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Journey information
Overview: San Jose, CA to Chicago, IL flight
USAUSA
Flights from San Jose, CA to Chicago, IL depart on average 50 times per day, taking around 4h 55m. Cheap flight tickets for this journey start at $168 (€134) but you can travel from only $157 (€126) by bus.
There are 1 flights per day. The earliest flight runs at 05:00, the last at 23:33. The fastest flight covers the 1837 miles (2957 km) distance in 4h 18m. October is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $157 (€126)
Distance 1837 miles (2957 km) |
Average flight duration 4h 55m |
Cheapest ticket price $168 (€134) |
Flights per day 50 |
Direct flights 1 |
Fastest flight 4h 18m |
First flight 5:00 AM |
Last flight 11:33 PM |
Cheapest Month Oct |
Cheapest Day Wed |
High Season Oct - Dec |
Low Season Apr - Jun |
Best time to book 14 days |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $157 (€126)
The cheapest and fastest flights from San Jose, CA to Chicago, IL
Showing times and prices for May 07
Cheapest price
$394
Average price
$584
Fastest journey
4 h 18 m
Average duration
5 h 42 m
Flights per day
3
Distance
2957 km
Cheap tickets
The best way to find a cheap flight ticket from San Jose, CA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from San Jose, CA to Chicago, IL will cost around $584 if you buy it on the day, but the cheapest tickets can be found for only $394.
Fast flights
Of the 3 flights that leave San Jose, CA for Chicago, IL onThu, May 07, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, May 07 the direct flights cover the 2957 km distance in an average of 5 h 42 m but if you time it right, some flights will get you there in just 4 h 18 m .
On Thu, May 07 the longest flights will take 6 h 48 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.
7:51 PM6h48San Jose, CA2:39 AMChicago, IL$3941One-way0 transfers
6:30 AM4h18San Jose, CA10:48 AMChicago, IL$6571One-way0 transfers- 5:00 PM5h59San Jose, CA10:59 PMChicago, IL$7021One-way0 transfers
- 6:30 AM4h18San Jose, CA10:48 AMChicago, IL$6571One-way0 transfers
- 5:00 PM5h59San Jose, CA10:59 PMChicago, IL$7021One-way0 transfers
- 7:51 PM6h48San Jose, CA2:39 AMChicago, IL$3941One-way0 transfers
Travel Information
Compare train, bus, and flight for San Jose, CA to Chicago, IL
Omio recommends booking the train as it is the most popular option from San Jose, CA to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $172. For those with little time consider booking a flight which can get you there in 4h 55m. 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 train costs an average of $172, and a flight costs an average of $168.
Distance: 1837 miles (2957 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
$438 Average price | $385 Average price Cheapest | $397 Average price |
7h 55m Average total duration Fastest 4h 55m Onboard + 3h 0m Additional time* | 58h 26m Average total duration 57h 56m Onboard + 30m Additional time* | 60h 22m Average total duration 59h 52m Onboard + 30m Additional time* |
8.9 - 17.7kg CO2 emissions | 0.9 - 2.7kg CO2 emissions Lowest | 3.0 - 7.4kg CO2 emissions |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
The cheapest way to travel from San Jose, CA to Chicago, IL is a train with an average price of $385 (€308).
This is compared to other travel options from San Jose, CA to Chicago, IL:
A train is $11 (€9) less than a bus for this route with tickets for a bus from San Jose, CA to Chicago, IL costing on average $397 (€317).
A train is $52 (€42) less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average $438 (€350).
The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 4h 55m.
Other travel options to Chicago, IL take longer:
Train takes on average 57h 56m.
Bus takes on average 59h 52m.
It's helpful to compare your options as there are 3 ways to travel between San Jose, CA and Chicago, IL including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from San Jose, CA to Chicago, IL among Omio's users.
Live departures
San Jose, CA to Chicago, IL flight times
The table below shows live departures for San Jose, CA to Chicago, IL flights for tomorrow, Thursday, May 7. You can also manually refresh the results below to see updated flight journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 6:30 AM San Jose, CA | 4h18 | 10:48 AM Chicago, IL | 0 transfersDirect | |
| 5:00 PM San Jose, CA | 5h59 | 10:59 PM Chicago, IL | 0 transfersDirect | |
| 7:51 PM San Jose, CA | 6h48 | 2:39 AM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets San Jose, CA to Chicago, IL by train, bus, or flight
Compare train, bus, 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.
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Why should you book San Jose, CA to Chicago, IL flights with Omio?
United operates all flights services from San Jose, CA to Chicago, IL.
Omio is an official ticket reseller for all your travel options from San Jose, CA to Chicago, IL.
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, bus and flight to ensure you get the best deal for traveling from San Jose, CA to Chicago, IL.
Why book with Omio over Kayak, Skyscanner or Trip?
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from San Jose, CA to Chicago, IL.
Airlines: United from San Jose, CA to Chicago, ILFind the best flights between San Jose, CA to Chicago, IL 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
About
United Airlines, established in 1926, is a major U.S. airline headquartered in Chicago, Illinois. Operating an extensive domestic and international network, United serves more destinations than any other airline, connecting travelers across six continents. The airline's eight hubs include Chicago–O'Hare, Denver, Houston–Intercontinental, Los Angeles, Newark, San Francisco, Washington–Dulles, and Guam. As a founding member of the Star Alliance, United offers a comprehensive range of services, including regional flights through United Express, catering to both leisure and business travelers. The airline is committed to sustainability, investing in sustainable aviation fuel and innovative technologies to reduce its environmental impact.
