Trains leaving today
One passenger / one way
- This trip is recommended because it is the: Cheapest + FastestDeparture time: 10 May atDeparture city: San JoseDeparture location: Diridon StationArrival time: 13 May atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: Amtrak
Vehicle: TrainDuration: - Departure time: 10 May atDeparture city: San JoseDeparture location: Diridon StationArrival time: 13 May atDestination city: ChicagoDestination location: Chicago (Union Station), ILOperated by: AmtrakVehicle: TrainDuration:
Accepted payments
Compare 2 ways to travel from San Jose to Chicago
Busbud recommends taking the bus from San Jose to ChicagoAmong the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 2 days, 19 hours 30 minutes and with fares starting at just US$122, it presents an excellent value for a comfortable ride.
Train San Jose to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5109 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at US$1,283.00
San Jose to Chicago Train
With Busbud, comparing and booking tickets for a train from San Jose to Chicago is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.
We make it our job to connect you with the most dependable companies that offer train services from San Jose to Chicago.
From train tickets to high-end trains trip from San Jose to Chicago, we offer a wide range of train services to best suit your needs depending on how much your budget is.
Where are the popular train stations and stops in San Jose and Chicago?
Frequently asked questions on the trip San Jose - Chicago
How much does a cheap train ticket from San Jose to Chicago cost?
The average train ticket price from San Jose to Chicago is US$1,283. The best way to find cheap train tickets from San Jose to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from San Jose to Chicago?
A train trip between San Jose and Chicago is around 2d 18h, although the fastest train will take about 2d 18h. This is the time it takes to travel the 1836 miles that separates the two cities.
How many daily train are there between San Jose and Chicago?
The number of trains from San Jose to Chicago can differ depending on the day of the week. On average, there is 1. Some trains are direct while others have layovers. Simplify your train trip from San Jose to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from San Jose to Chicago was searched and found on 10 May 2025 with a price of US$417To save money and be sure you have the best seat, it's a good idea to buy your train tickets from San Jose to Chicago as early as possible.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from San Jose to Chicago is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
Whether you take a regional or high-speed train to Chicago, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
The train emits up to 30x less CO2 for a trip between San Jose and Chicago compared to the same trip made by plane or car. A truly ecological mode of transport that will allow you to easily reduce your carbon footprint.
Make a music playlist for your train ride from San Jose to Chicago and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
New York holds the record for the most platforms and track numbers in a single station. Grand Central Station in Manhattan is one of the largest rail terminals in the world with more than 44 platforms and 67 tracks to accommodate passengers.
Railway companies played a major role as early as 1883 in the use of time zones as we know them today.
You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.
Top Travelled Train Routes
Why choose Busbud?
The Best Way To Book Bus and Train Tickets
Busbud.com makes it easy for you to find, compare and book city-to-city bus tickets, all over the world. We save you the extra trip to the bus station. With Busbud, wherever you go, you have a worldwide bus station within reach and available in your own language and currency. With Busbud, you can buy tickets with confidence. We ensure that you make the most out of your bus trip by partnering up with reliable bus companies from all around the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.
People from around the world trust Busbud
Popular Trains Connecting San Jose
Trains Leaving from San Jose
Popular Trains Connecting Chicago
Trains Going to Chicago
Popular train trips
Top Routes Worldwide
- Train from Wells to Fargo
- Train from Richmond to Richmond
- Train from Wilmington to Wilmington
- Train from Niagara Falls to Ontario
- Train from Washington to Leavenworth
- Train from Washington to Everett
- Train from Seattle to Washington
- Train from Jacksonville to Jacksonville
- Train from Montgomery to Washington
- Train from Newark to Essex
- Train from Ventura to Simi Valley
- Train from Fayetteville to Cumberland
- Train from Bellingham to Washington
- Train from Oxnard to Ventura
- Train from Newark to Essex