Train San Jose to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5072 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $545.00
San Jose to Chicago Train
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We make it our job to connect you with the most dependable companies that offer train service 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 for your trip San Jose - Chicago
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 Apr 25, 2025 with a price of $127To 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.
You can expect to pay from $127 to $1,447 for a train ticket from San Jose to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $127 which is on 2025-04-25.
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 Traveled Train Routes
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Popular Trains Connecting San Jose
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Popular Trains Connecting Chicago
Trains Going to Chicago
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