Luggage & cancellation policy
Average Duration
4h 18m
Cheapest Price
$657 (€525)
United frequency
25 a day
Luggage included
Carry-on baggage allowance is 7kg total (2 pieces max. ) for both Choice and Flex fares on United Airlines and Virgin Australia flights.
Additional luggage
Excess baggage fees apply for additional checked luggage beyond the standard allowance.
Luggage storage
Both airlines provide checked baggage services for storing luggage during flights.
Cancellation Policy
Cancellation fees apply per person, per booking, with specific fees for different fare types.
Refund
Not applicable to flights; however, full refunds are available if flights are canceled by the airline.
Pregnant on board
Pregnant passengers are permitted to travel, with specific guidelines and medical certificates required after a certain gestational period.
Unaccompagned minor
Unaccompanied minors are permitted to travel, with specific age restrictions and services provided.
Amenities on board the airplane
Wifi
Food sold onboard
Meals and snacks are included on international flights operated by United Airlines and Virgin Australia.
Seat reservation
Seat selection may incur additional fees, depending on the fare type and airline.
Toilets
USB plugs
Accessibility
United Airlines and Virgin Australia offer services to and within Australia, providing accessible travel options for passengers with mobility needs.
Bikes
Both airlines permit bicycles onboard, with specific guidelines and fees.
Pets
United Airlines and Virgin Australia allow pets onboard, subject to specific policies and fees.
FAQs: San Jose, CA to Chicago, IL Flight
Find answers to the most common questions about traveling from San Jose, CA to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.
Cheap plane tickets from San Jose, CA to Chicago, IL can start from as little as $168 (€134) when you book in advance. The average flight ticket price for San Jose, CA to Chicago, IL is $438 (€350) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from San Jose, CA to Chicago, IL is 4h 18m to travel the 1837 miles (2957 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from San Jose, CA to Chicago, IL leaves at 5:00 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from San Jose, CA to Chicago, IL leaves at 11:33 PM.
Yes, there are 1 direct flights a day from San Jose, CA to Chicago, IL with United. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from San Jose, CA to Chicago, IL, you can count on United for the best way to get you to Chicago, IL. You can also check all possible airlines who offer a service between San Jose, CA and Chicago, IL and compare the amenities they offer before buying a plane ticket.
Flights from San Jose, CA to Chicago, IL generally leave from Norman Y. Mineta San Jose International Airport and arrive in O'Hare International Airport.Norman Y. Mineta San Jose International Airport is 1 miles (2 km) away from San Jose, CA city centre and O'Hare International Airport is 1 miles (3 km) from Chicago, IL city centre.
The cheapest month for a flight from San Jose, CA to Chicago, IL is October.
It's helpful to compare your options as there are 3 ways to travel between San Jose, CA and Chicago, IL including taking a train, bus, and flight.
Since neither San Jose, CA nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 2 h between San Jose, CA and Chicago, IL all year round.
Some of the most interesting sights to explore in Chicago, IL are:
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
The best events to attend in Chicago, IL include:
- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
The best holidays to experience in Chicago, IL include:
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
The best things to do in Chicago, IL include:
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
The best season to visit Chicago, IL is Spring or Summer. The best weather to explore Chicago, IL is during May-September.
We recommend using the train as it is the most popular way to get from San Jose, CA to Chicago, IL among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular airports
Popular airports from San Jose, CA to Chicago, IL
San Jose
Chicago
The major airport for departures in San Jose is Norman Y. Mineta San Jose International Airport. Find all the information you need to know about services, amenities and connections at Norman Y. Mineta San Jose International Airport for your trip from San Jose to Chicago.
Amenities at airport
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Shower
Lounge
Lost and Found Office
Car Rentalinformation
Distance to city center
2 km
Car connection
US-101, Exit 389Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops are located in both terminals, including duty-free and tech shops like InMotion.
Parking
- Parking available in the hourly garage, approximately 2.8€ ($3) per hour.
Dining
- Restaurants are located in both terminals, including American and Mexican cuisine, with highlights like Gordon Biersch and Peet's Coffee.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps
WC
- Available throughout the airport, near gates and baggage claim areas.
Hotel
- Hotels are located within walking distance, including the DoubleTree by Hilton.
Shower
- Showers are available in some lounges, but access may require a lounge pass or membership.
Lounge
- Lounges available, including The Club at SJC in terminal A.
Lost and Found Office
- Lost and Found located in terminal B, near baggage claim.
Car Rental
- Car rental services are available on-site, with companies like Hertz and Avis.
Public transit options for Norman Y. Mineta San Jose International Airport
- VTA Route 60, Metro/Airport Station, 4 miles
The major airport for arrivals in Chicago is O'Hare International Airport. Find all the information you need to know about services, amenities and connections at O'Hare International Airport for your journey to Chicago from San Jose.
Amenities at airport
WifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rentalinformation
Distance to city center
3 kmCar connection
I-190, Exit 1Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
Parking
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
Dining
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps, toilets
WC
- Available throughout the airport.
Hotel
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
Shower
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
Lounge
- Lounges available, including United Club and American Airlines Admirals Club.
Lost and Found Office
- Lost and Found located in terminal 1, near the baggage claim area.
Car Rental
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
Public transit options for O'Hare International Airport
- CTA Blue Line, O'Hare Station, 45 minutes to city center
More options for your journey from San Jose, CA to Chicago, IL
Here are some other resources that might have the information you need
Most popular flights to and from Chicago, IL and San Jose, CA
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