Which bus from Boston, MA to Chicago is the cheapest?

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Compare all timetables for the bus from Boston, MA to Chicago

Here is a selection of the cheapest bus trips from the schedule from Boston, MA to Chicago from various bus operators like Greyhound US or FlixBus for the next days.

today
$146
tomorrow
$143
Tuesday
$136
Wednesday
$135
Thursday
$160
Friday
$154
Saturday
$161

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 29h 55m 9:15 AM Boston, MA South Station 2:10 PM Chicago Union Station  Economy $146
Greyhound US 25h 45m 9:15 AM Boston, MA South Station 10:00 AM Chicago Downtown Bus Station  Economy $146
FlixBus 27h 50m 5:15 PM Boston, MA South Station 8:05 PM Chicago Downtown Bus Station  Economy $146
FlixBus 36h 5m 8:55 PM Boston, MA Allston 8:00 AM Chicago Union Station  Economy $148
Greyhound US 29h 45m 8:55 AM Boston, MA Atlantic and Beach St 1:40 PM Chicago 95th Red Line Station  Economy $291

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 29h 30m 8:55 AM Boston, MA South Station 1:25 PM Chicago 95th Red Line Station  Economy $143
Greyhound US 30h 45m 2:15 AM Boston, MA South Station 8:00 AM Chicago Union Station  Economy $148
FlixBus 36h 5m 8:55 PM Boston, MA Allston 8:00 AM Chicago Union Station  Economy $149
Greyhound US 30h 15m 8:55 AM Boston, MA South Station 2:10 PM Chicago Union Station  Economy $151
FlixBus 27h 50m 5:15 PM Boston, MA South Station 8:05 PM Chicago Downtown Bus Station  Economy $152

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 40h 35m 9:50 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $136
Greyhound US 31h 15m 4:45 PM Boston, MA South Station 11:00 PM Chicago 95th Red Line Station  Economy $138
FlixBus 33h 45m 8:55 PM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $138
Greyhound US 33h 10m 9:30 PM Boston, MA South Station 5:40 AM Chicago 95th Red Line Station  Economy $139
FlixBus 36h 5m 8:55 PM Boston, MA Allston 8:00 AM Chicago Union Station  Economy $143

Cheapest bus trips Wednesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 33h 45m 8:55 PM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $135
FlixBus 40h 35m 9:50 PM Boston, MA South Station 1:25 PM Chicago 95th Red Line Station  Economy $136
FlixBus 29h 10m 1:30 AM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $139
Greyhound US 33h 10m 9:30 PM Boston, MA South Station 5:40 AM Chicago 95th Red Line Station  Economy $139
Greyhound US 28h 25m 2:15 AM Boston, MA South Station 5:40 AM Chicago 95th Red Line Station  Economy $140

Cheapest bus trips Thursday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 33h 45m 8:55 PM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $160
FlixBus 34h 15m 8:55 PM Boston, MA Allston 6:10 AM Chicago Downtown Bus Station  Economy $168
FlixBus 40h 35m 9:50 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $168
Greyhound US 30h 45m 2:15 AM Boston, MA South Station 8:00 AM Chicago Union Station  Economy $171
Greyhound US 33h 10m 9:30 PM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $171
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $21? You can find the corresponding connections below.
    • OurBus
      39h 0m
      0
      6:00 PM
      Boston, MA
      Sheraton Hotel
      6:40 PM
      Worcester, MA
      Mullbury P & R
      0
      OurBus
      Basic
      $7
    • Waiting Time 8h 0m
    • FlixBus
      30h 20m
      0
      2:40 AM
      Worcester, MA
      Greyhound
      8:00 AM
      Chicago
      Union Station
      0
      FlixBus
      Economy
      $132
    Travel time is 9h 15m longer, but you will save $21

Cheapest bus trips Friday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 29h 10m 1:30 AM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $154
FlixBus 33h 45m 8:55 PM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $163
FlixBus 34h 15m 8:55 PM Boston, MA Allston 6:10 AM Chicago Downtown Bus Station  Economy $170
Greyhound US 33h 10m 9:30 PM Boston, MA South Station 5:40 AM Chicago 95th Red Line Station  Economy $176
Greyhound US 28h 25m 2:15 AM Boston, MA South Station 5:40 AM Chicago 95th Red Line Station  Economy $182
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $15? You can find the corresponding connections below.
    • OurBus
      39h 0m
      0
      6:00 PM
      Boston, MA
      Sheraton Hotel
      6:40 PM
      Worcester, MA
      Mullbury P & R
      0
      OurBus
      Basic
      $7
    • Waiting Time 8h 0m
    • FlixBus
      30h 20m
      0
      2:40 AM
      Worcester, MA
      Greyhound
      8:00 AM
      Chicago
      Union Station
      0
      FlixBus
      Economy
      $132
    Travel time is 11h 35m longer, but you will save $15

