Next departures
| 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 | |||||
| Chicago (Union Station), IL | Diridon Station | No tags |
Last refresh of the prices: Last Monday at 22:23 CST.
Compare 2 ways to travel from Chicago to San Jose
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 £108, it presents an excellent value for a comfortable ride.
Where are the popular train stations and stops in Chicago and San Jose, US?
Chicago
- A
Union Station
225 S Canal St, Chicago, IL 60606, USA
Train Companies
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 £131
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 vary at the time of your journey.
How much does a train ticket cost from Chicago to San Jose?
The cheapest train tickets from Chicago to San Jose start from £131. The average price for this train route is around £329. Busbud recommends booking your tickets in advance for the best chance of getting 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 1835 miles. The fastest 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 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.
The cheapest trip from Chicago to San Jose, US was searched and found on 6 Dec 2025 with a price of £177To 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 £177 to £2,102 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 £177, which is on 2025-12-06.
