San Jose, CA SJC to Chicago, IL CHI flight with United

Sun, Sep 20
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Journey information

Overview: San Jose, CA to Chicago, IL flight

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Flights from San Jose, CA to Chicago, IL depart on average 67 times per day, taking around 6h 15m. Cheap flight tickets for this journey start at $151 if you book in advance.

There are 2 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 13m. February 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
Distance
1837 miles (2957 km)
Average flight duration
6h 15m
Cheapest ticket price
$151
Flights per day
67
Direct flights
2
Fastest flight
4h 13m
First flight
5:00 AM
Last flight
11:33 PM
Cheapest Month
Feb
Cheapest Day
Sun
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

The cheapest and fastest flights from San Jose, CA to Chicago, IL

Showing times, prices and bookable tickets for Sep 20

Cheapest price on Sep 20

$399

Average ticket price on Sep 20

$704

Fastest journey on Sep 20

4 h 25 m

Average journey duration on Sep 20

5 h 38 m

Flights on Sep 20

57

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 $704 if you buy it on the day, but the cheapest tickets can be found for only $399.

Fast flights

On Sun, Sep 20, we found 57 flights from San Jose, CA to Chicago, IL, including 2 direct services.

On Sun, Sep 20 the direct flights cover the 2957 km distance in an average of 5 h 38 m but if you time it right, some flights will get you there in just 4 h 25 m .

On Sun, Sep 20 the longest flights will take 6 h 39 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.

  • UnitedUA1314
    6:30 AM4h25
    Norman Y. Mineta San Jose International Airport
    12:55 PMO'Hare International Airport
    $3991One-way
    0 transfers
  • American AirlinesAA2094 · AA2059
    7:08 PM7h55
    Norman Y. Mineta San Jose International Airport
    5:03 AMO'Hare International Airport
    $4091One-way
    1 transfer
  • American AirlinesAA2046 · AA1620
    12:02 PM10h12
    Norman Y. Mineta San Jose International Airport
    12:14 AMO'Hare International Airport
    $4091One-way
    1 transfer
  • American AirlinesAA2834 · AA1620
    2:36 PM7h38
    Norman Y. Mineta San Jose International Airport
    12:14 AMO'Hare International Airport
    $4091One-way
    1 transfer
  • American AirlinesAA2046 · AA2346
    12:02 PM9h28
    Norman Y. Mineta San Jose International Airport
    11:30 PMO'Hare International Airport
    $4091One-way
    1 transfer

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 bus, with an average ticket price of $456 For those with little time, consider booking a flight, which has an average total journey time of 8h 15m. If you are seeking to minimise your carbon footprint, the train is your best option, with estimated CO2 emissions of 0.9 - 2.7kg. Average ticket prices depend on the travel mode: a bus costs an average of $456, while a flight costs an average of $692.

Distance: 1837 miles (2957 km)

Compare flight with

Flight
Most popular
Train
Bus

$692

Average price

$617

Average price

$456

Average price

Cheapest

8h 15m

Average total duration

Fastest

6h 15m

Onboard

+

2h 0m

Additional time*

60h 11m

Average total duration

59h 41m

Onboard

+

30m

Additional time*

58h 33m

Average total duration

58h 3m

Onboard

+

30m

Additional time*

8.9 - 17.7kg

CO2 emissions

0.9 - 2.7kg

CO2 emissions

Lowest

3.0 - 7.4kg

CO2 emissions

United

Most popular airline

Amtrak

Most popular train company

Greyhound

Most popular bus company

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 bus with an average price of $456.

This is compared to other travel options from San Jose, CA to Chicago, IL:

A bus is $160 less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average $617.

A bus is $235 less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average $692.

The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 6h 15m.

Other travel options to Chicago, IL take longer:

Bus takes on average 58h 3m.

Train takes on average 59h 41m.

