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

$143

tomorrow

$139

Thursday

$149

Friday

$156

Saturday

$150

Sunday

$148

Monday

$132

Cheapest bus trips today
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	48h 20m	2:05 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$143	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/8/2026 2:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/10/2026 4:25:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 48h 20m
Greyhound US	63h 55m	2:05 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Union Station	Economy	$150	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/8/2026 2:05:00 PM to Union Station, Chicago (USA) arriving at 9/11/2026 8:00:00 AM. 50 Economy ticket for $150 per person are available. Travel duration is 63h 55m
Greyhound US	63h 20m	11:05 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$201	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/8/2026 11:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/11/2026 4:25:00 PM. 50 Economy ticket for $201 per person are available. Travel duration is 63h 20m
Greyhound US	51h 35m	2:05 PM	Oakland	W Oakland BART Station	7:40 PM	Chicago	95th Red Line Station	Economy	$222	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/8/2026 2:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/10/2026 7:40:00 PM. 50 Economy ticket for $222 per person are available. Travel duration is 51h 35m
Greyhound US	78h 55m	11:05 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Union Station	Economy	$254	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/8/2026 11:05:00 PM to Union Station, Chicago (USA) arriving at 9/12/2026 8:00:00 AM. 50 Economy ticket for $254 per person are available. Travel duration is 78h 55m

Cheapest bus trips tomorrow
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	48h 20m	2:05 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$139	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/9/2026 2:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/11/2026 4:25:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 48h 20m
Greyhound US	63h 55m	2:05 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Canal & Van Buren	Economy	$146	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/9/2026 2:05:00 PM to Canal & Van Buren, Chicago (USA) arriving at 9/12/2026 8:00:00 AM. 50 Economy ticket for $146 per person are available. Travel duration is 63h 55m
Greyhound US	63h 20m	11:05 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$177	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/9/2026 11:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/12/2026 4:25:00 PM. 50 Economy ticket for $177 per person are available. Travel duration is 63h 20m
Greyhound US	62h 30m	11:35 PM	Oakland	Greyhound Bus Station	4:05 PM	Chicago	Downtown Bus Station	Economy	$195	A Bus from Greyhound US goes from Greyhound Bus Station, Oakland (USA) at 9/9/2026 11:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/12/2026 4:05:00 PM. 50 Economy ticket for $195 per person are available. Travel duration is 62h 30m
Greyhound US	78h 55m	11:05 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Canal & Van Buren	Economy	$208	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/9/2026 11:05:00 PM to Canal & Van Buren, Chicago (USA) arriving at 9/13/2026 8:00:00 AM. 50 Economy ticket for $208 per person are available. Travel duration is 78h 55m

Cheapest bus trips Thursday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	61h 25m	1:45 PM	Oakland	Greyhound Bus Station	5:10 AM	Chicago	95th Red Line Station	Economy	$149	A Bus from Greyhound US goes from Greyhound Bus Station, Oakland (USA) at 9/10/2026 1:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/13/2026 5:10:00 AM. 50 Economy ticket for $149 per person are available. Travel duration is 61h 25m
Greyhound US	48h 20m	2:05 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$149	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/10/2026 2:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/12/2026 4:25:00 PM. 50 Economy ticket for $149 per person are available. Travel duration is 48h 20m
Greyhound US	50h 20m	2:05 PM	Oakland	W Oakland BART Station	6:25 PM	Chicago	95th Red Line Station	Economy	$153	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/10/2026 2:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/12/2026 6:25:00 PM. 50 Economy ticket for $153 per person are available. Travel duration is 50h 20m
Greyhound US	60h 35m	1:45 PM	Oakland	Greyhound Bus Station	4:20 AM	Chicago	Downtown Bus Station	Economy	$163	A Bus from Greyhound US goes from Greyhound Bus Station, Oakland (USA) at 9/10/2026 1:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/13/2026 4:20:00 AM. 50 Economy ticket for $163 per person are available. Travel duration is 60h 35m
Greyhound US	63h 55m	2:05 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Canal & Van Buren	Economy	$166	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/10/2026 2:05:00 PM to Canal & Van Buren, Chicago (USA) arriving at 9/13/2026 8:00:00 AM. 50 Economy ticket for $166 per person are available. Travel duration is 63h 55m

