How to travel from San Jose, CA to Chicago, IL

Mon, Sep 07
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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 €166 For those with little time, consider booking a train, which has an average total journey time of 59h 57m. 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 €166, while a train costs an average of €272.

Distance: 1837 miles (2957 km)

Compare train with

Most popular
Train
Bus

€272

Average price

€166

Average price

Cheapest

59h 57m

Average total duration

Fastest

59h 27m

Onboard

+

30m

Additional time*

60h 1m

Average total duration

59h 31m

Onboard

+

30m

Additional time*

0.9 - 2.7kg

CO2 emissions

Lowest

3.0 - 7.4kg

CO2 emissions

Amtrak

Most popular train company

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 €166.

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

A bus is €48 less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average €215.

A bus is €106 less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average €272.

The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 11h 14m.

Other travel options to Chicago, IL take longer:

Train takes on average 59h 57m.

Bus takes on average 60h 1m.

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.

Travel options
from San Jose, CA to Chicago, IL

How to get from San Jose, CA to Chicago, IL by train, bus or flight.

Our recommendation

bus

The best way to travel from San Jose, CA to Chicago, IL is by taking a bus because it’s the best combination of price and speed.

  • Greyhound
    4:25 PM53h00
    San Jose, CA
    9:25 PMChicago, IL
    1411One-way
    0 transfers

Cheapest

  • Greyhound
    4:25 PM53h00
    San Jose, CA
    9:25 PMChicago, IL
    1411One-way
    0 transfers

Fastest

  • Greyhound
    4:25 PM53h00
    San Jose, CA
    9:25 PMChicago, IL
    1411One-way
    0 transfers

Other options

  • Greyhound
    3:35 PM53h50
    San Jose, CA
    9:25 PMChicago, IL
    1451One-way
    0 transfers
  • Greyhound
    5:25 PM53h00
    San Jose, CA
    10:25 PMChicago, IL
    2881One-way
    0 transfers
  • Greyhound
    10:05 PM59h15
    San Jose, CA
    9:20 AMChicago, IL
    3571One-way
    0 transfers

Find all the dates and times for this journey by train, bus, flight, and ferry .

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FAQs: Travel from San Jose, CA to Chicago, IL

Travel to Chicago, IL easily. Whether you want fast, cheap or something entirely different, our travel experts have collected everything you need to know so you can find the best option from San Jose, CA to Chicago, IL.

FAQs
There are 3 options to travel between San Jose, CA and Chicago, IL including taking a train, bus, and flight.
The cheapest way to travel from San Jose, CA to Chicago, IL is a bus with an average price of €166.

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

A bus is €48 less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average €215.

A bus is €106 less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average €272.

The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 11h 14m.

Other travel options to Chicago, IL take longer:

Train takes on average 59h 57m.

Bus takes on average 60h 1m.

The distance from San Jose, CA to Chicago, IL is approximately 1837 miles (2957 km).
The average frequency per day from San Jose, CA to Chicago, IL is:
  • Around 49 flights per day.
  • Around 5 buses per day.
  • Around 5 trains per day.

However, we recommend checking specific travel dates for your route between San Jose, CA and Chicago, IL as scheduled services by train, bus, and flight can vary by season or day of the week.

These are the most popular departure and arrival points from San Jose, CA to Chicago, IL:
  • Flights mostly depart from Norman Y. Mineta San Jose International Airport and arrive in O'Hare International Airport.
  • Buses mostly depart from San José, Cahill Street (Diridon Station) and arrive in Chicago, Greyhound Bus Station.
  • Trains mostly depart from San José Diridon Station, San Jose, CA and arrive in Chicago Union Station, Chicago, IL.
If finding a good deal is your main consideration for your trip from San Jose, CA to Chicago, IL, then we'll help you find the best value travel companies for you:
  • Travel with Greyhound to go to Chicago, IL by bus.
  • Travel with Amtrak to go to Chicago, IL by train.
Omio customers who travel from San Jose, CA to Chicago, IL often also extend their vacation to go to San Francisco, CA, New York, NY, Indianapolis, IN, Milwaukee, WI, Minneapolis, MN. Omio can help you plan your trip by finding the best connections between Chicago, IL and these popular destinations at a great price.
Most travelers need at least three days in Chicago, IL to see the main sights at a comfortable pace. If you want day trips or a slower itinerary, consider adding extra time.
In Chicago, IL, you can explore the Museum of Science and Industry and its interactive exhibits, enjoy the vibrant neighborhoods like Wicker Park and Lincoln Park, take a river cruise to view iconic architecture, and attend a live performance at the historic Chicago Theatre. Visit Lincoln Park Zoo for a free and enjoyable day. For sights, don't miss Millennium Park with its modern art, the renowned Art Institute of Chicago, the entertainment hub of Navy Pier, panoramic views from Willis Tower Skydeck, and the fascinating exhibits at the Field Museum.
To fully experience Chicago, IL, plan for at least 3-4 days to visit key attractions such as Millennium Park, The Art Institute of Chicago, Navy Pier, and explore diverse neighborhoods.
HomeTravelTravel to USATravel to Chicago, ILHow to travel from San Jose, CA to Chicago, IL

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