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 $208 (€168) but you can travel from only $155 (€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 $208 (€168) |
Flights per day 55 |
Direct flights 1 |
Fastest flight 4h 48m |
Cheapest month April |
First flight 00:43 |
Last flight 23:33 |
The cheapest and fastest flights from Chicago, IL to San Jose, CA
Cheapest price
$216
Average price
$329
Fastest journey
4 h 59 m
Average duration
7 h 5 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 $329 if you buy it on the day, but the cheapest tickets can be found for only $216.
Of the 2 flights that leave Chicago, IL for San Jose, CA onMon, Mar 23, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Mar 23 the direct flights cover the 2957 km distance in an average of 7 h 5 m but if you time it right, some flights will get you there in just 4 h 59 m .
On Mon, Mar 23 the longest flights will take 9 h 10 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.




Travel Information
Compare train, flight, and bus 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 $190. 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 $190, and a train costs an average of $155.
Distance: 1837 miles (2957 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
$469 Average price | $590 Average price | $416 Average price Cheapest |
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* |
8.9 - 17.7kg CO2 emissions | 0.9 - 2.7kg CO2 emissions Lowest | 3.0 - 7.4kg CO2 emissions |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
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 tomorrow, Sunday, March 22. 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 | |
![]() | 11:00 AM Chicago, IL | 9h10 | 8:10 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 train, flight, or bus
Compare train, flight, and bus 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.
Mar 23
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Mar 29
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 train, flight and bus 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 train, flight and bus 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 $155 (€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.
- 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.
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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