Cheapest bus trips Friday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	50h 45m	1:40 PM	Oakland	W Oakland BART Station	6:25 PM	Chicago	95th Red Line Station	Economy	$156	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/11/2026 1:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/13/2026 6:25:00 PM. 50 Economy ticket for $156 per person are available. Travel duration is 50h 45m
Greyhound US	48h 45m	1:40 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$167	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/11/2026 1:40:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/13/2026 4:25:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 48h 45m
Greyhound US	64h 20m	1:40 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Union Station	Economy	$172	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/11/2026 1:40:00 PM to Union Station, Chicago (USA) arriving at 9/14/2026 8:00:00 AM. 50 Economy ticket for $172 per person are available. Travel duration is 64h 20m
Greyhound US	65h 20m	11:05 PM	Oakland	W Oakland BART Station	6:25 PM	Chicago	95th Red Line Station	Economy	$210	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/11/2026 11:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/14/2026 6:25:00 PM. 50 Economy ticket for $210 per person are available. Travel duration is 65h 20m
Greyhound US	63h 20m	11:05 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$216	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/11/2026 11:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/14/2026 4:25:00 PM. 50 Economy ticket for $216 per person are available. Travel duration is 63h 20m

Did you know that if you travel from Oakland to Chicago via San Francisco, you can save more than $20? You can find the corresponding connections below.
- FlixBus
  
  57h 55m
  
  0
  
  6:30 AM
  
  Oakland
  W Oakland BART Station
  
  6:55 AM
  
  San Francisco
  5th/Townsend
  
  0
  
  Economy
  
  $4
  
  A Bus from FlixBus goes from W Oakland BART Station, Oakland (USA) at 9/9/2026 6:30:00 AM to 5th/Townsend, San Francisco (USA) arriving at 9/9/2026 6:55:00 AM. 50 Economy ticket for $4 per person are available. Travel duration is 0h 25m
- FlixBus
  
  57h 15m
  
  0
  
  7:10 AM
  
  San Francisco
  5th/Townsend
  
  6:25 PM
  
  Chicago
  95th Red Line Station
  
  0
  
  Economy
  
  $132
  
  A Bus from FlixBus goes from 5th/Townsend, San Francisco (USA) at 9/9/2026 7:10:00 AM to 95th Red Line Station, Chicago (USA) arriving at 9/11/2026 6:25:00 PM. 50 Economy ticket for $132 per person are available. Travel duration is 57h 15m
Travel time is 7h 10m longer, but you will save $20

Cheapest bus trips Saturday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	48h 45m	1:40 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$150	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/12/2026 1:40:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/14/2026 4:25:00 PM. 50 Economy ticket for $150 per person are available. Travel duration is 48h 45m
Greyhound US	64h 20m	1:40 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Union Station	Economy	$153	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/12/2026 1:40:00 PM to Union Station, Chicago (USA) arriving at 9/15/2026 8:00:00 AM. 50 Economy ticket for $153 per person are available. Travel duration is 64h 20m
Greyhound US	63h 20m	11:05 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$203	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/12/2026 11:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/15/2026 4:25:00 PM. 50 Economy ticket for $203 per person are available. Travel duration is 63h 20m
Greyhound US	78h 55m	11:05 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Union Station	Economy	$212	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/12/2026 11:05:00 PM to Union Station, Chicago (USA) arriving at 9/16/2026 8:00:00 AM. 50 Economy ticket for $212 per person are available. Travel duration is 78h 55m

Cheapest bus trips Sunday
Mode of Transport	BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Logo	Seat classes	Price
	Greyhound US	50h 45m	1:40 PM	Oakland	W Oakland BART Station	6:25 PM	Chicago	95th Red Line Station		Economy	$148	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/13/2026 1:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/15/2026 6:25:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 50h 45m
	Greyhound US	65h 20m	11:05 PM	Oakland	W Oakland BART Station	6:25 PM	Chicago	95th Red Line Station		Economy	$201	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/13/2026 11:05:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/16/2026 6:25:00 PM. 50 Economy ticket for $201 per person are available. Travel duration is 65h 20m

