Next departures for Chicago to San Jose on December 3
Operated by
Vehicle type
Departure time
Departure location
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Recommended
Price and booking link
Chicago (Union Station), IL
Diridon Station
CheapestFastest
Chicago (Union Station), IL
Diridon Station
No tags
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 December 4
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Vehicle type
Departure time
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Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Diridon Station
CheapestFastest
Chicago (Union Station), IL
Diridon Station
No tags
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 December 5
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 December 6
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 December 7
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: Yesterday at 10:23 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 a good way to reach San Jose. The journey takes about 2 days, 14 hours 15 minutes, and with fares starting at just $200, it presents an excellent value for a comfortable ride.
Based on 5621 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 WiFi. Amtrak ticket prices on this trip start at $242
Frequently asked questions about travelling from Chicago to San Jose, US by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Chicago to San Jose?
The cheapest train tickets from Chicago to San Jose start at $242. The average price for this train route is around $610. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Chicago to San Jose?
The average train trip from Chicago to San Jose takes 2d 21h and covers 2959 km. The quickest train gets you there in 2d 6h and is operated by Amtrak.
Which train operators serve the Chicago to San Jose route?
Several major train operators serve this route, with 3 trains available per day.
What are the earliest and latest departure times for the train from Chicago to San Jose?
The earliest train from Chicago to San Jose departs at 1:52pm. The latest train departs at 3:05pm.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11-30
$2,452
12-01
$951
Today
$460
12-03
$542
12-04
$542
12-05
$389
12-06
$328
12-07
$460
The cheapest trip from Chicago to San Jose, US was searched and found on Dec 6, 2025 with a price of $328
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 $328 to $3,904 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 $328 which is on 2025-12-06.