Train tickets from Chicago to San Jose, US

Next departures

Next departures for Chicago to San Jose on November 24
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Amtrak
Chicago (Union Station), IL
Diridon StationCheapest
Amtrak
Chicago (Union Station), IL
Diridon StationFastest
Amtrak
Chicago (Union Station), IL
Diridon StationNo tags
Amtrak
Chicago (Union Station), IL
Diridon StationNo tags
Amtrak
Chicago (Union Station), IL
Diridon StationNo tags

Last refresh of the prices: Yesterday at 10:30 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.

5bus per day
2d 14hAverage Duration
1836 milesDistance
74kgCO₂ emissions
Average Price$140 - $658Average Duration2d 14h
74kg CO₂e
Average Price$197 - $2,314Average Duration2d 21h
269kg CO₂e

Frequently asked questions about traveling from Chicago to San Jose, US by train

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
11/21
$513
11/22
$388
Today
$578
11/24
$662
11/25
$467
11/26
$904
11/27
$513
11/28
$1,495
busbud logoThe cheapest trip from Chicago to San Jose, US was searched and found on Nov 22, 2025 with a price of $388

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 $388 to $2,879 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 $467 which is on 2025-11-25.

What's the cheapest way to go from Chicago to San Jose, US?

busbud logoThe train is the cheapest travel choice for this destination

The best way to travel between Chicago and San Jose, US is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost $396 on average. If you're on a budget, you'll find cheap tickets from $197. If you're looking for the fastest way to get to San Jose, US, choose the train, as it will take you from Chicago to San Jose, US in about 2d 14h - that's the fastest way to get there!

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