Cheap buses leaving Tuesday
One passenger / one way
- This trip is recommended because it is: CheapestDeparture time: August 19 atDeparture city: OaklandDeparture location: West Oakland BARTArrival time: August 22 atDestination city: ChicagoDestination location: 537-517 W. Jackson BlvdOperated by: Greyhound Lines, Inc.
Vehicle: BusDuration: - This trip is recommended because it is: Fastest
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Compare 2 ways to go from Oakland to Chicago.
Busbud recommends taking the bus from Oakland to ChicagoAmong the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 2 days, 16 hours 55 minutes and with fares starting at just $105, it presents an excellent value for a comfortable ride.
Bus Oakland to Chicago: Trip Overview
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Oakland to Chicago Bus
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Where are the popular stops in Oakland and Chicago?
Frequently asked questions for your trip Oakland - Chicago
Find cheapest prices for buses
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 Aug 19, 2025 with a price of $158To 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 $158 to $2,615 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 $158 which is on 2025-08-19.
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.
About Bus Travel
Bus Travel Tips
Meet and talk to locals at the bus stations while traveling from Oakland to Chicago.There is no better way to get inside travel information while exploring a new city than to go straight to its people.
Start sightseeing the minute your bus leaves the station. If you're on the night bus from Oakland to Chicago, get comfy and count the stars.
Buses have one of the smallest carbon footprints of motorized transport modes. A bus going from Oakland to Chicago will emit less CO2 than a car or an airplane.
Create your own real life musical score by curating a personalized bus travel playlist - the perfect accompaniment to your bus ride from Oakland to Chicago.
Did you know?
The Superbus, created by a Dutch engineer is the world's fastest bus with 250 km/h. Too bad it's only a prototype for now.
It takes 27 hours to go by bus from Lima to Cusco, one of the craziest bus trips on the world. This route is used daily by locals and backpackers.
The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.
What's the cheapest way to go from Oakland to Chicago?
The bus is the cheapest travel choice for this destinationTop traveled bus routes
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