Cheap train tickets from Chicago to San Jose
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Chicago to San Jose Train Schedule
Is it better to travel by bus or train from Chicago to San Jose?
There are usually 1 daily bus trips available from Chicago to San Jose.
Bus | Train | |
|---|---|---|
Avg. Price | Avg. PriceDKK 1,534.35 | Avg. PriceDKK 1,945.17 |
Daily Trips | Daily Trips1 | Daily Trips4 |
Duration | Duration2d 10h 46m | Duration2d 20h 59m |
Trip Summary
There are usually 4 daily train trips available from Chicago to San Jose. Traveling by train from Chicago to San Jose usually takes 69 hours and 27 minutes, but the fastest Amtrak train can make the trip in 55 hours and 21 minutes.
| Distance | 1838 mi (2958 km) |
| Fastest train | 55h 21m |
| Lowest price | DKK 1,035.34 |
| Most frequent service | Amtrak |
| Train lines | 1 |

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 DKK 1,737.84. 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 DKK 5,862.21.
Average train ticket prices from Chicago to San Jose by travel date
Over the next 30 days, a one-way train trip from Chicago to San Jose will cost between DKK 1,444 and DKK 3,240. Book in advance to secure the best price in the next few weeks.
Monthly avg. prices
Prices as travel date approaches
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 DKK 5,862.21 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 4 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 4 | 2d 21h 28m | DKK 2,914.23 |
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 4 Amtrak trains from Chicago to San Jose every day, as well as 4 trips on the weekends, with prices starting from DKK 1,035.
Frequently asked questions about traveling by train from Chicago to San Jose
The distance between Chicago and San Jose is approximately 1838 miles, or 2958 kilometers. The average train journey between these two cities takes 69 hours and 27 minutes, although the absolute fastest you could get there is 55 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.
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 Thursday. Thursday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Chicago at 1:00pm while the last train of the day leaves at 3:00pm. 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 4 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

Image credit: Unsplash

Image credit: Unsplash

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?

Image credit: Jeramey Jannene
Link to image attribution
Main departure station: Union Station
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:
Union Station
Where is the train station in San Jose?

Image credit: SPUR
Link to image attributionMain 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.
All train stations in San Jose:
Diridon Caltrain Station - 65 Cahill St
Get around town with Moovit
Need a return trip from San Jose to Chicago?
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