Bus from Oakland to Chicago from $136

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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
tomorrow
Monday
$136
Tuesday
$153
Wednesday
$144
Thursday
$157
Friday
$162

Cheapest bus trips Monday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 63h 0m 11:05 PM Oakland W Oakland BART Station 4:05 PM Chicago Downtown Bus Station  Economy $136
Greyhound US 64h 15m 1:45 PM Oakland Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $137
Greyhound US 60h 35m 1:45 PM Oakland Greyhound Bus Station 4:20 AM Chicago Downtown Bus Station  Economy $138
Greyhound US 62h 30m 11:35 PM Oakland Greyhound Bus Station 4:05 PM Chicago Downtown Bus Station  Economy $138
Greyhound US 63h 55m 2:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Canal & Van Buren  Economy $142

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 63h 0m 11:05 PM Oakland W Oakland BART Station 4:05 PM Chicago Downtown Bus Station  Economy $153
Greyhound US 78h 55m 11:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Canal & Van Buren  Economy $156
Greyhound US 62h 30m 11:35 PM Oakland Greyhound Bus Station 4:05 PM Chicago Downtown Bus Station  Economy $156
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $157
Greyhound US 78h 25m 11:35 PM Oakland Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $159

Cheapest bus trips Wednesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 63h 0m 11:05 PM Oakland W Oakland BART Station 4:05 PM Chicago Downtown Bus Station  Economy $144
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $146
Greyhound US 63h 55m 2:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $148
Greyhound US 78h 55m 11:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $149
Greyhound US 62h 30m 11:35 PM Oakland Greyhound Bus Station 4:05 PM Chicago Downtown Bus Station  Economy $156

Cheapest bus trips Thursday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 64h 15m 1:45 PM Oakland Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $157
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $157
Greyhound US 60h 35m 1:45 PM Oakland Greyhound Bus Station 4:20 AM Chicago Downtown Bus Station  Economy $158
Greyhound US 78h 10m 11:50 PM Oakland Greyhound Bus Station 8:00 AM Chicago Canal & Van Buren  Economy $159
Greyhound US 78h 40m 11:20 PM Oakland W Oakland BART Station 8:00 AM Chicago Canal & Van Buren  Economy $159
  • Did you know that if you travel from Oakland to Chicago via San Francisco, you can save more than $18? You can find the corresponding connections below.
    • Greyhound US
      66h 55m
      0
      9:40 PM
      Oakland
      W Oakland BART Station
      10:05 PM
      San Francisco
      Salesforce Transit Center
      0
      Greyhound US
      Economy
      $5
      • Waiting Time 0h 25m
    • Greyhound US
      66h 5m
      0
      10:30 PM
      San Francisco
      Bus Station Transbay
      6:35 PM
      Chicago
      95th Red Line Station
      0
      Greyhound US
      Economy
      $134
    Travel time is 16h 35m longer, but you will save $18

Cheapest bus trips Friday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 63h 0m 11:05 PM Oakland W Oakland BART Station 4:05 PM Chicago Downtown Bus Station  Economy $162
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $171
Greyhound US 63h 55m 2:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $172
Greyhound US 78h 55m 11:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $173
Greyhound US 62h 30m 11:35 PM Oakland Greyhound Bus Station 4:05 PM Chicago Downtown Bus Station  Economy $177
  • Did you know that if you travel from Oakland to Chicago via San Francisco, you can save more than $23? You can find the corresponding connections below.
    • Greyhound US
      66h 55m
      0
      9:40 PM
      Oakland
      W Oakland BART Station
      10:05 PM
      San Francisco
      Salesforce Transit Center
      0
      Greyhound US
      Economy
      $5
      • Waiting Time 0h 25m
    • Greyhound US
      66h 5m
      0
      10:30 PM
      San Francisco
      Bus Station Transbay
      6:35 PM
      Chicago
      95th Red Line Station
      0
      Greyhound US
      Economy
      $134
    Travel time is 16h 35m longer, but you will save $23

Best Price Offer: The price for the cheapest bus from Oakland to Chicago is $136 on 6/22/2026. 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.
Monday is the busiest day, with more than 16 daily buses from Oakland to Chicago. Tuesday has instead the fewest connections, with only 9 daily coaches between Oakland and Chicago.
The busiest time of the day is the Evening, with 38 buses from Oakland to Chicago, while Afternoon sees the fewest connections between Oakland and Chicago, with 29 offers.

Facts about the bus from Oakland to Chicago

Compare all providers like Greyhound US that travel 13 times every day by bus from Oakland to Chicago in one click! Book your bus ticket from Oakland to Chicago starting from $136!

Cheapest Bus $136
Fastest Bus 50h 20m
Earliest Bus 1:45 PM
Latest Bus 11:35 PM
Daily Bus Routes 13 Ø
Distance 1,846.5 miles
Bus Companies Greyhound US

Cheapest bus connections from Oakland to Chicago

Every day, 13 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 06/20/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 06/14
Monday 06/15
Tuesday 06/16
Wednesday 06/17
Thursday 06/18
Friday 06/19
Saturday 06/20
Sunday 06/21
Monday 06/22
$136
Tuesday 06/23
$153
Wednesday 06/24
$156
Thursday 06/25
$226
Friday 06/26
$162
Saturday 06/27
$162
Sunday 06/28
$153
Monday 06/29
Tuesday 06/30
Wednesday 07/01
Thursday 07/02
Friday 07/03
Saturday 07/04
Sunday 07/05
Monday 07/06
Tuesday 07/07
Wednesday 07/08
Thursday 07/09
$171
Friday 07/10
Saturday 07/11

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 $134, Tuesday is the cheapest day for a bus from Oakland to Chicago. Friday instead is the most expensive day with prices starting from $162.
Evening is the cheapest day time for bus tickets from Oakland to Chicago, with $136. Afternoon is the most expensive time of the day with prices starting from $137.

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.

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 $136 and takes 65h 0m 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 $136 and $235. 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 13 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 $158. 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 1:45 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 13 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 13 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
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!
Buses to Oakland from Vancouver, BC Buses to Oakland from Vancouver, BC
Madera, CA to Oakland bus Madera, CA to Oakland bus
Buses to Oakland from El Cajon, CA Buses to Oakland from El Cajon, CA
Bus to Oakland from Salt Lake City, UT Bus to Oakland from Salt Lake City, UT
Buses from Norman, OK to Chicago Buses from Norman, OK to Chicago
Buses Murfreesboro, TN to Chicago Buses Murfreesboro, TN to Chicago
Buses Waco, TX to Chicago Buses Waco, TX to Chicago
Buses from Des Moines, IA to Chicago Buses from Des Moines, IA to Chicago
Popular Airport Shuttles to Oakland and to Chicago
CheckMyBus › Buses in USA › Bus to Oakland › Bus to Chicago

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