Featured Airlines
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 40% on select hotels after you book a flight*
Plan, book, fly with confidence
Cheap Flights from Chicago to San Jose (ORD-SJC)
Prices were available within the past 7 days and start at S$177 for one-way flights and S$353 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$353 Return, found 4 days ago
S$353
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$405 Return, found 4 days ago
S$405
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$419 Return, found 4 days ago
S$419
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$459 Return, found 4 days ago
S$459
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$472 Return, found 4 days ago
S$472
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$485 Return, found 4 days ago
S$485
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$505 Return, found 4 days ago
S$505
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$508 Return, found 4 days ago
S$508
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$513 Return, found 4 days ago
S$513
Return
found 4 days ago
Sat, 27 Apr - Sat, 4 May
ORD
Chicago
SJC
San Jose
S$520 Return, found 4 days ago
S$520
Return
found 4 days ago
Origin airport | O'Hare Intl. |
Destination airport | Norman Y. Mineta San Jose Intl. |
Return price | S$352 |
Distance | 2919 km |
Average flight time | 4 hours 43 mins |
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, United, American Airlines. Our selection of flights from O'Hare 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 O'Hare 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$177 and roundtrip prices from S$353*.
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.
Frequently asked questions
- Trending Routes
- Trending Flights
- Top Flights Destinations
- More Carriers
- Nearby Airports
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Popular flights from Chicago
- Chicago to San Diego (ORD - SAN)
- Chicago to Newark (ORD - EWR)
- Chicago to Calgary (ORD - YYC)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Paris (ORD - CDG)
- Chicago to Boston (ORD - BOS)
- Chicago to Fort Lauderdale (ORD - FLL)
- Chicago to New York (ORD - LGA)
- Chicago to Madison (ORD - MSN)
- Chicago to Manila (ORD - MNL)
- Chicago to Barcelona (ORD - BCN)
- Chicago to New York (ORD - JFK)
Popular flights from Chicago
Top Flight Destinations Near Here
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Miami
- Flights to Panama City Beach
- Flights to Los Angeles
- Flights to San Diego
- Flights to Chicago
- Flights to Myrtle Beach
- Flights to Fort Lauderdale
- Flights to Destin
- Flights to Nashville
- Flights to Key West
- Flights to New Orleans
- Flights to Palm Springs
- Flights to Honolulu
- Flights to Boston
- Flights to Phoenix
- Flights to San Antonio
- Flights to Houston
San Jose Airports
San Francisco
S$330.70
Flights
Los Angeles to Baltimore (LAX - BWI)Los Angeles to Houston (LAX - IAH)Boston to San Francisco (BOS - SFO)Los Angeles to Seoul (LAX - ICN)Kelowna to Los Angeles (YLW - LAX)San Francisco to Los Angeles (SFO - LAX)Singapore to Chicago (SIN - ORD)San Francisco to Chicago (SFO - ORD)Toronto to San Francisco (YYZ - SFO)Buffalo to Los Angeles (BUF - LAX)San Francisco to New York (SFO - JFK)San Diego to Las Vegas (SAN - LAS)Los Angeles to Honolulu (LAX - HNL)Chicago to New York (ORD - LGA)Los Angeles to San Francisco (LAX - SFO)Newark to San Francisco (EWR - SFO)Singapore to Los Angeles (SIN - LAX)San Francisco to Las Vegas (SFO - LAS)Chicago to Singapore (ORD - SIN)San Francisco to Tucson (SFO - TUS)San Francisco to Singapore (SFO - SIN)Los Angeles to Singapore (LAX - SIN)Los Angeles to Miami (LAX - MIA)Los Angeles to Phoenix (LAX - PHX)Los Angeles to Las Vegas (LAX - LAS)Singapore to San Francisco (SIN - SFO)Los Angeles to New York (LAX - NYC)Las Vegas to San Francisco (LAS - SFO)Singapore to San Diego (SIN - SAN)New York to Los Angeles (NYC - LAX)
*Available to Expedia members.