Bus from Boston, MA to Chicago from $88

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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
from $119
tomorrow
from $129
Friday
from $126
Saturday
from $100
Sunday
from $139
Monday
from $127
Tuesday
from $88

Cheapest bus trips today

Prices are for one way and one person
Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 27h 25m 2:15 AM Boston, MA South Station 5:40 AM Chicago 95th Red Line Station  Economy $119
Greyhound US 28h 15m 9:45 AM Boston, MA South Station 2:00 PM Chicago 95th Red Line Station  Economy $119
Greyhound US 23h 5m 1:30 AM Boston, MA South Station 12:35 AM Chicago 95th Red Line Station  Economy $120
FlixBus 26h 50m 5:15 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $125
FlixBus 26h 50m 5:15 PM Boston, MA South Station 8:05 PM Chicago Downtown Bus Station  Economy $128

Cheapest bus trips tomorrow

Prices are for one way and one person
Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 23h 5m 1:30 AM Boston, MA Atlantic and Beach St 12:35 AM Chicago 95th Red Line Station  Economy $129
FlixBus 27h 40m 8:55 PM Boston, MA Allston 12:35 AM Chicago 95th Red Line Station  Economy $131
Greyhound US 27h 25m 7:35 PM Boston, MA South Station 11:00 PM Chicago 95th Red Line Station  Economy $134
Greyhound US 27h 25m 2:15 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $139
FlixBus 26h 50m 5:15 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $148
  • Did you know that if you travel from Boston, MA to Chicago via Brookline, MA, you can save more than $-5? You will find the corresponding connections below.
    • 27h 40m
      Boston, MA
      4 mi
      8:55 PM
      Brookline, MA
      Bus Stop
      12:35 AM
      Chicago
      95th Red Line Station
      0 mi
      Economy
      $134

Cheapest bus trips Friday

Prices are for one way and one person
Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 23h 5m 1:30 AM Boston, MA South Station 12:35 AM Chicago 95th Red Line Station  Economy $126
Greyhound US 28h 15m 9:45 AM Boston, MA South Station 2:00 PM Chicago 95th Red Line Station  Economy $130
Greyhound US 27h 25m 2:15 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $131
FlixBus 28h 10m 1:30 AM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $134
FlixBus 26h 50m 5:15 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $139

Cheapest bus trips Saturday

Prices are for one way and one person
Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 22h 10m 1:30 AM Boston, MA Atlantic and Beach St 11:40 PM Chicago Downtown Bus Station  Economy $100
Greyhound US 23h 5m 1:30 AM Boston, MA Atlantic and Beach St 12:35 AM Chicago 95th Red Line Station  Economy $101
Greyhound US 27h 25m 2:15 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $101
FlixBus 26h 50m 5:15 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $102
FlixBus 27h 40m 8:55 PM Boston, MA Allston 12:35 AM Chicago 95th Red Line Station  Economy $148

Cheapest bus trips Sunday

Prices are for one way and one person
Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 23h 5m 1:30 AM Boston, MA Atlantic and Beach St 12:35 AM Chicago 95th Red Line Station  Economy $139
Greyhound US 28h 15m 9:45 AM Boston, MA South Station 2:00 PM Chicago 95th Red Line Station  Economy $142
Greyhound US 27h 25m 2:15 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $145
FlixBus 28h 10m 1:30 AM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $147
FlixBus 27h 40m 8:55 PM Boston, MA Allston 12:35 AM Chicago 95th Red Line Station  Economy $149
  • Did you know that if you travel from Boston, MA to Chicago via Brookline, MA, you can save more than $1? You will find the corresponding connections below.
    • Save more than 1%
      28h 10m
      Boston, MA
      4 mi
      1:30 AM
      Brookline, MA
      Bus Stop
      5:40 AM
      Chicago
      95th Red Line Station
      0 mi
      Economy
      $138
  • Did you know that if you travel from Boston, MA to Chicago via Detroit, you can save more than $18? You can find the corresponding connections below.
    • Busbud
      28h 10m
      0
      5:15 PM
      Boston, MA
      Atlantic and Beach St
      3:45 PM
      Detroit
      Central Bus Station
      0
      Busbud
      Economy
      $82
    • Waiting Time 0h 35m
    • Busbud
      5h 5m
      0
      4:20 PM
      Detroit
      Central Bus Station
      9:25 PM
      Chicago
      Downtown Bus Station
      0
      Busbud
      Economy
      $39
    Travel time is 5h 5m longer, but you will save $18

