Bus Oakland to Chicago: Compare prices and save money

Compare all timetables for the bus from Oakland to Chicago

Here is a selection of the cheapest bus trips from the schedule from Oakland to Chicago from various bus operators like Greyhound US for the next days.

today

$229

tomorrow

Sunday

Monday

$224

Tuesday

Wednesday

$227

Thursday

$225

Cheapest bus trips today
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	50h 30m	2:05 PM	Oakland	W Oakland BART Station	6:35 PM	Chicago	95th Red Line Station		Economy	$229	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/5/2025 2:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/7/2025 6:35:00 PM. 50 Economy ticket for $229 per person are available. Travel duration is 50h 30m
	Greyhound US	62h 35m	11:20 PM	Oakland	W Oakland BART Station	3:55 PM	Chicago	95th Red Line Station		Economy	$277	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/5/2025 11:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/8/2025 3:55:00 PM. 50 Economy ticket for $277 per person are available. Travel duration is 62h 35m

Cheapest bus trips Monday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	62h 35m	11:20 PM	Oakland	W Oakland BART Station	3:55 PM	Chicago	95th Red Line Station		Economy	$224	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/8/2025 11:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/11/2025 3:55:00 PM. 50 Economy ticket for $224 per person are available. Travel duration is 62h 35m
	Greyhound US	50h 30m	2:05 PM	Oakland	W Oakland BART Station	6:35 PM	Chicago	95th Red Line Station		Economy	$228	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/8/2025 2:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/10/2025 6:35:00 PM. 50 Economy ticket for $228 per person are available. Travel duration is 50h 30m

Cheapest bus trips Wednesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	48h 15m	2:05 PM	Oakland	W Oakland BART Station	4:20 PM	Chicago	Downtown Bus Station	Economy	$227	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/10/2025 2:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/12/2025 4:20:00 PM. 50 Economy ticket for $227 per person are available. Travel duration is 48h 15m
Greyhound US	63h 55m	2:05 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Union Station	Economy	$231	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/10/2025 2:05:00 PM to Union Station, Chicago (USA) arriving at 12/13/2025 8:00:00 AM. 50 Economy ticket for $231 per person are available. Travel duration is 63h 55m
Greyhound US	50h 30m	2:05 PM	Oakland	W Oakland BART Station	6:35 PM	Chicago	95th Red Line Station	Economy	$232	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/10/2025 2:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/12/2025 6:35:00 PM. 50 Economy ticket for $232 per person are available. Travel duration is 50h 30m
Greyhound US	63h 0m	11:20 PM	Oakland	W Oakland BART Station	4:20 PM	Chicago	Downtown Bus Station	Economy	$252	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/10/2025 11:20:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 4:20:00 PM. 50 Economy ticket for $252 per person are available. Travel duration is 63h 0m
Greyhound US	62h 35m	11:20 PM	Oakland	W Oakland BART Station	3:55 PM	Chicago	95th Red Line Station	Economy	$256	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/10/2025 11:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/13/2025 3:55:00 PM. 50 Economy ticket for $256 per person are available. Travel duration is 62h 35m

Did you know that if you travel from Oakland to Chicago via Denver, you can save more than $23? You can find the corresponding connections below.
- FlixBus
  
  73h 10m
  
  0
  
  2:05 PM
  
  Oakland
  W Oakland BART Station
  
  6:10 PM
  
  Denver
  Union Station
  
  0
  
  Economy
  
  $125
  
  A Bus from FlixBus goes from W Oakland BART Station, Oakland (USA) at 12/10/2025 2:05:00 PM to Union Station, Denver (USA) arriving at 12/11/2025 6:10:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 27h 5m
- Busbud
  
  21h 15m
  
  0
  
  7:00 PM
  
  Denver
  Union Station
  
  5:15 PM
  
  Chicago
  Downtown Bus Station
  
  0
  
  Economy
  
  $79
  
  A Bus from Busbud goes from Union Station, Denver (USA) at 12/12/2025 7:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/13/2025 5:15:00 PM. 50 Economy ticket for $79 per person are available. Travel duration is 21h 15m
Travel time is 22h 55m longer, but you will save $23

Cheapest bus trips Thursday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	50h 30m	2:05 PM	Oakland	W Oakland BART Station	6:35 PM	Chicago	95th Red Line Station		Economy	$225	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/11/2025 2:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/13/2025 6:35:00 PM. 50 Economy ticket for $225 per person are available. Travel duration is 50h 30m
	Greyhound US	62h 35m	11:20 PM	Oakland	W Oakland BART Station	3:55 PM	Chicago	95th Red Line Station		Economy	$311	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 12/11/2025 11:20:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/14/2025 3:55:00 PM. 50 Economy ticket for $311 per person are available. Travel duration is 62h 35m

Best Price Offer: The price for the cheapest bus from Oakland to Chicago is $222 on 12/13/2025. Flexible travelers save on ticket prices.

Frequency of bus connections between Oakland and Chicago

See here how frequent the connections between Oakland and Chicago are, during different times and days of the week.

Wednesday is the busiest day, with more than 6 daily buses from Oakland to Chicago. Monday has instead the fewest connections, with only 2 daily coaches between Oakland and Chicago.

The busiest time of the day is the Afternoon, with 6 buses from Oakland to Chicago, while Afternoon sees the fewest connections between Oakland and Chicago, with 6 offers.

Facts about the bus from Oakland to Chicago

Compare all providers like Greyhound US that travel 3 times every day by bus from Oakland to Chicago in one click! Book your bus ticket from Oakland to Chicago starting from $222!

