Next available departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Emeryville Station | Chicago (Union Station), IL | Cheapest | |||||
| Emeryville Station | Chicago (Union Station), IL | Fastest | |||||
| Coliseum/Airport | Chicago (Union Station), IL | No tags | |||||
| Coliseum/Airport | Chicago (Union Station), IL | No tags | |||||
| Jack London Square | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 2:18 AM PDT.
Compare 2 ways to go from Oakland to Chicago
Among the sustainable travel choices, the Train stands out as a good way to reach Chicago. The journey takes about 2 days, 5 hours 19 minutes, and with fares starting at just $178, it presents an excellent value for a comfortable ride.
Where are the popular train stations and stops in Oakland and Chicago?
Chicago
- A
Union Station
225 S Canal St, Chicago, IL 60606, USA
Train companies
Based on 5780 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi‑Fi. Amtrak ticket prices on this trip start at $178
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.
Frequently asked questions about travelling from Oakland to Chicago by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Oakland to Chicago?
The cheapest train tickets from Oakland to Chicago start at $178. The average price for this train route is around $323. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Oakland to Chicago?
The average train trip from Oakland to Chicago takes 2d 5h and covers 2967 km. The quickest train gets you there in 2d 3h and is operated by Amtrak.
Which train operators serve the Oakland to Chicago route?
Several major train operators serve this route, with 7 trains available per day.
What are the earliest and latest departure times for the train from Oakland to Chicago?
The earliest train from Oakland to Chicago departs at 7:13am. The latest train departs at 9:41pm.
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 Apr 4, 2026 with a price of $431To 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 $431 to $4,102 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 $431 which is on 2026-04-04.
What's the cheapest way to go from Oakland to Chicago?
The Train is the cheapest travel choice for this destinationThe best way to travel between Oakland and Chicago is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost $323 on average. If you're on a budget, you'll find cheap tickets from $178. If you're looking for the fastest way to get to Chicago, choose the train, as it will take you from Oakland to Chicago in about 2d 5h —that's the fastest way to get there!
