Featured airlines
- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 40% on select hotels after you book a flight*
Cheap Flights from San Jose (SJC) to Chicago (ORD)
Prices were available within the past 7 days and start at ฿5,815 for one-way flights and ฿17,115 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿17,115 Return, found 1 day ago
฿17,115
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿17,710 Return, found 1 day ago
฿17,710
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿18,130 Return, found 1 day ago
฿18,130
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿18,140 Return, found 1 day ago
฿18,140
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿18,455 Return, found 1 day ago
฿18,455
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿18,475 Return, found 1 day ago
฿18,475
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿18,730 Return, found 1 day ago
฿18,730
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿19,050 Return, found 1 day ago
฿19,050
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿19,065 Return, found 1 day ago
฿19,065
Return
found 1 day ago

Thu, 13 Mar - Sun, 16 Mar
SJC
San Jose
ORD
Chicago
฿19,100 Return, found 1 day ago
฿19,100
Return
found 1 day ago
Origin airport | Norman Y. Mineta San Jose Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | American Airlines, Delta, United |
Return price | ฿17,115 |
Distance | 2919 km |
Perfect flights from San Jose to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from San Jose to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of Chicago, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Norman Y. Mineta San Jose Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from ฿5,815 and roundtrip prices from ฿17,115. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore Chicago and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your SJC to ORD travel arrangements today and embark on the journey of a lifetime in Chicago.
Frequently asked questions
- Trending Routes
- Top Flights Destinations
- Related Airlines
- Nearby Airports
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from San Jose
Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- Los Angeles to Chicago (LAX - ORD)
- Bangkok to Chicago (BKK - ORD)
- Paris to Chicago (CDG - ORD)
- New York to Chicago (LGA - ORD)
- Chiang Mai to Chicago (CNX - ORD)
- New York to Chicago (JFK - ORD)
- Seattle to Chicago (SEA - ORD)
- Phuket to Chicago (HKT - ORD)
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Miami
- Flights to Key West
- Flights to New Orleans
- Flights to Chicago
- Flights to San Diego
- Flights to Honolulu
- Flights to Nashville
- Flights to Myrtle Beach
- Flights to Los Angeles
- Flights to Boston
- Flights to Phoenix
- Flights to San Francisco
- Flights to Houston
- Flights to Atlanta
San Jose Airports
San Francisco
฿8,710.00
Expedia's Latest Trends
Flights
Flights from Bangkok (BKK) to San Francisco (SFO)Flights from Chantilly (IAD) to Los Angeles (LAX)Flights from Narita (NRT) to Los Angeles (LAX)Flights from Bangkok (BKK) to San Diego (SAN)Flights from Sa Khu (HKT) to San Francisco (SFO)Flights from Los Angeles (LAX) to Bangkok (BKK)Flights from San Francisco (SFO) to New York (JFK)Flights from Boston (BOS) to Los Angeles (LAX)Flights from Chicago (ORD) to San Francisco (SFO)Flights from Incheon (ICN) to Los Angeles (LAX)Flights from Orlando (MCO) to San Francisco (SFO)Flights from Bangkok (BKK) to Santa Ana (SNA)Flights from Los Angeles (LAX) to San Francisco (SFO)Flights from Los Angeles Intl. to NYC-All AirportsFlights from Bangkok (BKK) to Los Angeles (LAX)Flights from Los Angeles (LAX) to Minneapolis - St. Paul (MSP)Flights from Los Angeles (LAX) to Incheon (ICN)Flights from NYC-All Airports to Los Angeles Intl.Flights from Palm Springs Intl. to ROM-All AirportsFlights from Las Vegas (LAS) to San Francisco (SFO)Flights from San Francisco (SFO) to Las Vegas (LAS)Flights from Los Angeles (LAX) to Las Vegas (LAS)Flights from San Francisco (SFO) to Bangkok (BKK)Flights from San Francisco (SFO) to Los Angeles (LAX)Flights from Sa Khu (HKT) to Los Angeles (LAX)Flights from Bangkok (BKK) to Los Angeles (ONT)Flights from Los Angeles (LAX) to Miami (MIA)Flights from Los Angeles (LAX) to Narita (NRT)Flights from Los Angeles (LAX) to Sa Khu (HKT)Flights from Dallas (DFW) to Los Angeles (LAX)
*Available to Expedia members.