- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
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The cheapest and fastest trains from San Jose, CA to Chicago, IL
Showing times and prices for Jun 21
Cheapest price
$323
Average price
$445
Fastest journey
2 d 7 h 9 m
Average duration
2 d 11 h 9 m
Trains per day
8
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 $445 if you buy it on the day, but the cheapest tickets can be found for only $323.
Fast trains
It's difficult to get from San Jose, CA to Chicago, IL without transferring at least once.
4770 AMTRAK · 770 Pacific Surfliner · 4 Southwest Chief11:45 PM61h44San José Diridon Station, San Jose, CA3:29 PMChicago Union Station, Chicago, IL$3231One-way2 transfers- 4102 AMTRAK · 702 Gold Runner · 5802 AMTRAK · 4 Southwest Chief6:20 AM55h09San José Diridon Station, San Jose, CA3:29 PMChicago Union Station, Chicago, IL$3711One-way3 transfers
- 3910 AMTRAK · 710 Gold Runner · 5810 AMTRAK · 422 Texas Eagle6:25 AM77h24San José Diridon Station, San Jose, CA1:49 PMChicago Union Station, Chicago, IL$4321One-way3 transfers
- 3910 AMTRAK · 710 Gold Runner · 5710 AMTRAK · 422 Texas Eagle6:25 AM77h24San José Diridon Station, San Jose, CA1:49 PMChicago Union Station, Chicago, IL$4321One-way3 transfers
- 4782 AMTRAK · 782 Pacific Surfliner · 4 Southwest Chief5:35 AM55h54San José Diridon Station, San Jose, CA3:29 PMChicago Union Station, Chicago, IL$4461One-way2 transfers
- 4102 AMTRAK · 702 Gold Runner · 5802 AMTRAK · 4 Southwest Chief6:20 AM55h09San José Diridon Station, San Jose, CA3:29 PMChicago Union Station, Chicago, IL$3711One-way3 transfers
- 4782 AMTRAK · 782 Pacific Surfliner · 4 Southwest Chief5:35 AM55h54San José Diridon Station, San Jose, CA3:29 PMChicago Union Station, Chicago, IL$4461One-way2 transfers
- 4785 AMTRAK · 6 California Zephyr4:30 AM56h09San José Diridon Station, San Jose, CA2:39 PMChicago Union Station, Chicago, IL$5211One-way1 transfer
- 4770 AMTRAK · 770 Pacific Surfliner · 4 Southwest Chief11:45 PM61h44San José Diridon Station, San Jose, CA3:29 PMChicago Union Station, Chicago, IL$3231One-way2 transfers
- 14 Coast Starlight · 28 Empire Builder7:58 PM66h47San José Diridon Station, San Jose, CA4:45 PMChicago Union Station, Chicago, IL$5561One-way1 transfer
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 prices starting from $137. For those with little time consider booking a flight which can get you there in 9h 5m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.9 - 2.7kg. The ticket price range depends on the travel mode: a bus costs an average of $137, and a flight costs an average of $156.
Distance: 1837 miles (2957 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
$341 Average price | $417 Average price | $325 Average price Cheapest |
59h 57m Average total duration 59h 27m Onboard + 30m Additional time* | 12h 5m Average total duration Fastest 9h 5m Onboard + 3h 0m Additional time* | 59h 21m Average total duration 58h 51m Onboard + 30m Additional time* |
0.9 - 2.7kg CO2 emissions Lowest | 8.9 - 17.7kg CO2 emissions | 3.0 - 7.4kg CO2 emissions |
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 $325 (€266).
This is compared to other travel options from San Jose, CA to Chicago, IL:
A bus is $16 (€13) less than a train for this route with tickets for a train from San Jose, CA to Chicago, IL costing on average $341 (€279).
A bus is $93 (€76) less than a flight for this route with tickets for a flight from San Jose, CA to Chicago, IL costing on average $417 (€341).
The fastest way to travel from San Jose, CA to Chicago, IL is by flight with an average journey time of 9h 5m.
Other travel options to Chicago, IL take longer:
Bus takes on average 58h 51m.
Train takes on average 59h 27m.
