
$53 Cheap flight deals from Chicago (CHI) to San Jose (SJC)
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This Weekend's Flight Deals from Chicago to San Jose
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 $53 One Way, $105 Round Trip from Chicago to San Jose
Prices starting at $105 for return flights and $53 for one-way flights to San Jose were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
San Jose economy flight packages



Cupertino Hotel
Aug 11 - Aug 16
Chicago (MDW) to San Jose (SJC)
Reviewed on Mar 2, 2024
San Jose first class flight packages


Shashi Hotel Mountain View Palo Alto
Aug 18 - Aug 25
Chicago (ORD) to San Jose (SJC)
Reviewed on Dec 22, 2024

Hyatt Place San Jose Airport
Aug 18 - Aug 25
Chicago (ORD) to San Jose (SJC)
Reviewed on May 24, 2025
More About Flying To San Jose from Chicago
Route Information for Flights from Chicago to San Jose
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | SJC |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to San Jose
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Unbeatable Deals for Flights From Chicago to San Jose
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Easy Flight Cancellation
In most cases, you can cancel flights from Chicago to San Jose online with the same ease as you booked them.
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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.