Train from Chicago to San Jose, US: Tickets & Schedules
Next departures
Next departures for Chicago to San Jose on November 27
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Diridon Station
Cheapest
Chicago (Union Station), IL
Diridon Station
Fastest
Chicago (Union Station), IL
Diridon Station
No tags
Chicago (Union Station), IL
Diridon Station
No tags
Chicago (Union Station), IL
Diridon Station
No tags
Next departures for Chicago to San Jose on November 28
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Diridon Station
Cheapest
Chicago (Union Station), IL
Diridon Station
Fastest
Chicago (Union Station), IL
Diridon Station
No tags
Chicago (Union Station), IL
Diridon Station
No tags
Chicago (Union Station), IL
Diridon Station
No tags
Last refresh of the prices: Last Sunday at 1:46 PM CST.
Compare 2 ways to go from Chicago to San Jose
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as the good way to reach San Jose. The journey takes about 2 days, 14 hours 15 minutes and with fares starting at just $140, it presents an excellent value for a comfortable ride.
Based on 5607 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 $197
Frequently asked questions about traveling from Chicago to San Jose, US by train
How much does a train ticket from Chicago to San Jose cost?
The average train ticket price from Chicago to San Jose is $426. The best way to find train tickets from Chicago to San Jose 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 Chicago to San Jose?
A train trip between Chicago and San Jose is around 2d 21h, although the fastest train will take about 2d 7h. This is the time it takes to travel the 1836 miles that separates the two cities.
How many daily trains are there between Chicago and San Jose?
The number of trains from Chicago to San Jose can differ depending on the day of the week. On average, there are 3. Some trains are direct while others have layovers. Simplify your train trip from Chicago to San Jose by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to San Jose?
When taking the train from Chicago to San Jose, you can travel comfortably and safely with Amtrak.
What are the best sights and things to do in San Jose?
Once in San Jose, you can explore the city. The top sights and things to do are San Jose Betsuin Buddhist Church, Cathedral Basilica of Saint Joseph, Cinnabar Hills Golf Club, San Jose Institute of Contemporary Art, Mexican Heritage Plaza.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/23
$578
11/24
$662
Today
$767
11/26
$1,212
11/27
$513
11/28
$1,495
11/29
No data
11/30
No data
The cheapest trip from Chicago to San Jose, US was searched and found on Nov 27, 2025 with a price of $513
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to San Jose, US, as early as possible.
You can expect to pay from $513 to $2,638 for a train ticket from Chicago to San Jose, US based on the last 2 days. You can expect to find the cheapest price for the trip at $513 which is on 2025-11-27.
The cheapest trip from Chicago to San Jose, US was searched and found on Nov 27, 2025 with a price of $513