Cheapest Bus	$222
Fastest Bus	50h 15m
Earliest Bus	2:05 PM
Latest Bus	11:20 PM
Daily Bus Routes	3 Ø
Distance	1,846.5 miles
Bus Companies	Greyhound US

Cheapest bus connections from Oakland to Chicago

Every day, 3 buses from 1 bus companies leave Oakland for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 12/05/2025 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 11/30

Monday 12/01

Tuesday 12/02

Wednesday 12/03

Thursday 12/04

Friday 12/05

$229

Saturday 12/06

Sunday 12/07

Monday 12/08

$224

Tuesday 12/09

Wednesday 12/10

$232

Thursday 12/11

$225

Friday 12/12

Saturday 12/13

$222

Sunday 12/14

Monday 12/15

Tuesday 12/16

Wednesday 12/17

Thursday 12/18

Friday 12/19

Saturday 12/20

Sunday 12/21

Monday 12/22

Tuesday 12/23

Wednesday 12/24

Thursday 12/25

Friday 12/26

Saturday 12/27

The cheapest time to travel from Oakland to Chicago

See here on which day and which time of the day you can find the cheapest bus ticket from Oakland to Chicago, for the next 30 days.

With a price starting from $224, Monday is the cheapest day for a bus from Oakland to Chicago. Friday instead is the most expensive day with prices starting from $229.

Evening is the cheapest day time for bus tickets from Oakland to Chicago, with $224. Afternoon is the most expensive time of the day with prices starting from $225.

How to save money travelling from Oakland to Chicago

Travel can be expensive, but it doesn't need to be! Do you want to avoid paying a terrible price for your trip? Then follow these quick steps to save money:

Book the ticket from Oakland to Chicago in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Oakland to Chicago, compared instead if you buy it at the last moment, or directly at the station.

If you can, avoid travelling at peak times. Instead of weekend, try travelling during the week. Travelling in the evening or at night it’s also cheaper, and later buses from Oakland to Chicago are also emptier.

Beloved bus companies from Oakland to Chicago

These are the most booked bus companies between Oakland to Chicago from our users.

Greyhound US from Oakland to Chicago

Here you will find the key facts about the Greyhound US bus route Oakland to Chicago:

Cheapest Price	$224
Fastest Bus	50h 15m
Earliest Bus	2:05 PM
Last Bus	11:20 PM
Daily Connections	3 Ø
Found on	12/3/2025

All bus stations and stops in Oakland and Chicago

In the map below, you can see where to find all bus stations in Oakland and Chicago.

Greyhound Bus Station

San Pablo Ave 2103

Jack London

Broadway

Fruitvale

Getty Museum

San Pablo Ave

95th Red Line Station

W. 95th St 14

Downtown Bus Station

West Harrison Street 630-670

Union Station

S Canal St 225

Cumberland CTA

N Cumberland Ave 5800

Canal & Van Buren

S Canal St 310-320

Service and Comfort on the bus from Oakland to Chicago

Want to know which seat classes are available on the buses from Oakland to Chicago? Or which bus companies serve the route Oakland to Chicago? Below you will find answers to your questions.

FAQs about the Oakland to Chicago bus

How much does a Oakland Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $222 and takes 64h 35m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from Oakland to Chicago?

This route is offered by 1 companies with a range of ticket prices between $222 and $311. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Chicago.

On average, how many connections are available from Oakland to Chicago each day?

Every day, the Oakland to Chicago bus route is served by approximately 3 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Oakland to Chicago take?

The fastest bus from Oakland to Chicago is offered by Greyhound US and takes 50h 15m. Bus tickets for this connection cost $227. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Oakland to Chicago?

The earliest bus arriving in Chicago from Oakland starts at 2:05 PM. However, information regarding departure times may differ on weekends and holidays. Simply use our search to find exact times for your planned travel date.

What time is the last bus from Oakland to Chicago?

The latest bus trip departing from Oakland for Chicago starts at 11:20 PM. Please note that departure times may differ on weekends and holidays. So just use our search to find the exact times for your planned travel date.

Which bus companies operate the Oakland Chicago route?

When traveling by bus from Oakland to Chicago, passengers can travel with Greyhound US. With our search, you can compare all available bus tickets to book the one that works for you.

Is there a direct bus between Oakland and Chicago?

You can check all the direct connections between Oakland and Chicago by using our search and looking at the Changes section in our filters. These are some of the companies which offer a direct bus: Greyhound US.

What can I take with me on the Oakland to Chicago bus route?

Depending on which provider you travel with, what you're allowed to bring with you can vary. Generally, you can take a suitcase and hand luggage with you on the Oakland Chicago bus route free of charge. Simply use our search to find a bus that is best suited to your needs for your planned travel date.

What equipment is available for the Oakland Chicago bus route?

The equipment on board differs depending on the provider. However, many long-distance buses have WiFi so you can tell your friends your exact location during the journey. To make traveling even more pleasant, air conditioning systems provide ventilation. It is best to use our search to get precise information about the equipment of the bus from Oakland to Chicago on your planned travel date.

Available seat classes which are offered on the bus route Oakland to Chicago

Economy

The cheapest option available for your ticket, it usually comes with reclinable seats and AC.

More bus routes to Oakland and to Chicago

Here’s an overview of the most popular bus routes to Oakland and to Chicago. Simply click on the connection of your choice, and you will find all the details about your bus route!