Bus from Oakland to Chicago from $152

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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
$183
tomorrow
$215
Wednesday
$225
Thursday
$221
Friday
$192
Saturday
$209
Sunday
$225

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $183
Greyhound US 63h 5m 11:20 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $183
Greyhound US 78h 40m 11:20 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $184
Greyhound US 63h 55m 2:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $185
Greyhound US 65h 15m 11:20 PM Oakland W Oakland BART Station 6:35 PM Chicago 95th Red Line Station  Economy $221

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 63h 55m 2:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $215
Greyhound US 78h 40m 11:20 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $216
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $216
Greyhound US 62h 45m 11:20 PM Oakland W Oakland BART Station 4:05 PM Chicago Downtown Bus Station  Economy $217

Cheapest bus trips Wednesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 62h 45m 11:20 PM Oakland W Oakland BART Station 4:05 PM Chicago Downtown Bus Station  Economy $225
Greyhound US 63h 55m 2:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $226
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $226
Greyhound US 78h 40m 11:20 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $227

Cheapest bus trips Thursday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 65h 15m 11:20 PM Oakland W Oakland BART Station 6:35 PM Chicago 95th Red Line Station  Economy $221
Greyhound US 50h 30m 2:05 PM Oakland W Oakland BART Station 6:35 PM Chicago 95th Red Line Station  Economy $225

Cheapest bus trips Friday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $192
Greyhound US 63h 55m 2:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $193
Greyhound US 62h 45m 11:20 PM Oakland W Oakland BART Station 4:05 PM Chicago Downtown Bus Station  Economy $212
Greyhound US 78h 40m 11:20 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $218

Cheapest bus trips Saturday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 48h 20m 2:05 PM Oakland W Oakland BART Station 4:25 PM Chicago Downtown Bus Station  Economy $209
Greyhound US 62h 45m 11:20 PM Oakland W Oakland BART Station 4:05 PM Chicago Downtown Bus Station  Economy $211
Greyhound US 63h 55m 2:05 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $215
Greyhound US 78h 40m 11:20 PM Oakland W Oakland BART Station 8:00 AM Chicago Union Station  Economy $223

Cheapest bus trips Sunday

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
Greyhound US 65h 15m 11:20 PM Oakland W Oakland BART Station 6:35 PM Chicago 95th Red Line Station  Economy $226
  • Did you know that if you travel from Oakland to Chicago via Salt Lake City, UT, you can save more than $40? You can find the corresponding connections below.
    • Greyhound US
      72h 20m
      0
      2:05 PM
      Oakland
      W Oakland BART Station
      7:05 AM
      Salt Lake City, UT
      Intermodal Hub
      0
      Greyhound US
      Economy
      $78
      • Waiting Time 24h 45m
    • Greyhound US
      31h 35m
      0
      7:50 AM
      Salt Lake City, UT
      Intermodal Hub
      4:25 PM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $107
    Travel time is 19h 50m longer, but you will save $40

Best Price Offer: The price for the cheapest bus from Oakland to Chicago is $152 on 5/4/2026. 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 6 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 Afternoon, with 13 buses from Oakland to Chicago, while Afternoon sees the fewest connections between Oakland and Chicago, with 13 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 $152!

Cheapest Bus $152
Fastest Bus 50h 20m
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 04/20/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 04/19
Monday 04/20
$221
Tuesday 04/21
$215
Wednesday 04/22
$225
Thursday 04/23
$221
Friday 04/24
$192
Saturday 04/25
$209
Sunday 04/26
$225
Monday 04/27
Tuesday 04/28
$192
Wednesday 04/29
Thursday 04/30
Friday 05/01
$220
Saturday 05/02
$200
Sunday 05/03
$226
Monday 05/04
$152
Tuesday 05/05
Wednesday 05/06
Thursday 05/07
Friday 05/08
$225
Saturday 05/09
$162
Sunday 05/10
$157
Monday 05/11
Tuesday 05/12
$167
Wednesday 05/13
$185
Thursday 05/14
$225
Friday 05/15
$192
Saturday 05/16

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 $152, Monday is the cheapest day for a bus from Oakland to Chicago. Thursday instead is the most expensive day with prices starting from $221.
Afternoon is the cheapest day time for bus tickets from Oakland to Chicago, with $183. Evening is the most expensive time of the day with prices starting from $183.

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 $152 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 $152 and $227. 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 20m. Bus tickets for this connection cost $183. 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.

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 3 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 3 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!
From Glendale, CA to Oakland bus From Glendale, CA to Oakland bus
Bus from Tacoma, WA to Oakland Bus from Tacoma, WA to Oakland
From Laramie, WY to Oakland bus From Laramie, WY to Oakland bus
Buses Dallas to Oakland Buses Dallas to Oakland
Buses to Chicago from Lima, OH Buses to Chicago from Lima, OH
Buses Fort Myers, FL - Chicago Buses Fort Myers, FL - Chicago
Buses Mount Laurel, NJ - Chicago Buses Mount Laurel, NJ - Chicago
Bus to Chicago from Phoenix, AZ Bus to Chicago from Phoenix, AZ
Popular Airport Shuttles to Oakland and to Chicago
CheckMyBus › Buses in USA › Bus to Oakland › Bus to Chicago

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