Next departures for Chicago to San Jose on February 2
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Vehicle type
Departure time
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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
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Chicago (Union Station), IL
Diridon Station
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Chicago (Union Station), IL
Diridon Station
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Next departures for Chicago to San Jose on February 3
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Vehicle type
Departure time
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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
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Next departures for Chicago to San Jose on February 4
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
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
Next departures for Chicago to San Jose on February 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 February 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
Last refresh of the prices: Yesterday at 10:42 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, 7 hours 55 minutes and with fares starting at just $136, it presents an excellent value for a comfortable ride.
Based on 5754 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 $145
Frequently asked questions about traveling 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 from $145. The average price for this train route is around $337. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Chicago to San Jose?
The average train ride duration from Chicago to San Jose is 2d 21h, covering a distance of 1835 miles (2959 km). The quickest train can get you there in 2d 7h and is operated by Amtrak.
Which train operators service the Chicago to San Jose route?
Several major train operators operate on this route with 3 trains available per day.
What is the earliest and latest departure time for the train from Chicago to San Jose?
The earliest train departs from Chicago to San Jose at 1:52pm. And 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
01/30
$271
01/31
$410
Today
$271
02/02
$271
02/03
$229
02/04
$339
02/05
$271
02/06
$287
The cheapest trip from Chicago to San Jose, US was searched and found on Feb 3, 2026 with a price of $229
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 $229 to $2,350 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 $229 which is on 2026-02-03.