- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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The cheapest and fastest trains from San Jose, CA to Chicago, IL
Showing times, prices and bookable tickets for Sep 19
Cheapest price on Sep 19
$199
Average ticket price on Sep 19
$366
Fastest journey on Sep 19
2 d 6 h 22 m
Average journey duration on Sep 19
2 d 11 h 34 m
Trains on Sep 19
4
Distance
2957 km
Cheap tickets
The best way to find a cheap train ticket from San Jose, CA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from San Jose, CA to Chicago, IL will cost around $366 if you buy it on the day, but the cheapest tickets can be found for only $199.
Fast trains
On Sat, Sep 19, we found 4 trains from San Jose, CA to Chicago, IL, including 4 direct services.
On Sat, Sep 19 the direct trains cover the 2957 km distance in an average of 2 d 11 h 34 m but if you time it right, some trains will get you there in just 2 d 6 h 22 m .
On Sat, Sep 19 the slowest trains will take 2 d 18 h 47 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
11:30 AM56h09San Jose, CA7:39 PMChicago, IL$1991One-way0 transfers- 6:45 AM60h57San Jose, CA7:42 PMChicago, IL$3561One-way0 transfers
- 2:20 PM54h22San Jose, CA8:42 PMChicago, IL$4031One-way0 transfers
- 2:58 AM66h47San Jose, CA9:45 PMChicago, IL$5071One-way0 transfers
- 2:20 PM54h22San Jose, CA8:42 PMChicago, IL$4031One-way0 transfers
- 11:30 AM56h09San Jose, CA7:39 PMChicago, IL$1991One-way0 transfers
- 6:45 AM60h57San Jose, CA7:42 PMChicago, IL$3561One-way0 transfers
- 2:58 AM66h47San Jose, CA9:45 PMChicago, IL$5071One-way0 transfers
Travel Information
Compare train, bus, and flight for San Jose, CA to Chicago, IL
Omio recommends booking the train as it is the most popular option from San Jose, CA to Chicago, IL among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $456 For those with little time, consider booking a flight, which has an average total journey time of 8h 15m. If you are seeking to minimise your carbon footprint, the train is your best option, with estimated CO2 emissions of 0.9 - 2.7kg. Average ticket prices depend on the travel mode: a bus costs an average of $456, while a flight costs an average of $691.
Distance: 1837 miles (2957 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
$617 Average price | $691 Average price | $456 Average price Cheapest |
60h 11m Average total duration 59h 41m Onboard + 30m Additional time* | 8h 15m Average total duration Fastest 6h 15m Onboard + 2h 0m Additional time* | 58h 33m Average total duration 58h 3m Onboard + 30m Additional time* |
0.9 - 2.7kg CO2 emissions Lowest | 8.9 - 17.7kg CO2 emissions | 3.0 - 7.4kg CO2 emissions |
Most popular train company |  Most popular airline |  Most popular bus company |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
The cheapest way to travel from San Jose, CA to Chicago, IL is a bus with an average price of $456.
This is compared to other travel options from San Jose, CA to Chicago, IL:
A bus is $160 less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average $617.
A bus is $235 less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average $691.
The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 6h 15m.
Other travel options to Chicago, IL take longer:
Bus takes on average 58h 3m.
Train takes on average 59h 41m.
It's helpful to compare your options as there are 3 ways to travel between San Jose, CA and Chicago, IL including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from San Jose, CA to Chicago, IL among Omio's users.
Live departures
San Jose, CA to Chicago, IL train times
The table below shows live departures for San Jose, CA to Chicago, IL trains for tomorrow, Saturday, September 19. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 2:58 AM San Jose, CA | 66h47 | 9:45 PM Chicago, IL | 0 transfersDirect | |
| 6:45 AM San Jose, CA | 60h57 | 7:42 PM Chicago, IL | 0 transfersDirect | |
| 11:30 AM San Jose, CA | 56h09 | 7:39 PM Chicago, IL | 0 transfersDirect | |
| 2:20 PM San Jose, CA | 54h22 | 8:42 PM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets San Jose, CA to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Sep 19
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Journey information
Overview: Train from San Jose, CA to Chicago, IL
USAUSA
Trains from San Jose, CA to Chicago, IL run on average 2 times per day, taking around 59h 41m. Cheap train tickets for this journey start at $305 but you can travel from only $151 by flight.
