
$57 Cheap flight deals from Chicago (CHI) to Cupertino (SJC)
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This Weekend's Flight Deals from Chicago to Cupertino
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 $57 One Way, $155 Round Trip from Chicago to Cupertino
Prices starting at $155 for return flights and $57 for one-way flights to Cupertino were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Cupertino economy flight packages

Shashi Hotel Mountain View Palo Alto
Aug 6 - Aug 11
Chicago (ORD) to San Jose (SJC)
Reviewed on Dec 22, 2024


Hayes Mansion, San Jose - Curio Collection by Hilton
Jul 29 - Aug 5
Chicago (ORD) to San Jose (SJC)
Reviewed on May 17, 2025
More About Flying To Cupertino from Chicago
Route Information for Flights from Chicago to Cupertino
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | SJC |
Distance | 1842 mi |
Direct Flight Airlines | American Airlines, Qatar Airways, Air Canada, JAL, Fiji Airways, Austrian, Aer Lingus, Emirates, Asiana Airlines, Virgin Australia, Air New Zealand, United Airlines, Alaska Airlines, Qantas, China Southern Airlines, Royal Jordanian, Hawaiian Airlines, Iberia, ANA, Brussels Airlines, Lufthansa, Singapore Airlines, Gulf Air, British Airways |
Earliest Flight Arrival | 4:09PM UTC |
Latest Flight Arrival | 7:30AM UTC |
Chicago to Cupertino
If you are looking to get guaranteed low prices for Chicago to Cupertino flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.
Get Package Savings by Booking Flights and Hotels at the Same Time
Using the Orbitz Matrix display, you can see how much you will save on flights from Chicago to Cupertino if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.
Orbitz for Business Helps Corporations save Money
Orbitz can assist all businesses from the small to major corporations with discounts on flights from Chicago to Cupertino. We fine- tune your needs for Chicago to Cupertino flights and optimize your plans by assessing your business and coming up with ways for you to save on air tickets.
Using Online Check-In Makes Flying Simple
You can use the Orbitz website to check-in for your flights from Chicago to Cupertino. You can also make changes to your schedule or even cancel a flight.
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Cupertino 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.