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

Fri, Mar 06
+ Add return
Travel by train, bus, flight with
Amtrak
United
FlixBus
Regionale
Deutsche Bahn
1,000+ more
Amtrak
United
FlixBus
Regionale
Deutsche Bahn
1,000+ more
QR-Code
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
rate4.9
42K ratings
Google Play
rate4.6
136K reviews

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 $169. 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 $169, and a flight costs an average of $165.

Distance: 1837 miles (2957 km)

Compare train with

Most popular
Train
Flight
Bus

$380

Average price

Cheapest

$431

Average price

$391

Average price

58h 26m

Average total duration

57h 56m

Onboard

+

30m

Additional time*

7h 55m

Average total duration

Fastest

4h 55m

Onboard

+

3h 0m

Additional time*

60h 22m

Average total duration

59h 52m

Onboard

+

30m

Additional time*

0.9 - 2.7kg

CO2 emissions

Lowest

8.9 - 17.7kg

CO2 emissions

3.0 - 7.4kg

CO2 emissions

Amtrak

Most popular train company

United

Most popular airline

Direct Options

Direct Options

Direct Options

Additional time: Average total travel duration to departure point, security checks and transfers.

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
01:35PM72h15
San Jose, CA
01:50PMChicago, IL
$4331One-way
0 transfers

Cheapest

Greyhound
01:35PM72h15
San Jose, CA
01:50PMChicago, IL
$4331One-way
0 transfers

Fastest

Greyhound
01:35PM72h15
San Jose, CA
01:50PMChicago, IL
$4331One-way
0 transfers

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

Compare prices and tickets Prices for trains, buses and flights

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.

Fri
Mar 06
Sat
Mar 07
Sun
Mar 08
Mon
Mar 09
Tue
Mar 10
Wed
Mar 11
Thu
Mar 12

More than 1,000 travel companies trust us to sell their tickets all in one place.

Trenitalia
Easyjet
Deutsche Bahn
SNCF

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 $155 (€126).

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

A bus is $10 (€8) less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average $165 (€134).

A bus is $15 (€12) less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average $169 (€137).

The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 4h 18m.

Other travel options to Chicago, IL take longer:

Train takes on average 54h 14m.

Bus takes on average 52h 55m.

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 50 flights per day.
  • Around 5 trains per day.
  • Around 5 buses 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.
  • Trains mostly depart from San José Diridon Station, San Jose, CA and arrive in Chicago Union Station, Chicago, IL.
  • Buses mostly depart from San José, Cahill Street (Diridon Station) and arrive in Chicago, Union Station (Amtrak), 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 FlixBus to go to Chicago, IL by bus.
  • Travel with United to go to Chicago, IL by flight.
  • Travel with Amtrak to go to Chicago, IL by train.
Yes, there is a direct route available from San Jose, CA to Chicago, IL:
  • 1 direct flights per day with United.
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.
HomeTravelTravel to USATravel to Chicago, ILHow to travel from San Jose, CA to Chicago, IL

The Omio App Makes Travel Planning Easy

We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.

ios-badge
android-badge
Hand With Phone