Cheapest bus trips Saturday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 28h 25m 2:15 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $161
Greyhound US 28h 55m 2:15 AM Boston, MA Atlantic and Beach St 6:10 AM Chicago Downtown Bus Station  Economy $165
Greyhound US 30h 45m 2:15 AM Boston, MA Atlantic and Beach St 8:00 AM Chicago Canal & Van Buren  Economy $169
FlixBus 35h 10m 9:50 PM Boston, MA Atlantic and Beach St 8:00 AM Chicago Canal & Van Buren  Economy $170
FlixBus 40h 35m 9:50 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $175
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $22? You can find the corresponding connections below.
    • OurBus
      39h 0m
      0
      6:00 PM
      Boston, MA
      Sheraton Hotel
      6:40 PM
      Worcester, MA
      Mullbury P & R
      0
      OurBus
      Basic
      $7
    • Waiting Time 8h 0m
    • FlixBus
      30h 20m
      0
      2:40 AM
      Worcester, MA
      Greyhound
      8:00 AM
      Chicago
      Union Station
      0
      FlixBus
      Economy
      $132
    Travel time is 11h 35m longer, but you will save $22

Best Price Offer: The price for the cheapest bus from Boston, MA to Chicago is $100 on 1/7/2026. Flexible travelers save on ticket prices.


Frequency of bus connections between Boston, MA and Chicago

See here how frequent the connections between Boston, MA and Chicago are, during different times and days of the week.
Wednesday is the busiest day, with more than 30 daily buses from Boston, MA to Chicago. Sunday has instead the fewest connections, with only 10 daily coaches between Boston, MA and Chicago.
The busiest time of the day is the Evening, with 57 buses from Boston, MA to Chicago, while Afternoon sees the fewest connections between Boston, MA and Chicago, with 28 offers.

Facts about the bus from Boston, MA to Chicago

Compare all providers like Greyhound US and FlixBus that travel 23 times every day by bus from Boston, MA to Chicago in one click! Book your bus ticket from Boston, MA to Chicago starting from $100!

Cheapest Bus $100
Fastest Bus 24h 45m
Earliest Bus 8:55 AM
Latest Bus 9:50 PM
Daily Bus Routes 23 Ø
Distance 849.6 miles
Bus Companies Greyhound US and FlixBus

Cheapest bus connections from Boston, MA to Chicago

Every day, 23 buses from 2 bus companies leave Boston, MA for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 12/14/2025 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 12/14
$253
Monday 12/15
$144
Tuesday 12/16
$136
Wednesday 12/17
$135
Thursday 12/18
$160
Friday 12/19
$170
Saturday 12/20
$161
Sunday 12/21
$176
Monday 12/22
$175
Tuesday 12/23
$152
Wednesday 12/24
$143
Thursday 12/25
$132
Friday 12/26
$147
Saturday 12/27
$157
Sunday 12/28
Monday 12/29
$142
Tuesday 12/30
$136
Wednesday 12/31
$129
Thursday 01/01
$159
Friday 01/02
$157
Saturday 01/03
$156
Sunday 01/04
$155
Monday 01/05
$109
Tuesday 01/06
$120
Wednesday 01/07
$100
Thursday 01/08
$110
Friday 01/09
$119
Saturday 01/10

The cheapest time to travel from Boston, MA to Chicago

See here on which day and which time of the day you can find the cheapest bus ticket from Boston, MA to Chicago, for the next 30 days.
With a price starting from $100, Wednesday is the cheapest day for a bus from Boston, MA to Chicago. Saturday instead is the most expensive day with prices starting from $156.
Night is the cheapest day time for bus tickets from Boston, MA to Chicago, with $100. Morning is the most expensive time of the day with prices starting from $143.

How to save money travelling from Boston, MA 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 Boston, MA 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 Boston, MA 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 Boston, MA to Chicago are also emptier.

Beloved bus companies from Boston, MA to Chicago

These are the most booked bus companies between Boston, MA to Chicago from our users.

All bus stations and stops in Boston, MA and Chicago

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

Service and Comfort on the bus from Boston, MA to Chicago

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

FAQs about the Boston, MA to Chicago bus

How much does a Boston, MA Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $100 and takes 32h 45m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from Boston, MA to Chicago?

This route is offered by 2 companies with a range of ticket prices between $100 and $337. 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 Boston, MA to Chicago each day?

Every day, the Boston, MA to Chicago bus route is served by approximately 23 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Boston, MA to Chicago take?

The fastest bus from Boston, MA to Chicago is offered by Greyhound US and takes 24h 45m. Bus tickets for this connection cost $146. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Boston, MA to Chicago?

The earliest bus arriving in Chicago from Boston, MA starts at 8:55 AM. 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 Boston, MA to Chicago?

The latest bus trip departing from Boston, MA for Chicago starts at 9:50 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 Boston, MA Chicago route?

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

Is there a direct bus between Boston, MA and Chicago?

You can check all the direct connections between Boston, MA 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 and FlixBus.

What can I take with me on the Boston, MA 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 Boston, MA 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 Boston, MA 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 Boston, MA to Chicago on your planned travel date.

How does CheckMyBus find the best bus deals from Boston, MA 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 23 daily trips between Boston, MA 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 Boston, MA to Chicago?

Prices and availability for 23 trips between Boston, MA 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 Boston, MA to Chicago

Economy
Economy

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

More bus routes to Boston, MA and to Chicago

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

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