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 FlixBus or Greyhound US for the next days.

today
$102
tomorrow
$103
Thursday
$126
Friday
$123
Saturday
$139
Sunday
$160
Monday
$139

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $102
FlixBus 35h 10m 9:50 PM Boston, MA Atlantic and Beach St 8:00 AM Chicago Canal & Van Buren  Economy $102
Greyhound US 28h 20m 4:45 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $103
FlixBus 33h 20m 9:50 PM Boston, MA Atlantic and Beach St 6:10 AM Chicago Downtown Bus Station  Economy $105
Greyhound US 31h 45m 4:45 PM Boston, MA South Station 11:30 PM Chicago 95th Red Line Station  Economy $108
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $10? You can find the corresponding connections below.
    • Greyhound US
      30h 5m
      0
      3:00 PM
      Boston, MA
      Atlantic and Beach St
      4:20 PM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $7
      • Waiting Time 0h 5m
    • Greyhound US
      28h 40m
      0
      4:25 PM
      Worcester, MA
      Greyhound
      8:05 PM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $84
    Travel time is 8h 35m longer, but you will save $10

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 25h 55m 12:30 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $103
Greyhound US 29h 10m 1:30 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $104
Greyhound US 28h 20m 3:05 PM Boston, MA Atlantic and Beach St 6:25 PM Chicago 95th Red Line Station  Economy $104
FlixBus 32h 50m 2:30 AM Boston, MA Atlantic and Beach St 10:20 AM Chicago 95th Red Line Station  Economy $107
FlixBus 37h 30m 9:50 PM Boston, MA Atlantic and Beach St 10:20 AM Chicago 95th Red Line Station  Economy $107
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $11? You can find the corresponding connections below.
    • Greyhound US
      30h 5m
      0
      3:00 PM
      Boston, MA
      Atlantic and Beach St
      4:20 PM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $7
      • Waiting Time 0h 5m
    • Greyhound US
      28h 40m
      0
      4:25 PM
      Worcester, MA
      Greyhound
      8:05 PM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $84
    Travel time is 5h 10m longer, but you will save $11

Cheapest bus trips Thursday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 25h 50m 12:30 PM Boston, MA Atlantic and Beach St 1:20 PM Chicago 95th Red Line Station  Economy $126
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $126
FlixBus 22h 40m 3:45 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $127
FlixBus 27h 40m 3:45 PM Boston, MA Atlantic and Beach St 6:25 PM Chicago 95th Red Line Station  Economy $132
Greyhound US 29h 10m 1:30 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $135
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $34? You can find the corresponding connections below.
    • Greyhound US
      30h 5m
      0
      3:00 PM
      Boston, MA
      Atlantic and Beach St
      4:20 PM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $7
      • Waiting Time 0h 5m
    • Greyhound US
      28h 40m
      0
      4:25 PM
      Worcester, MA
      Greyhound
      8:05 PM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $84
    Travel time is 8h 35m longer, but you will save $34

Cheapest bus trips Friday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 25h 50m 12:30 PM Boston, MA Atlantic and Beach St 1:20 PM Chicago 95th Red Line Station  Economy $123
FlixBus 27h 40m 3:45 PM Boston, MA Atlantic and Beach St 6:25 PM Chicago 95th Red Line Station  Economy $123
FlixBus 22h 40m 3:45 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $125
Greyhound US 31h 45m 4:45 PM Boston, MA Atlantic and Beach St 11:30 PM Chicago 95th Red Line Station  Economy $126
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $126
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $31? You can find the corresponding connections below.
    • Greyhound US
      30h 5m
      0
      3:00 PM
      Boston, MA
      Atlantic and Beach St
      4:20 PM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $7
      • Waiting Time 0h 5m
    • Greyhound US
      28h 40m
      0
      4:25 PM
      Worcester, MA
      Greyhound
      8:05 PM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $84
    Travel time is 8h 35m longer, but you will save $31

Cheapest bus trips Saturday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 29h 10m 1:30 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $139
Greyhound US 25h 50m 12:30 PM Boston, MA Atlantic and Beach St 1:20 PM Chicago 95th Red Line Station  Economy $140
FlixBus 27h 40m 3:45 PM Boston, MA Atlantic and Beach St 6:25 PM Chicago 95th Red Line Station  Economy $140
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $144
FlixBus 22h 40m 3:45 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $144
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $47? You can find the corresponding connections below.
    • Greyhound US
      30h 5m
      0
      3:00 PM
      Boston, MA
      Atlantic and Beach St
      4:20 PM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $7
      • Waiting Time 0h 5m
    • Greyhound US
      28h 40m
      0
      4:25 PM
      Worcester, MA
      Greyhound
      8:05 PM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $84
    Travel time is 8h 35m longer, but you will save $47

