$71 Cheap flight deals from San Jose (SJC) to Chicago (CHI)
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This Weekend's Flight Deals from San Jose to Chicago
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $71 One Way, $140 Round Trip from San Jose to Chicago
Prices starting at $140 for return flights and $71 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Chicago economy flight packages
Swissotel - Chicago
Dec 19 - Dec 21
San Jose (SJC) to Chicago (ORD)
Chicago (ORD) to San Jose (SJC)
Reviewed on Sep 3, 2025
Hotel Riu Plaza Chicago
Dec 19 - Dec 21
San Jose (SJC) to Chicago (ORD)
Chicago (ORD) to San Jose (SJC)
Reviewed on Sep 2, 2025
Palmer House a Hilton Hotel
Dec 19 - Dec 21
San Jose (SJC) to Chicago (ORD)
Chicago (ORD) to San Jose (SJC)
Reviewed on Oct 20, 2025
More About Flying To Chicago from San Jose
Route Information for Flights from San Jose to Chicago
Origin Airport IATA Code | SJC |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
San Jose to Chicago
If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from San Jose to Chicago. Now you can book guaranteed low fares for San Jose to Chicago flights and plan your trip with confidence.
Great deals on flights from San Jose to Chicago
Cheap airfares on San Jose to Chicago flights allow you to stick to your budget and still have a great trip. We give you guaranteed low prices and make it easy to research and book discount flights using our website. Additionally, you can add your frequent flyer numbers to your Orbitz account profile, and this information will automatically be included on all your future reservations for qualified flights from San Jose to Chicago.
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San Jose to Chicago flights at discounted rates
Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on San Jose to Chicago flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.
Frequently asked questions
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Flights from San Jose
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San Jose Airports
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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.