Next departures for Oakland to Chicago on December 1
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
West Oakland BART
Downtown Greyhound Station
Cheapest
Greyhound Lines, Inc. + FlixBus
Oakland/Berkeley/East Bay
Chicago 95Th & Dan Ryan
Fastest
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Oakland/Berkeley/East Bay
Downtown Greyhound Station
No tags
Next departures for Oakland to Chicago on December 2
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
West Oakland BART
Downtown Greyhound Station
CheapestFastest
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures for Oakland to Chicago on December 3
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Jack London Square
Chicago (Union Station), IL
No tags
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Jack London Square
Chicago (Union Station), IL
No tags
Next departures for Oakland to Chicago on December 4
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
West Oakland BART
Downtown Greyhound Station
CheapestFastest
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures for Oakland to Chicago on December 5
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Jack London Square
Chicago (Union Station), IL
No tags
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Jack London Square
Chicago (Union Station), IL
No tags
Next departures for Oakland to Chicago on December 6
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
West Oakland BART
Downtown Greyhound Station
CheapestFastest
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures for Oakland to Chicago on December 7
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Jack London Square
Chicago (Union Station), IL
No tags
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Jack London Square
Chicago (Union Station), IL
No tags
Next departures for Oakland to Chicago on December 8
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
West Oakland BART
537-517 W. Jackson Blvd
Cheapest
West Oakland BART
Downtown Greyhound Station
Fastest
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Last refresh of the prices: Yesterday at 9:51 PM PST.
Compare 2 ways to go from Oakland to Chicago
We recommend taking the train
Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 2 days, 5 hours 27 minutes, and with fares starting at just $179, it presents an excellent value for a comfortable ride.
Based on 87412 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the WiFi. Greyhound ticket prices on this trip start at $247
Based on 5619 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 WiFi. Amtrak ticket prices on this trip start at $342
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
Based on 11492 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the staff but often complained with the WiFi. FlixBus ticket prices on this trip start at $302
Frequently asked questions about travelling from Oakland to Chicago by bus
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 bus ticket from Oakland to Chicago?
The cheapest bus tickets from Oakland to Chicago start from $245. The average price for this route is around $334. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Oakland to Chicago?
The average bus travel time from Oakland to Chicago is 2d 15h, covering a distance of 2973 km. The quickest bus can get you there in 2d and is operated by Greyhound.
Which bus companies service the Oakland to Chicago route?
Several major bus companies operate on this route with 20 buses available per day, including services from Greyhound, Amtrak, FlixBus.
What are the earliest and latest departure times for the bus from Oakland to Chicago?
The earliest bus departs from Oakland to Chicago at 7:00am. And the latest bus departs at 11:50pm.
What are the CO₂ emissions for the bus trip from Oakland to Chicago?
A bus trip from Oakland to Chicago generates an estimated 74 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.
What is the best bus company from Oakland to Chicago?
According to Busbud customers, the highest-rated bus company on this route is Amtrak, with an average rating of 4.1 out of 5 stars based on 5597 reviews.
Which bus company has the best Wi-Fi from Oakland to Chicago?
Based on Busbud reviews, the bus company Amtrak has the highest Wi-Fi rating with a score of 3.6.
Which bus company has the best on-time performance from Oakland to Chicago?
According to Busbud traveller reviews, the most punctual bus company on this route is FlixBus, with a punctuality rating of 3.9 out of 5 stars.
Which bus company has the cleanest buses from Oakland to Chicago?
According to Busbud traveller reviews, the bus company with the cleanest buses on this route is Amtrak, with a cleanliness rating of 4.5 out of 5 stars.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11-29
$432
11-30
$523
Today
$392
12-02
$315
12-03
$311
12-04
$311
12-05
$324
12-06
$311
The cheapest trip from Oakland to Chicago was searched and found on Dec 3, 2025 with a price of $311
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Oakland to Chicago, as early as possible.
You can expect to pay from $311 to $4,263 for a bus ticket from Oakland to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $311 which is on 2025-12-03.
Usually Amtrak will charge you higher prices for tickets closer to the departure date. To find the best prices, you should be flexible on your date of travel.