Journey information
Overview: Chicago, IL to San Jose, CA flight
Flights from Chicago, IL to San Jose, CA depart on average 55 times per day, taking around 4h 49m. Cheap flight tickets for this journey start at $211 (€168) but you can travel from only $157 (€126) by train.
There are 1 flights per day. The earliest flight runs at 00:43, the last at 23:33. The fastest flight covers the 1837 miles (2957 km) distance in 4h 48m. April is the cheapest month to fly.
Distance 1837 miles (2957 km) |
Average flight duration 4h 49m |
Cheapest ticket price $211 (€168) |
Flights per day 55 |
Direct flights 1 |
Fastest flight 4h 48m |
First flight 12:43 AM |
Last flight 11:33 PM |
Cheapest Month Apr |
Cheapest Day Fri |
High Season Jan - Mar |
Low Season Jul - Sep |
Best time to book 42 days |
The cheapest and fastest flights from Chicago, IL to San Jose, CA
Cheapest price
$371
Average price
$533
Fastest journey
6 h 16 m
Average duration
7 h 21 m
Flights per day
2
Distance
2957 km
The best way to find a cheap flight ticket from Chicago, IL to San Jose, CA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to San Jose, CA will cost around $533 if you buy it on the day, but the cheapest tickets can be found for only $371.
Of the 2 flights that leave Chicago, IL for San Jose, CA onFri, May 08, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, May 08 the direct flights cover the 2957 km distance in an average of 7 h 21 m but if you time it right, some flights will get you there in just 6 h 16 m .
On Fri, May 08 the longest flights will take 8 h 25 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
11:00 AM6h16Chicago, IL5:16 PMSan Jose, CA$3711One-way0 transfers
8:40 PM8h25Chicago, IL5:05 AMSan Jose, CA$6951One-way0 transfers
11:00 AM6h16Chicago, IL5:16 PMSan Jose, CA$3711One-way0 transfers
8:40 PM8h25Chicago, IL5:05 AMSan Jose, CA$6951One-way0 transfers
Travel Information
Compare bus, train, and flight for Chicago, IL to San Jose, CA
Omio recommends booking the train as it is the most popular option from Chicago, IL to San Jose, CA among Omio's users. If you are prioritising price take the bus with prices starting from $192. For those with little time consider booking a flight which can get you there in 4h 49m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.9 - 2.7kg. The ticket price range depends on the travel mode: a bus costs an average of $192, and a train costs an average of $157.
Distance: 1837 miles (2957 km)
Compare flight with
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$475 Average price | $598 Average price | $422 Average price Cheapest | $459 Average price (fuel + tolls) |
7h 49m Average total duration Fastest 4h 49m Onboard + 3h 0m Additional time* | 63h 4m Average total duration 62h 34m Onboard + 30m Additional time* | 52h 35m Average total duration 52h 5m Onboard + 30m Additional time* | 31h 29m Average total duration (door-to-door) |
8.9 - 17.7kg CO2 emissions | 0.9 - 2.7kg CO2 emissions Lowest | 3.0 - 7.4kg CO2 emissions | - CO2 emissions |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Chicago, IL to San Jose, CA:
A bus is $53 (€42) less than a flight for this route with tickets for a flight from Chicago, IL to San Jose, CA costing on average $475 (€380).
A bus is $176 (€141) less than a train for this route with tickets for a train from Chicago, IL to San Jose, CA costing on average $598 (€478).
Other travel options to San Jose, CA take longer:
Bus takes on average 52h 5m.
Train takes on average 62h 34m.
Live departures
Chicago, IL to San Jose, CA flight times
The table below shows live departures for Chicago, IL to San Jose, CA flights for today, Thursday, May 7. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:35 AM Chicago, IL | 4h59 | 6:34 AM San Jose, CA | 0 transfersDirect | |
![]() | 2:07 AM Chicago, IL | 26h58 | 5:05 AM San Jose, CA | 0 transfersDirect | |
![]() | 6:45 PM Chicago, IL | 4h48 | 11:33 PM San Jose, CA | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to San Jose, CA by bus, train, or flight
Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
May 08
May 09
May 10
May 11
May 12
May 13
May 14
Why should you book Chicago, IL to San Jose, CA flights with Omio?
Why book with Omio vs United?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare United with all available travel options, which are bus, train and flight to ensure you get the best deal for traveling from Chicago, IL to San Jose, CA.
Why book with Omio over Kayak, Skyscanner or Trip?
- Multiple modes of transport: Omio allows you to compare travel options including bus, train and flight to find the ideal travel option from Chicago, IL to San Jose, CA.
Airlines: United from Chicago, IL to San Jose, CAFind the best flights between Chicago, IL to San Jose, CA with Omio's travel partners United from $157 (€126). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
FAQs: Chicago, IL to San Jose, CA Flight
Find answers to the most common questions about traveling from Chicago, IL to San Jose, CA by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at San Jose, CA, this guide helps you travel smarter and with confidence.

- Silicon Valley Comic Con, a celebration of pop culture and technology featuring panels, exhibits, and celebrity guests
- San Jose Jazz Summer Fest, a weekend of live jazz performances from renowned artists
- Christmas in the Park, a holiday festival with decorated trees, lights, and entertainment in downtown San Jose
- San Jose International Film Festival, showcasing independent films from around the world with screenings and discussions.
- Winchester Mystery House, an architectural curiosity with a maze-like design and historical significance
- The Tech Interactive, an engaging science and technology center with hands-on exhibits
- San Jose Museum of Art, a contemporary art museum featuring works from the 20th and 21st centuries
- Rosicrucian Egyptian Museum, a museum dedicated to ancient Egyptian artifacts and culture
- Municipal Rose Garden, a beautiful and serene garden featuring over 3,500 rose bushes.
- Labor Day, pleasant weather and outdoor activities
- Thanksgiving, mild temperatures and a festive atmosphere
- New Year's Day, a time for fresh starts and local celebrations.
- Explore the Japanese Friendship Garden, a tranquil space inspired by Japanese landscape design
- Visit the Children's Discovery Museum, offering interactive exhibits for families and children
- Enjoy a performance at the San Jose Center for the Performing Arts, hosting a variety of shows and events
- Discover the history of Silicon Valley at the Computer History Museum
- Take a scenic hike in Alum Rock Park, offering trails and natural beauty.
popular airports
Popular airports from Chicago, IL to San Jose, CA
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
- Free Wi-Fi available throughout the airport.
- Shops are located in both terminals, including duty-free and tech shops like InMotion.
- Parking available in the hourly garage, approximately 2.8€ ($3) per hour.
- Restaurants are located in both terminals, including American and Mexican cuisine, with highlights like Gordon Biersch and Peet's Coffee.
- Available outside the terminal.
- Elevators, ramps
- Available throughout the airport, near gates and baggage claim areas.
- Hotels are located within walking distance, including the DoubleTree by Hilton.
- Showers are available in some lounges, but access may require a lounge pass or membership.
- Lounges available, including The Club at SJC in terminal A.
- Lost and Found located in terminal B, near baggage claim.
- Car rental services are available on-site, with companies like Hertz and Avis.
- VTA Route 60, Metro/Airport Station, 4 miles
More options for your journey from Chicago, IL to San Jose, CA
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