Intro 27

Planning a romantic getaway, traveling the world at last or flying out to see the kids and grandkids? Orbitz On-the-Go saves you both time and money. Our cutting edge mobile tools and guaranteed low prices leave plenty of room in your budget for the important things in life. Find same-day deals on domestic flights from San Jose to Chicago, and bargain sales on international San Jose to Chicago flights.

Family Matters, and So Do Cheap Tickets

Don’t miss another birthday, graduation or wedding, wherever they are. Take advantage of Orbitz On-the-Go’s discount travel planning features to save on flights from San Jose to Chicago and San Jose to Chicago flights. Tell them you’ll be there, every single time.

Escape to Romance

Treat yourself and the one you love to a romantic hideaway. Orbitz budget air flights from San Jose to Chicago and San Jose to Chicago flights can be bundled into packages for extravagant savings at spa resorts and hotels.

See the World

It’s finally your time. Go wherever the wind takes you. Orbitz On-the-Go makes dreams come true. Book low fare flights from San Jose to Chicago, the world is at your fingertips.

Flight or Gate Changes? No Problem

Once you’ve reserved your low cost air ticket on San Jose to Chicago flights or flights from San Jose to Chicago, stay informed with Orbitz On-the-Go free alerts. Choose from email, voice and text notification. You’ll always know your flight status and gate number, and where and how to pick up your bags.

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Save more with Chicago Flight + Hotel packages

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 48 hours. 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.