Cheapest bus trips Monday

Prices are for one way and one person
Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 22h 10m 1:30 AM Boston, MA South Station 11:40 PM Chicago Downtown Bus Station  Economy $127
FlixBus 28h 10m 1:30 AM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $127
Greyhound US 29h 30m 8:30 AM Boston, MA South Station 2:00 PM Chicago 95th Red Line Station  Economy $128
Greyhound US 29h 45m 8:45 AM Boston, MA South Station 2:30 PM Chicago Downtown Bus Station  Economy $128
FlixBus 29h 15m 9:00 AM Boston, MA South Station 2:15 PM Chicago Union Station  Economy $128

Cheapest bus trips Tuesday

Prices are for one way and one person
Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 27h 20m 4:45 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $88
Greyhound US 27h 25m 2:15 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $88
Greyhound US 29h 30m 8:30 AM Boston, MA Atlantic and Beach St 2:00 PM Chicago 95th Red Line Station  Economy $88
FlixBus 29h 15m 9:00 AM Boston, MA Atlantic and Beach St 2:15 PM Chicago Canal & Van Buren  Economy $96
FlixBus 27h 40m 8:55 PM Boston, MA Allston 12:35 AM Chicago 95th Red Line Station  Economy $116

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.
Monday is the busiest day, with more than 28 daily buses from Boston, MA to Chicago. Wednesday has instead the fewest connections, with only 24 daily coaches between Boston, MA and Chicago.
The busiest time of the day is the Night, with 76 buses from Boston, MA to Chicago, while Afternoon sees the fewest connections between Boston, MA and Chicago, with 14 offers.

Facts about the bus from Boston, MA to Chicago

Compare all providers like Greyhound US and FlixBus that travel 25 times every day by bus from Boston, MA to Chicago in one click! Book your bus ticket from Boston, MA to Chicago starting from $88!

Cheapest Bus $88
Fastest Bus 22h 10m
Earliest Bus 1:30 AM
Latest Bus 8:55 PM
Daily Bus Routes 25 Ø
Distance 849.6 miles
Bus Companies Greyhound US and FlixBus

Cheapest bus connections from Boston, MA to Chicago

Every day, 25 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 07/16/2025 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 07/13
Monday 07/14
Tuesday 07/15
Wednesday 07/16
$119
Thursday 07/17
$129
Friday 07/18
$126
Saturday 07/19
$100
Sunday 07/20
$139
Monday 07/21
$127
Tuesday 07/22
$88
Wednesday 07/23
$116
Thursday 07/24
$106
Friday 07/25
$101
Saturday 07/26
$109
Sunday 07/27
$116
Monday 07/28
$104
Tuesday 07/29
$99
Wednesday 07/30
$95
Thursday 07/31
$100
Friday 08/01
$97
Saturday 08/02
$112
Sunday 08/03
$110
Monday 08/04
$108
Tuesday 08/05
$98
Wednesday 08/06
$92
Thursday 08/07
$100
Friday 08/08
$104
Saturday 08/09

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 $88, Tuesday is the cheapest day for a bus from Boston, MA to Chicago. Sunday instead is the most expensive day with prices starting from $139.
Morning is the cheapest day time for bus tickets from Boston, MA to Chicago, with $88. Evening is the most expensive time of the day with prices starting from $116.

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 $88 and takes 27h 25m 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 $88 and $260. 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 25 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 22h 10m. Bus tickets for this connection cost $122. 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 1:30 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 8:55 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.

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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