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 today, Saturday, September 19. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
American AirlinesAA2046 · AA265612:02 PM Norman Y. Mineta San Jose International Airport
7h07
9:09 PM O'Hare International Airport1 transfer
American AirlinesAA2046 · AA162012:02 PM Norman Y. Mineta San Jose International Airport
10h12
12:14 AM O'Hare International Airport1 transfer
American AirlinesAA2046 · AA234612:02 PM Norman Y. Mineta San Jose International Airport
9h28
11:30 PM O'Hare International Airport1 transfer
American AirlinesAA2046+envoy airAA379012:02 PM Norman Y. Mineta San Jose International Airport
8h02
10:04 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA105512:51 PM Norman Y. Mineta San Jose International Airport
7h08
9:59 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA65812:51 PM Norman Y. Mineta San Jose International Airport
28h10
7:01 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA279012:51 PM Norman Y. Mineta San Jose International Airport
24h09
3:00 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA277312:51 PM Norman Y. Mineta San Jose International Airport
18h53
9:44 AM O'Hare International Airport1 transfer
UnitedUA2076 · UA37712:51 PM Norman Y. Mineta San Jose International Airport
9h08
11:59 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA227212:51 PM Norman Y. Mineta San Jose International Airport
6h38
9:29 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA57612:51 PM Norman Y. Mineta San Jose International Airport
22h24
1:15 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA225812:51 PM Norman Y. Mineta San Jose International Airport
7h54
10:45 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA30712:51 PM Norman Y. Mineta San Jose International Airport
16h53
7:44 AM O'Hare International Airport1 transfer
UnitedUA2076 · UA47312:51 PM Norman Y. Mineta San Jose International Airport
18h21
9:12 AM O'Hare International Airport1 transfer
UnitedUA2076 · UA153112:51 PM Norman Y. Mineta San Jose International Airport
26h14
5:05 PM O'Hare International Airport1 transfer
UnitedUA2076 · UA159312:51 PM Norman Y. Mineta San Jose International Airport
20h38
11:29 AM O'Hare International Airport1 transfer
UnitedUA7672:10 PM Norman Y. Mineta San Jose International Airport
4h25
8:35 PM O'Hare International Airport0 transfersDirect
American AirlinesAA2834 · AA16202:36 PM Norman Y. Mineta San Jose International Airport
7h38
12:14 AM O'Hare International Airport1 transfer
American AirlinesAA1148+envoy airAA39404:00 PM Norman Y. Mineta San Jose International Airport
12h00
6:00 AM O'Hare International Airport1 transfer
American AirlinesAA2201+envoy airAA39404:00 PM Norman Y. Mineta San Jose International Airport
6h30
12:30 AM O'Hare International Airport1 transfer
American AirlinesAA1358 · AA1352 · AA20686:00 AM Norman Y. Mineta San Jose International Airport
9h55
5:55 PM O'Hare International Airport2 transfers
American AirlinesAA1358 · AA25696:00 AM Norman Y. Mineta San Jose International Airport
15h43
11:43 PM O'Hare International Airport1 transfer
American AirlinesAA1019 · AA32646:00 AM Norman Y. Mineta San Jose International Airport
10h25
6:25 PM O'Hare International Airport1 transfer
American AirlinesAA1358 · AA3386:00 AM Norman Y. Mineta San Jose International Airport
10h03
6:03 PM O'Hare International Airport1 transfer
American AirlinesAA1019 · AA29886:00 AM Norman Y. Mineta San Jose International Airport
8h00
4:00 PM O'Hare International Airport1 transfer
American AirlinesAA1358 · AA408 · AA24486:00 AM Norman Y. Mineta San Jose International Airport
8h03
4:03 PM O'Hare International Airport2 transfers
American AirlinesAA1358 · AA3326:00 AM Norman Y. Mineta San Jose International Airport
8h05
4:05 PM O'Hare International Airport1 transfer
American AirlinesAA1019 · AA23466:00 AM Norman Y. Mineta San Jose International Airport
15h30
11:30 PM O'Hare International Airport1 transfer
American AirlinesAA1019 · AA26566:00 AM Norman Y. Mineta San Jose International Airport
13h09
9:09 PM O'Hare International Airport1 transfer
American AirlinesAA1358 · AA22016:00 AM Norman Y. Mineta San Jose International Airport
16h30
12:30 AM O'Hare International Airport1 transfer
American AirlinesAA1358 · AA24746:00 AM Norman Y. Mineta San Jose International Airport
6h20
2:20 PM O'Hare International Airport1 transfer
American AirlinesAA1358+skywest airlinesAA6395 · AA62536:00 AM Norman Y. Mineta San Jose International Airport
8h05
4:05 PM O'Hare International Airport2 transfers
American AirlinesAA1358+skywest airlinesAA6287 · AA62266:00 AM Norman Y. Mineta San Jose International Airport
8h10
4:10 PM O'Hare International Airport2 transfers
UnitedUA13146:30 AM Norman Y. Mineta San Jose International Airport
4h25
12:55 PM O'Hare International Airport0 transfersDirect
UnitedUA2013 · UA10558:45 AM Norman Y. Mineta San Jose International Airport
11h15
10:00 PM O'Hare International Airport1 transfer
UnitedUA2013 · UA10508:45 AM Norman Y. Mineta San Jose International Airport
8h55
7:40 PM O'Hare International Airport1 transfer
UnitedUA2013 · UA3778:45 AM Norman Y. Mineta San Jose International Airport
13h14
11:59 PM O'Hare International Airport1 transfer
UnitedUA2013 · UA22728:45 AM Norman Y. Mineta San Jose International Airport
10h45
9:30 PM O'Hare International Airport1 transfer
UnitedUA2013 · UA22588:45 AM Norman Y. Mineta San Jose International Airport
12h01
10:46 PM O'Hare International Airport1 transfer
UnitedUA2013 · UA6758:45 AM Norman Y. Mineta San Jose International Airport
7h47
6:32 PM O'Hare International Airport1 transfer
UnitedUA2013 · UA6178:45 AM Norman Y. Mineta San Jose International Airport
6h20
5:05 PM O'Hare International Airport1 transfer
UnitedUA2013 · UA11318:45 AM Norman Y. Mineta San Jose International Airport
9h36
8:21 PM O'Hare International Airport1 transfer