The earliest train runs at 04:30, the last at 23:45. The fastest train covers the 1837 miles (2957 km) distance in 53h 25m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $151
Distance 1837 miles (2957 km) |
Average train duration 59h 41m |
Cheapest ticket price $305 |
Trains per day 2 |
Fastest train 53h 25m |
First train 4:30 AM |
Last train 11:45 PM |
Cheapest Month Oct |
Cheapest Day Mon |
High Season Oct - Dec |
Low Season Apr - Jun |
Best time to book 14 days |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $151
Train companies: Amtrak from San Jose, CA to Chicago, IL trainsAmtrak trains will get you between San Jose, CA and Chicago, IL from $171. With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Amtrak Duration
53h 25m
Cheapest Amtrak Price
$305
Amtrak frequency
2 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone
Complete guide to Chicago, IL
Things to do in Chicago, IL
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
- Must visit
Field Museum
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
- Must visit
Museum of Science and Industry
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
- Must visit
Millennium Park
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
- Must visit
Magnificent Mile
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
- Must visit
Chicago Riverwalk
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-Dish Pizza
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
Chicago-Style Hot Dog
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian Beef Sandwich
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Johnnie's Beef
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Superdawg Drive-In
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
Alinea
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
US dollar ($)
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale restaurants.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
FAQs: Trains from San Jose, CA to Chicago, IL
Find answers to the most common questions about traveling from San Jose, CA to Chicago, IL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.
Train ticket prices from San Jose, CA to Chicago, IL can vary. The cheapest ticket starts at $305, while the average price is around $617.
The train from San Jose, CA to Chicago, IL takes 53h 25m and runs 2 per day.
The first train from San Jose, CA to Chicago, IL leaves at 4:30 AM.
The distance by train from San Jose, CA to Chicago, IL is 1837 miles (2957 km).
The last train from San Jose, CA to Chicago, IL leaves at 11:45 PM.
There is no high speed train available from San Jose, CA to Chicago, IL.
There is no direct train service currently available from San Jose, CA to Chicago, IL.
Unfortunately, there is no night train available from San Jose, CA to Chicago, IL.
The train station in San Jose, CA that goes to Chicago, IL is San José Diridon Station, San Jose, CA, which connects to Chicago Union Station, Chicago, IL.
The cheapest way to get from San Jose, CA to Chicago, IL is by bus, with a cost of around $171.
The train journey from San Jose, CA to Chicago, IL offers a variety of scenic views, especially when traveling on the California Zephyr route. Passengers can enjoy picturesque landscapes, including the Sierra Nevada mountains, the expansive plains of Nebraska, and the Rocky Mountains, providing a diverse and visually appealing experience.
A day trip from San Jose, CA to Chicago, IL is not feasible as the journey duration is 53h 25m. However, there are 5 train trips available per day.
In Chicago, IL, you can explore the Museum of Science and Industry and its interactive exhibits, enjoy the vibrant neighborhoods like Wicker Park and Lincoln Park, take a river cruise to view iconic architecture, and attend a live performance at the historic Chicago Theatre. Visit Lincoln Park Zoo for a free and enjoyable day. For sights, don't miss Millennium Park with its modern art, the renowned Art Institute of Chicago, the entertainment hub of Navy Pier, panoramic views from Willis Tower Skydeck, and the fascinating exhibits at the Field Museum.
To fully experience Chicago, IL, plan for at least 3-4 days to visit key attractions such as Millennium Park, The Art Institute of Chicago, Navy Pier, and explore diverse neighborhoods.
