Next departures from Chicago to San Jose on 3 December
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 from Chicago to San Jose on 4 December
Operated by
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 from Chicago to San Jose on 5 December
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 from Chicago to San Jose on 6 December
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 from Chicago to San Jose on 7 December
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 travel 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 R 2 442, 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 Wi-Fi. Amtrak ticket prices on this trip start at R 2 965
Frequently asked questions about travelling from Chicago to San Jose, US by train
Please note that timetables, routes, or operator details shown here may be updated or differ 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 R 2 965. The average price for this train route is around R 7 470. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Chicago to San Jose?
The average train journey time from Chicago to San Jose is 2d 21h, covering a distance of 2959 km. The quickest train can get you there in 2d 6h and is operated by Amtrak.
Which train operators serve the Chicago to San Jose route?
Several major train operators run on 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 13:52. And the latest train departs at 15:05.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
30/11
R 30 049
01/12
R 11 655
Today
R 5 635
03/12
R 6 635
04/12
R 6 635
05/12
R 4 757
06/12
R 4 020
07/12
R 5 635
The cheapest trip from Chicago to San Jose, US was searched and found on 06 Dec 2025 with a price of R 4 020
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 R 4 020 to R 47 846 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 R 4 020, which is on 2025-12-06.