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.

Sun
Sep 20
Mon
Sep 21
Tue
Sep 22
Wed
Sep 23
Thu
Sep 24
Fri
Sep 25
Sat
Sep 26

Complete guide to Chicago, IL

Things to do in Chicago, IL

Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.

  • Must visit

Art Institute of Chicago

World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.

  • Must visit

Field Museum

Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.

  • Must visit

Museum of Science and Industry

Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.

US dollar ($)

Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.

Average meal costs

Budget
$10-18 for fast food or casual takeout.
Mid-range
$20-40 per person for a restaurant meal.
Fine dining
$75+ per person for upscale restaurants.
Coffee
$3-6 for coffee or cappuccino.

Tipping culture

Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.

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.

FAQs
Cheap plane tickets from San Jose, CA to Chicago, IL can start from as little as $151 when you book in advance. The average flight ticket price for San Jose, CA to Chicago, IL is $692 ; 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 13m 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.
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 February.
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.
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.
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 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

Most San Jose, CA to Chicago, IL flights use the Norman Y. Mineta San Jose International Airport to O'Hare International Airport airport pair. Use this guide to compare San Jose, CA and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.

Departure airports in San Jose
Arrival airports in Chicago

Which San Jose, CA airport do flights to Chicago, IL leave from?

Flights from San Jose, CA to Chicago, IL depart from Norman Y. Mineta San Jose International Airport. The airport is 1 miles (3 km) from San Jose, CA city centre at 1701 Airport Blvd, San Jose, CA 95110, USA.
Norman Y. Mineta San Jose International Airport (SJC)1701 Airport Blvd, San Jose, CA 95110, USAWifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rental
City-centre transport

Getting to Norman Y. Mineta San Jose International Airport from San Jose city centre

Norman Y. Mineta San Jose International Airport is 2 km from San Jose city centre. Public transport options include:

Bus60 · 6m · $4 · every ~7 min
TramBlue Line, Green Line · 31m · $7 · every ~14 min

Norman Y. Mineta San Jose International Airport airport facilities and services

Norman Y. Mineta San Jose International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.

Food and drink

Food options include: Restaurants are located in both terminals, including American and Mexican cuisine, with highlights like Gordon Biersch and Peet's Coffee.

Wi-Fi and ATMs

Free Wi-Fi available throughout the airport. ATMs are located throughout the airport, near gates and baggage claimas.

Luggage and lost property

Lost and found is available at the station.

Parking, taxis and toilets

Available at Norman Y. Mineta San Jose International Airport: Parking, Taxis, WC.

Bike and car services

Available at Norman Y. Mineta San Jose International Airport: Car Rental.

Accessibility

Accessibility facilities are available at Norman Y. Mineta San Jose International Airport: Elevators, ramps.

Shops, hotels and contact

Nearby hotels include Hotels are located within walking distance, including the DoubleTree by Hilton..

Most popular flights to and from Chicago, IL and San Jose, CA

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