Train from San Jose, US to Chicago: Tickets & Schedules

Next train departures

Next departures for San Jose to Chicago on January 30
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
AmtrakTrain
Diridon Station
Chicago (Union Station), ILCheapest
AmtrakTrain
Diridon Station
Chicago (Union Station), ILFastest
AmtrakTrain
Diridon Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Diridon Station
Chicago (Union Station), ILNo tags
AmtrakTrain
Diridon Station
Chicago (Union Station), ILNo tags

Last refresh of the prices: Last Saturday at 9:42 PM PST.

Compare 2 ways to go from San Jose to Chicago

We recommend taking the bus

Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 2 days, 13 hours 35 minutes and with fares starting at just $113, it presents an excellent value for a comfortable ride.

5bus per day
2d 13hAverage Duration
1836 milesDistance
74kgCO₂ emissions
Average Price$113 - $666Average Duration2d 13h
74kg CO₂e
Average Price$145 - $3,202Average Duration2d 18h
269kg CO₂e

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

Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.

  1. How much is the train ticket from San Jose to Chicago?

    The cheapest train tickets from San Jose to Chicago start from $145. The average price for this train route is around $298. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

  2. How long is the train journey from San Jose to Chicago?

    The average train ride duration from San Jose to Chicago is 2d 18h, covering a distance of 1835 miles (2959 km). The quickest train can get you there in 2d 6h and is operated by Amtrak.

  3. Which train operators service the San Jose to Chicago route?

    Several major train operators operate on this route with 1 trains available per day.

  4. What is the earliest and latest departure time for the train from San Jose to Chicago?

    The earliest train departs from San Jose to Chicago at 6:18am. And the latest train departs at 7:58pm.

Find cheapest prices for trains

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

Best price found
01/24
$355
01/25
$374
Today
$162
01/27
$229
01/28
No data
01/29
No data
01/30
$355
01/31
$264
busbud logoThe cheapest trip from San Jose, US to Chicago was searched and found on Jan 26, 2026 with a price of $162

To save money and be sure you have the best seat, it's a good idea to buy your train tickets from San Jose, US to Chicago, as early as possible.

You can expect to pay from $162 to $1,684 for a train ticket from San Jose, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $229 which is on 2026-01-27.

People from around the world trust Busbud