Yes, you can take the train from San Jose, CA to Chicago, IL.
Since neither San Jose, CA nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Chicago, IL include Milwaukee, WI, South Bend, IN, New Buffalo, MI, Racine, WI, Elkhart, IN.
We recommend using the train as it is the most popular way to get from San Jose, CA to Chicago, IL among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from San Jose, CA to Chicago, IL
Most San Jose, CA to Chicago, IL trains use the San José Diridon Station to Union Station station pair. Use this guide to compare San Jose, CA and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Departure train stations in San Jose
Arrival train stations in Chicago
Which San Jose, CA station do trains to Chicago, IL leave from?
Trains from San Jose, CA to Chicago, IL leave from San José Diridon Station. The station is 0 miles (1 km) from San Jose, CA city centre at 65 Cahill Street, San Jose, CA 95110, USA.
San José Diridon Station65 Cahill Street, San Jose, CA 95110, USA+1 800-872-7245
City-centre transport
Getting to San José Diridon Station from San Jose city centre
San José Diridon Station is 1 km from San Jose city centre. Public transport options include:
BusRapid 500, Rapid 568, 64A, 64B, 68, 202 · 6m · $6 · every ~26 min
TramGreen Line · 14m · $4 · every ~7 min
San José Diridon Station train station facilities and services
San José Diridon Station has practical services for this route, including Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Bike Rental, Car Rental, Information Desk, and Luggage Carts.
Food and drink
Food options include: The Farmers Union, Poor House Bistro, La Victoria Taqueria
Wi-Fi and ATMs
ATMs are available in the train station.
Tickets and information
Ticket office support is available at San José Diridon Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at San José Diridon Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at San José Diridon Station: Parking, Taxis, WC.
Bike and car services
Available at San José Diridon Station: Bike Parking, Bike Rental, Car Rental.
Accessibility
Accessibility facilities are available at San José Diridon Station: Elevators, ramps, restrooms.
Shops, hotels and contact
Nearby hotels include Hotel De Anza, The Westin San Jose, AC Hotel by Marriott San Jose Downtown.
Santa Clara Station1001 Railroad Ave, Santa Clara, CA 95050, USA+1 800-660-4287
City-centre transport
Getting to Santa Clara Station from San Jose city centre
Santa Clara Station is 1 km from San Jose city centre. Public transport options include:
TrainCapitol Corridor · 6m · $6
BusRapid 522, 22 · 17m · $6 · every ~16 min
22, Rapid 522 · 19m · $6 · every ~16 min
Santa Clara Station train station facilities and services
Santa Clara Station has practical services for this route, including Dining, ATM, Taxis, Accessibility, and WC.
Food and drink
Food and drink options are available at Santa Clara Station.
Wi-Fi and ATMs
ATMs are available at Santa Clara Station.
Parking, taxis and toilets
Available at Santa Clara Station: Taxis, WC.
Accessibility
Accessibility facilities are available at Santa Clara Station.
Which Chicago, IL station do trains from San Jose, CA arrive at?
Trains from San Jose, CA to Chicago, IL arrive at Union Station. Union Station is 1 miles (3 km) from Chicago, IL city centre.
Union Station225 South Canal Street, Chicago, IL 60606, USA+1 800-872-7245
City-centre transport
Getting to Union Station from Chicago city centre
Union Station is 3 km from Chicago city centre. Public transport options include:
Bus28, 151 · 7m · $4 · every ~13 min
Union Station train station facilities and services
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food and drink
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Union Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Union Station: Parking, Taxis, WC.
Bike and car services
Available at Union Station: Bike Parking, Car Rental.
Accessibility
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Shops, hotels and contact
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
More options for your journey from San Jose, CA to Chicago, IL
Here are some other resources that might have the information you need
Most popular trains to and from Chicago, IL and San Jose, CA
Most popular train connections to Chicago, IL
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