Next departures from Oakland to Chicago on 22 November
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
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Downtown Greyhound Station
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
Oakland/Berkeley/East Bay
Downtown Greyhound Station
No tags
Next departures from Oakland to Chicago on 23 November
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
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Downtown Greyhound Station
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
Oakland/Berkeley/East Bay
Downtown Greyhound Station
No tags
Next departures from Oakland to Chicago on 24 November
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
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Downtown Greyhound Station
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
FlixBus + Greyhound Lines, Inc.
UC Berkeley (Crescent Lawn)
Downtown Greyhound Station
No tags
Next departures from Oakland to Chicago on 25 November
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
UC Berkeley (Crescent Lawn)
537-517 W. Jackson Blvd
Cheapest
West Oakland BART
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Downtown Greyhound Station
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Next departures from Oakland to Chicago on 26 November
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
UC Berkeley (Crescent Lawn)
537-517 W. Jackson Blvd
Cheapest
West Oakland BART
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Downtown Greyhound Station
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Next departures from Oakland to Chicago on 27 November
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
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Downtown Greyhound Station
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
FlixBus + Greyhound Lines, Inc.
UC Berkeley (Crescent Lawn)
537-517 W. Jackson Blvd
No tags
Next departures from Oakland to Chicago on 28 November
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
Greyhound Lines, Inc. + FlixBus
West Oakland BART
Downtown Greyhound Station
No tags
West Oakland BART
537-517 W. Jackson Blvd
No tags
Emeryville Station
Chicago (Union Station), IL
No tags
Last refresh of the prices: Yesterday at 22:28 PST.
Compare 2 ways to travel 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 £98, it presents an excellent value for a comfortable ride.
Based on 87387 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 Wi-Fi. Greyhound ticket prices on this trip start at £134
Based on 5597 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 £187
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 11391 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 Wi-Fi. FlixBus ticket prices on this trip start at £165
Frequently asked questions about travelling by bus from Oakland to Chicago
How far is Chicago from Oakland by coach?
The distance between Oakland and Chicago by coach is approximately 1844 miles (2974 km).
Is there a way to reach Chicago from Oakland without flying?
You can choose the coach to travel this route. Choosing the coach guarantees a comfortable and sustainable travel experience, allowing you to admire the views on your way to your destination. You might also find carpooling options to travel between the two cities.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
19/11
£219
20/11
£228
Today
£209
22/11
£230
23/11
£222
24/11
£226
25/11
£214
26/11
£220
The cheapest trip from Oakland to Chicago was searched and found on 21 Nov 2025 with a price of £209
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 £209 to £502 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 £214, which is on 2025-11-25.