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Chicago to San Jose train

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Chicago - San Jose Train Timetable

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Trip Summary

There are 7 daily trains from Chicago to San Jose. Traveling by train from Chicago to San Jose usually takes around 62 hours and 21 minutes, but the fastest Amtrak train can make the trip in 53 hours and 45 minutes.

Distance1838 mi (2958 km)
Fastest train53h 45m
Lowest priceUS$126.00
Most frequent serviceAmtrak
Train lines1

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

In the last 30 days, the average cost of a train ticket from Chicago to San Jose was US$246.71. Train tickets on this route are typically priced higher due to the distance covered. You have the best chances of scoring the cheapest ticket to San Jose if you book your train tickets at least 29 days in advance. Waiting to purchase until the day of your trip could end up costing you an extra US$215.10.

Average prices by travel date

US$465US$310US$155MarApr

Over the next 30 days, the average cost of a one-way train trip from Chicago to San Jose will vary between US$240 and US$460. Planning a train trip to San Jose within the upcoming week? The cheapest train ticket you can find from Chicago over the next 7 days is US$243. Make sure to book your trip as soon as possible as train fares tend to go up as you get closer to your travel date.

Monthly average prices

US$475US$380US$285US$190US$95AMJJASONDJFM
Mark your calendar for February if you want to score the cheapest train tickets from Chicago to San Jose. You’ll find the best deals during this time of year, when tickets cost an average of US$298. If you're planning a trip from Chicago to San Jose during July, bear in mind that ticket prices are usually higher during this month. Expect to pay about US$455 for your train ticket, unless you book well in advance and find an even better deal.

Prices as travel date approaches

US$425US$340US$255US$170US$853020100

If you're looking to save on your train trip from Chicago to San Jose, book online with Wanderu at least 29 days in advance. That way, you’ll save US$215.10 compared to booking your ticket last minute.

Which train should you take from Chicago to San Jose?

Amtrak is the one and only train line which connects Chicago to San Jose. However, there are 7 trains per day to choose from.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak72d 14h 21mUS$340.58
  • 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 7 Amtrak trains from Chicago to San Jose every day, as well as 6 trips on the weekends, with prices starting from US$126.

Frequently Asked Questions

Yes, there are trains that can take you the entire way from Chicago to San Jose. 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 Chicago and San Jose is approximately 1838 miles, or 2958 kilometers. The average train journey between these two cities takes 62 hours and 21 minutes, although the absolute fastest you could get there is 53 hours and 45 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.

On a weekly basis, the greatest number of passengers tend to travel by trains from Chicago to San Jose on Saturday. Tickets for Saturday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Sunday. Sunday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.

The earliest train departs Chicago at 13:00 while the last train of the day leaves at 15:00. 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 7 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 San Jose to Chicago.

City Information

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.

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.

Station Information

Where is the train station in Chicago?

Chicago, IL - Union Station - CHIUST-0

Image credit: Jeramey Jannene

Link to image attribution

Main departure 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.

All train stations in Chicago:

  • Chicago (Union Station), Illinois

Where is the train station in San Jose?

Diridon Caltrain Station - 65 Cahill St - SJCDCS-0

Image credit: SPUR

Link to image attribution

Main arrival 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.

Train stations in San Jose:

  • Diridon Caltrain Station - 65 Cahill St

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