Cheapest bus trips Monday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	48h 20m	2:05 PM	Oakland	W Oakland BART Station	4:25 PM	Chicago	Downtown Bus Station	Economy	$132	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/14/2026 2:05:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/16/2026 4:25:00 PM. 50 Economy ticket for $132 per person are available. Travel duration is 48h 20m
Greyhound US	63h 55m	2:05 PM	Oakland	W Oakland BART Station	8:00 AM	Chicago	Canal & Van Buren	Economy	$133	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/14/2026 2:05:00 PM to Canal & Van Buren, Chicago (USA) arriving at 9/17/2026 8:00:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 63h 55m
Greyhound US	60h 35m	1:45 PM	Oakland	Greyhound Bus Station	4:20 AM	Chicago	Downtown Bus Station	Economy	$138	A Bus from Greyhound US goes from Greyhound Bus Station, Oakland (USA) at 9/14/2026 1:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 9/17/2026 4:20:00 AM. 50 Economy ticket for $138 per person are available. Travel duration is 60h 35m
Greyhound US	64h 15m	1:45 PM	Oakland	Greyhound Bus Station	8:00 AM	Chicago	Canal & Van Buren	Economy	$138	A Bus from Greyhound US goes from Greyhound Bus Station, Oakland (USA) at 9/14/2026 1:45:00 PM to Canal & Van Buren, Chicago (USA) arriving at 9/17/2026 8:00:00 AM. 50 Economy ticket for $138 per person are available. Travel duration is 64h 15m
Greyhound US	50h 45m	1:40 PM	Oakland	W Oakland BART Station	6:25 PM	Chicago	95th Red Line Station	Economy	$139	A Bus from Greyhound US goes from W Oakland BART Station, Oakland (USA) at 9/14/2026 1:40:00 PM to 95th Red Line Station, Chicago (USA) arriving at 9/16/2026 6:25:00 PM. 50 Economy ticket for $139 per person are available. Travel duration is 50h 45m

Best Price Offer: The price for the cheapest bus from Oakland to Chicago is $122 on 9/7/2026. 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.

Thursday is the busiest day, with more than 16 daily buses from Oakland to Chicago. Sunday has instead the fewest connections, with only 2 daily coaches between Oakland and Chicago.

The busiest time of the day is the Evening, with 30 buses from Oakland to Chicago, while Afternoon sees the fewest connections between Oakland and Chicago, with 27 offers.

Facts about the bus from Oakland to Chicago

Compare all providers like Greyhound US that travel 8 times every day by bus from Oakland to Chicago in one click! Book your bus ticket from Oakland to Chicago starting from $122!

Cheapest Bus	$122
Fastest Bus	50h 20m
Earliest Bus	2:05 PM
Latest Bus	11:35 PM
Daily Bus Routes	8 Ø
Distance	1,846.5 miles
Bus Companies	Greyhound US

Cheapest bus connections from Oakland to Chicago

Every day, 8 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 09/08/2026 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 09/06

Monday 09/07

Tuesday 09/08

$222

Wednesday 09/09

$139

Thursday 09/10

$149

Friday 09/11

$167

Saturday 09/12

$150

Sunday 09/13

$148

Monday 09/14

$139

Tuesday 09/15

$131

Wednesday 09/16

Thursday 09/17

$159

Friday 09/18

$173

Saturday 09/19

$124

Sunday 09/20

$157

Monday 09/21

$154

Tuesday 09/22

$154

Wednesday 09/23

$148

Thursday 09/24

$175

Friday 09/25

$176

Saturday 09/26

Sunday 09/27

$138

Monday 09/28

$137

Tuesday 09/29

$188

Wednesday 09/30

$167

Thursday 10/01

Friday 10/02

$157

Saturday 10/03

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 $124, Saturday is the cheapest day for a bus from Oakland to Chicago. Friday instead is the most expensive day with prices starting from $156.

Afternoon is the cheapest day time for bus tickets from Oakland to Chicago, with $132. Evening is the most expensive time of the day with prices starting from $156.

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.

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.

W Oakland BART Station

7th St 1451

Greyhound Bus Station

San Pablo Ave 2103

Jack London

Broadway

Fruitvale

Getty Museum

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 $122 and takes 50h 20m 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 $122 and $289. 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 8 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 20m. Bus tickets for this connection cost $143. 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 11:35 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.

How does CheckMyBus find the best bus deals from Oakland to Chicago?

CheckMyBus collaborates directly with companies around the world to provide you with the best options when searching for a trip. We retrieve their first-hand data to show you real-time prices, schedules, and seat availability for 8 daily trips between Oakland and Chicago. With the most up-to-date information from verified sources, you can fairly compare all available options and choose the trip that suits you best.

How does CheckMyBus technology work for trips from Oakland to Chicago?

Prices and availability for 8 trips between Oakland and Chicago change constantly. To provide you with the most up-to-date information, we connect directly with bus operators, Online Travel Agencies (OTAs), and Global Distribution Systems (GDS) via real-time interfaces (APIs). The data collected from these sources undergoes strict quality checks, is processed within our infrastructure, and is then presented to you on our search results pages. Visit our About Us page to learn more.

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!