Cheap train tickets from Chicago to Oakland
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Trip Summary
There are usually 9 daily train trips available from Chicago to Oakland. Traveling by train from Chicago to Oakland usually takes 62 hours and 31 minutes, but the fastest Amtrak train can make the trip in 53 hours and 52 minutes.
| Distance | 1846 mi (2972 km) |
| Fastest train | 53h 52m |
| Lowest price | $119.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
What is the price of a train ticket from Chicago to Oakland?
Over the past month, a train ticket between Chicago and Oakland cost $238.18, on average. Due to the distance between Chicago and Oakland, train tickets on this route tend to be relatively pricey. Booking your trip at least 27 days in advance can help you secure tickets at the best price. For same-day bookings, you’ll likely have to pay around $134.78 more.
Average train ticket prices from Chicago to Oakland by travel date
For the next 30 days, the cost of a one-way train trip from Chicago to Oakland will range from $222 to $433. If you're planning to travel by train to Oakland in the upcoming week, the cheapest train ticket from Chicago you can find in the next 7 days is $225. Be sure to book your trip in advance as train ticket prices typically increase as your travel date approaches.
Monthly avg. prices
Prices as travel date approaches
If you're looking to save on your train trip from Chicago to Oakland, book online with Wanderu at least 27 days in advance. That way, you’ll save $134.78 compared to booking your ticket last minute.
Which train should you take from Chicago to Oakland?
Amtrak is the one and only train line which connects Chicago to Oakland. However, there are 9 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 9 | 2d 14h 31m | $277.89 |
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 9 Amtrak trains from Chicago to Oakland every day, as well as 9 trips on the weekends, with prices starting from $119.
Frequently asked questions about traveling by train from Chicago to Oakland
The distance between Chicago and Oakland is approximately 1846 miles, or 2972 kilometers. The average train journey between these two cities takes 62 hours and 31 minutes, although the absolute fastest you could get there is 53 hours and 52 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 Oakland on Wednesday. Tickets for Wednesday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Friday. Friday 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 9 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 Oakland 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.
Oakland
Image credit: Unsplash
Image credit: Unsplash
Image credit: Unsplash
Oakland, CA is a port city that is beginning to step out of the shadow of San Francisco, its neighbor to the west. Every visitor should start their Oakland trip in the downtown area and Old Oakland, the city's historic quarter full of quaint old buildings. While here, don't forget to take a short detour to Oakland's famous Chinatown as well. The African American Museum and Library at Oakland tells the history of Black communities in the area and is definitely worth a stop. For those who would prefer to stay close to nature, Dr. Aurelia Reinhardt Redwood Regional Park's abundance of redwood groves will offer amazing views.
Oakland's food scene is vibrant and diverse, with a wide range of offerings for all budgets. Enssaro is a popular local name with mid-range dishes that will whet your appetite. For an excellent haute-cuisine dinner, head towards The Wolf.
It's easy to get around the Bay Area on local public transit (called the BART, for Bay Area Rapid Transit). Getting to Oakland from further afield is also a breeze thanks to many intercity bus routes in the area and Amtrak's Capitol Corridor train, which stops in Oakland. Flights arrive at the Oakland International Airport, but several additional airport options in the larger Bay Area are also available.
Station Information
Where is the train station in Chicago?
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 Oakland?
Image credit: David Wilson
Link to image attribution
Image credit: David Wilson
Link to image attributionMain arrival station: 245 Second St
The Jack London Station in Oakland opened in 1995, replacing 16th Street Station, which was extensively damaged in the Loma Prieta earthquake in 1989. The station was named after the famous writer Jack London, as he spent much of his life in the area. It is a contemporary glass and stone structure located on the easternmost corner of Jack London Square. The square, which fronts a natural estuary leading to San Francisco Bay, was formerly the hub of Oakland's port activities, connecting the maritime and agricultural sectors. It is still an active and bustling waterfront today. Amtrak's Capitol Corridor, Coast Starlight, and San Joaquins trains serve the station. It is the 10th busiest of Amtrak's 74 California stops, boarding or de-boarding an average of 1,142 people per day.
All train stations in Oakland:
245 Second St
Across San Leandro Blvd from BART station - 700 73rd Ave
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