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San Jose to Chicago train

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San Jose - Chicago Train Timetable

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Trip Summary

You can pick from 6 daily train trips between San Jose and Chicago. The average train journey from San Jose to Chicago takes 61 hours and 31 minutes, but some Amtrak train trips are as short as 54 hours and 21 minutes.

Distance1838 mi (2958 km)
Fastest train54h 21m
Lowest price£84.74
Most frequent serviceAmtrak
Train lines1

What is the price of a train ticket from San Jose to Chicago?

The average price for a train ticket from San Jose to Chicago is £133.70, Tickets are generally pricier for this train route, which is to be expected given the long distance. By booking your trip at least 25 days in advance, you increase your chances of scoring even cheaper tickets. But if you wait until the day of your trip to book tickets, expect to pay £186.15 more.

Monthly average prices

£317£253£190£127£63AMJJASONDJFM
You can find the lowest prices on this route during January. This time of year offers the best deals on train tickets from San Jose to Chicago, with the average price at just £205. Train tickets on this route are most expensive in July, when the average price goes up to £307. You can still score cheap deals below this average price, though, especially if you plan ahead and book your ticket in advance.

Prices as travel date approaches

£297£238£178£119£593020100

Planning ahead pays off when it comes to booking your train trip from San Jose to Chicago. By reserving your ticket on Wanderu at least 25 days before departure, you can save around £186.15. Don't miss out on these savings — book in advance!

Which train should you take from San Jose to Chicago?

Amtrak is the one and only train line which connects San Jose to Chicago. However, there are 6 trains per day to choose from.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak62d 13h 32m£210.60
  • Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 6 Amtrak trains from San Jose to Chicago every day, as well as 8 trips on the weekends, with prices starting from £85.

Frequently Asked Questions

Yes, there are trains that can take you the entire way from San Jose to Chicago. However, there are also some trips on this route that require you to board another vehicle, such as a bus or a shuttle, during your journey. This is worth paying attention to as you book your trip, since a direct train may be preferable for its speed and convenience.

The distance between San Jose and Chicago is approximately 1838 miles, or 2958 kilometers. The average train journey between these two cities takes 61 hours and 31 minutes, although the absolute fastest you could get there is 54 hours and 21 minutes.

Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

Trains departing from San Jose to Chicago tend to have the most passengers on Saturday. With higher demand ticket prices also tend to be higher on Saturday. If you are trying to snag a cheap train tickets or just want an emptier train you'll have better luck by booking travel departing on Sunday as the least number of people tend to travel then.

The earliest train departs San Jose at 04:00 while the last train of the day leaves at 19:00. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

There are 6 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.

You can also take a train for your return trip from Chicago to San Jose.

City Information

San Jose

San Jose, CA - SJC-0

Image credit: Unsplash

San Jose, CA - SJC-1

Image credit: Unsplash

San Jose, CA - SJC-2

Image credit: Unsplash

San Jose is located in the heart of the world-famous Silicon Valley in California’s Bay Area. It is the largest city in Northern California and, as such, it is the area’s cultural, political and financial center.

While you’re in San Jose, make sure to check out the city’s various museums. Since you’re in the world’s foremost technology hub, the Tech Museum of Innovation is a must-visit. And since you’re on the West Coast, you should stop by the San Jose Museum of Art that features the largest permanent collection of works from West Coast artists.

Thanks to its mild California climate, San Jose is one of the best cities in the U.S. for outdoor activities, and due to its largely younger-leaning population, it offers quite the vibrant nightlife. In fact, San Jose is among the biggest party hubs in America.

San Jose is served by various bus carriers and has several Amtrak stops within its vicinity. In addition, the city’s airport is located right near the downtown area, which makes travel to and from San Jose a breeze.

Chicago

Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.

You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.

Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.

Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.

Station Information

Where is the train station in San Jose?

Diridon Caltrain Station - 65 Cahill St - SJCDCS-0

Image credit: SPUR

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Main departure station: Diridon Caltrain Station - 65 Cahill St

Diridon Station opened in 1935 with architecture inspired by the Italian Renaissance, and today is a vital part of Silicon Valley’s transportation system. Diridon Station connects Amtrak train service to local commuter service like the Caltrain and VTA Light Rail. The station is also a major hub for bus transit on Amtrak Thruway and Greyhound buses. With paid parking onsite, bicycle racks, and accessible entrances, travelers can easily reach the station from nearby downtown San Jose. As a bonus, food trucks frequently set up outside the station to provide delicious cheap eats for passengers.

All train stations in San Jose:

  • Diridon Caltrain Station - 65 Cahill St

Where is the train station in Chicago?

Chicago, IL - Union Station - CHIUST-0

Image credit: Jeramey Jannene

Link to image attribution

Main arrival station: Chicago (Union Station), Illinois

The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.

Train stations in Chicago:

  • Chicago (Union Station), Illinois

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