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 today, Saturday, June 20. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 4785 AMTRAK · 6 California Zephyr | 4:30 AM San José Diridon Station, San Jose, CA | 56h09 | 2:39 PM Chicago Union Station, Chicago, IL | 1 transfer | |
| 14 Coast Starlight · 28 Empire Builder | 7:58 PM San José Diridon Station, San Jose, CA | 66h47 | 4:45 PM Chicago Union Station, Chicago, IL | 1 transfer | |
| 4770 AMTRAK · 770 Pacific Surfliner · 4 Southwest Chief | 11:45 PM San José Diridon Station, San Jose, CA | 61h44 | 3:29 PM Chicago Union Station, Chicago, IL | 2 transfers | |
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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Journey information
Overview: Train from San Jose, CA to Chicago, IL
USAUSA
Trains from San Jose, CA to Chicago, IL run on average 5 times per day, taking around 59h 27m. Cheap train tickets for this journey start at $143 (€117) but you can travel from only $137 (€112) by bus.
The earliest train runs at 04:30, the last at 23:45. The fastest train covers the 1837 miles (2957 km) distance in 54h 22m.
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
Bus from $137 (€112)
Distance 1837 miles (2957 km) |
Average train duration 59h 27m |
Cheapest ticket price $143 (€117) |
Trains per day 5 |
Fastest train 54h 22m |
First train 4:30 AM |
Last train 11:45 PM |
Cheapest Month May |
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
Bus from $137 (€112)
Train companies: Amtrak from San Jose, CA to Chicago, IL trainsAmtrak trains will get you between San Jose, CA and Chicago, IL from $137 (€112). 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 Duration
54h 22m
Cheapest Price
$143 (€117)
Amtrak frequency
1 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
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
- Must visit
Museum Of Science And Industry
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
- Must visit
Millennium Park
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
- Must visit
The Magnificent Mile
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
- Must visit
Chicago Riverwalk
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Deep-Dish Pizza
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Italian Beef Sandwich
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
Gene & Georgetti
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Alinea
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
Lou Malnati's Pizzeria
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
United States Dollar
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 20-40 per person at a mid-range restaurant.
- Fine dining
- USD 75+ per person before drinks and tax.
- Coffee
- USD 4-7 for a regular café coffee.
Tipping culture
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
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 $143 (€117), while the average price is around $341 (€279).
The train from San Jose, CA to Chicago, IL takes 54h 22m and runs 5 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 $137 (€112).
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 54h 22m. 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
San Jose
Chicago
The major train station for departures in San Jose is San José Diridon Station. Find all the information you need to know about services, amenities and connections at San José Diridon Station for your trip from San Jose to Chicago.
San José Diridon Station
Amenities at train station
LockersParkingDiningATMTaxisAccessibilityWCHotelLost and Found OfficeTicket OfficeBike ParkingBike RentalCar RentalInformation DeskLuggage Cartsinformation
Ticket Office Hours
- 6:00 AM - 10:00 PM Monday - Sunday
Distance to city center
1 km
Number of platforms
5Parking
- Parking is available 7 days a week, with multiple lots surrounding the station
Dining
- The Farmers Union
- Poor House Bistro
- La Victoria Taqueria
Taxis
- Outside the main entrance
Accessibility
- Elevators, ramps, restrooms
WC
- $0.50
Hotel
- Hotel De Anza
- The Westin San Jose
- AC Hotel by Marriott San Jose Downtown
Lost and Found Office
- Located in the main hall
Car Rental
- Enterprise
- Hertz
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- The station has a main hall with ticketing and waiting areas, platforms for Caltrain, Amtrak, and ACE services, and connections to VTA buses and light rail.
Public transit options for San José Diridon Station
- Bus: VTA Bus Lines 22, 64A, 64B, 68, 168, 181
- Light Rail: VTA Green Line
- Caltrain
- Amtrak
- ACE
Santa Clara Station
Amenities at train station
DiningATMTaxisAccessibilityWCinformation
Distance to city center
1 kmThe major train station for arrivals in Chicago is Union Station. Find all the information you need to know about services, amenities and connections at Union Station for your journey to Chicago from San Jose.
Amenities at train station
WifiLockersParkingDiningATMTaxisAccessibilityWCHotel
LoungeLost and Found OfficeTicket OfficeBike ParkingCar RentalInformation DeskLuggage Cartsinformation
Ticket Office Hours
- 5:00 AM - 12:00 AM Monday - Sunday
Distance to city center
3 kmNumber of platforms
24Wifi
- Free
Parking
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street
Dining
- The Chicago Firehouse Restaurant
- Lou Mitchell's
Taxis
- Outside the main entrance
Accessibility
- Elevators, ramps, restrooms
WC
- $1
Hotel
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
Lounge
- Located in the main hall
Lost and Found Office
- Located in the main hall
Car Rental
- Avis
- Budget
- Enterprise
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
Public transit options for Union Station
- Bus: Several lines available
- CTA: Blue Line, Pink Line
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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