Next departures for Chicago to Oakland on November 19
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Emeryville Station
Cheapest
Chicago (Union Station), IL
Emeryville Station
Fastest
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Next departures for Chicago to Oakland on November 20
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Emeryville Station
CheapestFastest
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Next departures for Chicago to Oakland on November 21
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Emeryville Station
Cheapest
Chicago (Union Station), IL
Emeryville Station
Fastest
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Next departures for Chicago to Oakland on November 22
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Emeryville Station
Cheapest
Chicago (Union Station), IL
Emeryville Station
Fastest
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Next departures for Chicago to Oakland on November 23
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Emeryville Station
Cheapest
Chicago (Union Station), IL
Emeryville Station
Fastest
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Next departures for Chicago to Oakland on November 24
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Emeryville Station
CheapestFastest
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Next departures for Chicago to Oakland on November 25
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Emeryville Station
Cheapest
Chicago (Union Station), IL
Emeryville Station
Fastest
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Next departures for Chicago to Oakland on November 26
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
Emeryville Station
Cheapest
Chicago (Union Station), IL
Emeryville Station
Fastest
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Chicago (Union Station), IL
Emeryville Station
No tags
Last refresh of the prices: Yesterday at 5:23 PM CST.
Compare 2 ways to go from Chicago to Oakland
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as the good way to reach Oakland. The journey takes about 2 days, 11 hours 50 minutes and with fares starting at just $186, it presents an excellent value for a comfortable ride.
Based on 5593 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 $125
Frequently asked questions about traveling from Chicago to Oakland by train
How much does a train ticket from Chicago to Oakland cost?
The average train ticket price from Chicago to Oakland is $249. The best way to find train tickets from Chicago to Oakland is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from Chicago to Oakland?
A train trip between Chicago and Oakland is around 2d 11h, although the fastest train will take about 2d 4h. This is the time it takes to travel the 1844 miles that separates the two cities.
How many daily trains are there between Chicago and Oakland?
The number of trains from Chicago to Oakland can differ depending on the day of the week. On average, there are 10. Some trains are direct while others have layovers. Simplify your train trip from Chicago to Oakland by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Chicago to Oakland?
When taking the train from Chicago to Oakland, you can travel comfortably and safely with Amtrak.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/17
$252
11/18
$252
Today
$249
11/20
$369
11/21
$377
11/22
$503
11/23
$503
11/24
$448
The cheapest trip from Chicago to Oakland was searched and found on Nov 19, 2025 with a price of $249
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Oakland, as early as possible.
You can expect to pay from $249 to $2,904 for a train ticket from Chicago to Oakland based on the last 2 days. You can expect to find the cheapest price for the trip at $369 which is on 2025-11-20.