
Popular airlines from Chicago Midway Airport (MDW) to Norman Y. Mineta San Jose Intl. Airport (SJC)
- Scoot
Scoot
- AirAsia
AirAsia
- Jetstar Asia
Jetstar Asia
- Thai AirAsia
Thai AirAsia
- Indonesia AirAsia
Indonesia AirAsia
- Singapore Airlines
Singapore Airlines
- China Eastern Airlines
China Eastern Airlines
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Cheap Flights from Chicago to San Jose (MDW-SJC)
Prices were available within the past 7 days and start at S$237 for one-way flights and S$470 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, 12 May - Tue, 13 May
MDW
Chicago
SJC
San Jose
S$470 Return, found 3 days ago
S$470
Return
found 3 days ago

Mon, 5 May - Thu, 8 May
MDW
Chicago
SJC
San Jose
S$577 Return, found 5 days ago
S$577
Return
found 5 days ago

Sat, 31 May - Sat, 7 Jun
MDW
Chicago
SJC
San Jose
S$636 Return, just found
S$636
Return
just found

Mon, 12 May - Tue, 13 May
MDW
Chicago
SJC
San Jose
S$769 Return, found 3 days ago
S$769
Return
found 3 days ago

Thu, 29 May - Thu, 5 Jun
MDW
Chicago
SJC
San Jose
S$796 Return, found 2 days ago
S$796
Return
found 2 days ago

Mon, 26 May - Mon, 2 Jun
MDW
Chicago
SJC
San Jose
S$823 Return, found 4 days ago
S$823
Return
found 4 days ago

Thu, 29 May - Thu, 5 Jun
MDW
Chicago
SJC
San Jose
S$902 Return, found 2 days ago
S$902
Return
found 2 days ago

Mon, 5 May - Thu, 8 May
MDW
Chicago
SJC
San Jose
S$906 Return, found 5 days ago
S$906
Return
found 5 days ago

Mon, 26 May - Mon, 2 Jun
MDW
Chicago
SJC
San Jose
S$929 Return, found 4 days ago
S$929
Return
found 4 days ago

Mon, 26 May - Mon, 2 Jun
MDW
Chicago
SJC
San Jose
S$1,089 Return, found 4 days ago
S$1,089
Return
found 4 days ago

Mon, 26 May - Mon, 2 Jun
MDW
Chicago
SJC
San Jose
S$1,116 Return, found 4 days ago
S$1,116
Return
found 4 days ago
Origin airport | Midway Intl. |
Destination airport | Norman Y. Mineta San Jose Intl. |
Return price | S$470 |
Distance | 2933 km |
Perfect flights from Chicago to San Jose
Your Journey from Chicago to San Jose
Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to San Jose caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
Choosing Your Ideal Flight
With Expedia, you have access to a wide range of airlines, including Delta. Our selection of flights from Midway Intl. to Norman Y. Mineta San Jose Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
Maximizing Value with Chicago to San Jose Flights
Experience the joy of finding cheap flights from Midway Intl. to Norman Y. Mineta San Jose Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$237 and roundtrip prices from S$470*.
Pre-Flight Essentials
Ensure a smooth journey from Chicago to San Jose with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
Experience the Vibrant San Jose
Picture yourself stepping off the plane in San Jose and immersing yourself in the unique atmosphere of San Jose. From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
Added Convenience on Your Chicago to San Jose Flight
Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to San Jose.
Beyond the Flight – Exploring San Jose
With Expedia, your adventure extends beyond the flight. Explore San Jose at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
Book Your Flight from Chicago to San Jose with Confidence
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to San Jose with confidence. Book your travel arrangements with Expedia today.
*Note: Prices may vary based on availability and are subject to change.
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Popular flights from Chicago
Popular flights to San Jose
- Newark Liberty Intl. Airport to San Jose (EWR - SJC)
- Los Angeles to San Jose (LAX - SJC)
- Colorado Springs to San Jose (COS - SJC)
- New York to San Jose (LGA - SJC)
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- Busan to San Jose (PUS - SJC)
- Baltimore to San Jose (BWI - SJC)
- Philadelphia to San Jose (PHL - SJC)
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- Des Moines to San Jose (DSM - SJC)
Popular flights to San Jose
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San Jose Airports
San Francisco
Chicago Airports
Chicago
S$469.50
Nearby Airports
- O'Hare Intl. Airport (ORD)
- Kenosha Regional Airport (ENW)
- South Bend Intl. Airport (SBN)
- Greater Rockford Airport (RFD)
- Waukesha County Airport (UES)
- Purdue University Airport (LAF)
- Central Illinois Regional Airport (BMI)
- Kalamazoo-Battle Creek Intl. Airport (AZO)
- Dane County Regional Airport (MSN)
- University Of Illinois Urbana-Champaign Williard Airport (CMI)
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