Next departures from Oakland to Chicago on 16 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Bus
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures from Oakland to Chicago on 17 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Bus
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures from Oakland to Chicago on 18 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
West Oakland BART
537-517 W. Jackson Blvd
Cheapest
Bus
West Oakland BART
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures from Oakland to Chicago on 19 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures from Oakland to Chicago on 20 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Bus
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures from Oakland to Chicago on 21 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Bus
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Next departures from Oakland to Chicago on 22 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
West Oakland BART
Downtown Greyhound Station
CheapestFastest
Bus
West Oakland BART
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Bus
West Oakland BART
537-517 W. Jackson Blvd
No tags
Greyhound Lines, Inc. + FlixBus
Bus
West Oakland BART
Chicago 95Th & Dan Ryan
No tags
Last refresh of the prices: Today at 5:32 PM 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 26 minutes and with fares starting at just R 2 151, it presents an excellent value for a comfortable ride.
Based on 87431 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 R 3 841
Based on 5648 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 R 4 120
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 11617 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 R 3 634
Frequently asked questions about travelling from Oakland to Chicago by bus
Please note that timetables, routes, or operator details shown here may be updated or differ 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 at R 3 824. The average price for this route is around R 3 971. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from Oakland to Chicago?
The average bus journey time from Oakland to Chicago is 2d 15h, covering a distance of 2975 km. The fastest bus gets 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 15 buses available per day, including services from Greyhound, Amtrak, FlixBus.
What is the earliest and latest departure time for the bus from Oakland to Chicago?
The earliest bus departs from Oakland to Chicago at 07:35. And the latest bus departs at 23:50.
What are the CO₂ emissions for the bus trip from Oakland to Chicago?
A bus trip from Oakland to Chicago produces an estimated 74 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
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 5627 reviews.
Which bus company has the best Wi-Fi from Oakland to Chicago?
Based on reviews on Busbud, the bus company Amtrak has the best Wi-Fi rating with a score of 3.6.
Which bus company offers the most punctual service 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
12/12
R 4 634
13/12
R 4 954
Today
R 4 496
15/12
R 4 513
16/12
R 4 012
17/12
R 4 444
18/12
R 4 694
19/12
R 4 409
The cheapest trip from Oakland to Chicago was searched and found on 16 Dec 2025 with a price of R 4 012
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 R 4 012 to R 26 233 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 R 4 012, which is on 2025-12-16.
What's the cheapest way to go from Oakland to Chicago?
The bus is the cheapest travel choice for this destination