Compare 2 ways to go from Oakland to Chicago.
Busbud recommends taking the bus from Oakland to ChicagoAmong the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 2 days, 17 hours 45 minutes and with fares starting at just $226, it presents an excellent value for a comfortable ride.
Train Oakland to Chicago: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5093 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $1,292.00
Amtrak Oakland Chicago recent customer reviews
Wish I could go first class I know they had a ball super comfortable and an overall decent ride definitely bringing the kids next time
Yesenia C.
Oakland to Chicago Train
With Busbud, comparing and booking tickets for a train from Oakland to Chicago is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.
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Discover how much the train trip from Oakland to Chicago will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.
Where are the popular train stations and stops in Oakland and Chicago?
Frequently asked questions for your trip Oakland - Chicago
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Oakland to Chicago was searched and found on May 7, 2025 with a price of $237To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Oakland to Chicago, as early as possible.
You can expect to pay from $237 to $1,516 for a train ticket from Oakland to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $237 which is on 2025-05-07.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Oakland to Chicago is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
Regional train? High-speed train? Whichever train to Chicago you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
With up to 30x less CO2 emissions for your train journey between Oakland and Chicago, the train is an ecological alternative to flights or personal cars.
Create your own real life musical score by curating a personalized train travel playlist - the perfect accompaniment to your bus ride from Oakland to Chicago.
Did you know?
You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.
Japanese trains are always on time, it is extremely infrequent to see breakdowns during peak periods. In the event of a delay of more than 5 minutes, the crew will personally apologize to each passenger.
One of the deepest train stations in the world is in Kiev. Located at a depth of 105 m, it was designed in this way to serve as a shelter in the event of an attack. The second deepest station is in China. Badaling station is located 60 m under the Great Wall of China!
Top Traveled Train Routes
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Trains Going to Chicago
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