Cheapest bus trips Sunday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 37h 30m 9:50 PM Boston, MA Atlantic and Beach St 10:20 AM Chicago 95th Red Line Station  Economy $160
FlixBus 33h 20m 9:50 PM Boston, MA Atlantic and Beach St 6:10 AM Chicago Downtown Bus Station  Economy $162
FlixBus 35h 10m 9:50 PM Boston, MA Atlantic and Beach St 8:00 AM Chicago Canal & Van Buren  Economy $176
Greyhound US 31h 45m 4:45 PM Boston, MA Atlantic and Beach St 11:30 PM Chicago 95th Red Line Station  Economy $192
Greyhound US 29h 30m 9:15 AM Boston, MA Atlantic and Beach St 1:45 PM Chicago Canal & Van Buren  Economy $196
  • Did you know that if you travel from Boston, MA to Chicago via Brookline, MA, you can save more than $-30? You will find the corresponding connections below.
    • 36h 20m
      Boston, MA
      4 mi
      8:40 PM
      Brookline, MA
      Bus Stop
      8:00 AM
      Chicago
      Canal & Van Buren
      0 mi
      Economy
      $190
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $68? You can find the corresponding connections below.
    • Greyhound US
      30h 5m
      0
      3:00 PM
      Boston, MA
      Atlantic and Beach St
      4:20 PM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $7
      • Waiting Time 0h 5m
    • Greyhound US
      28h 40m
      0
      4:25 PM
      Worcester, MA
      Greyhound
      8:05 PM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $84
    Travel time is 1h 35m longer, but you will save $68

Cheapest bus trips Monday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 25h 50m 12:30 PM Boston, MA Atlantic and Beach St 1:20 PM Chicago 95th Red Line Station  Economy $139
Greyhound US 31h 45m 4:45 PM Boston, MA Atlantic and Beach St 11:30 PM Chicago 95th Red Line Station  Economy $141
FlixBus 22h 40m 3:45 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $145
Greyhound US 29h 50m 8:55 AM Boston, MA Atlantic and Beach St 1:45 PM Chicago Canal & Van Buren  Economy $146
FlixBus 27h 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 Worcester, MA, you can save more than $47? You can find the corresponding connections below.
    • Greyhound US
      30h 5m
      0
      3:00 PM
      Boston, MA
      Atlantic and Beach St
      4:20 PM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $7
      • Waiting Time 0h 5m
    • Greyhound US
      28h 40m
      0
      4:25 PM
      Worcester, MA
      Greyhound
      8:05 PM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $84
    Travel time is 8h 25m longer, but you will save $47

Best Price Offer: The price for the cheapest bus from Boston, MA to Chicago is $102 on 11/3/2026. 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.
Sunday is the busiest day, with more than 34 daily buses from Boston, MA to Chicago. Tuesday has instead the fewest connections, with only 22 daily coaches between Boston, MA and Chicago.
The busiest time of the day is the Afternoon, with 80 buses from Boston, MA to Chicago, while Morning sees the fewest connections between Boston, MA and Chicago, with 21 offers.

Facts about the bus from Boston, MA to Chicago

Compare all providers like FlixBus and Greyhound US that travel 31 times every day by bus from Boston, MA to Chicago in one click! Book your bus ticket from Boston, MA to Chicago starting from $102!

Cheapest Bus $102
Fastest Bus 21h 30m
Earliest Bus 8:55 AM
Latest Bus 9:50 PM
Daily Bus Routes 31 Ø
Distance 849.6 miles
Bus Companies FlixBus and Greyhound US

Cheapest bus connections from Boston, MA to Chicago

Every day, 31 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 11/03/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 11/01
Monday 11/02
Tuesday 11/03
$102
Wednesday 11/04
$103
Thursday 11/05
$126
Friday 11/06
$123
Saturday 11/07
$139
Sunday 11/08
$160
Monday 11/09
$139
Tuesday 11/10
$124
Wednesday 11/11
$111
Thursday 11/12
$133
Friday 11/13
$139
Saturday 11/14
$114
Sunday 11/15
$153
Monday 11/16
$109
Tuesday 11/17
$110
Wednesday 11/18
$104
Thursday 11/19
$158
Friday 11/20
$158
Saturday 11/21
$200
Sunday 11/22
$178
Monday 11/23
$204
Tuesday 11/24
$203
Wednesday 11/25
$194
Thursday 11/26
$137
Friday 11/27
$147
Saturday 11/28

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 $102, Tuesday is the cheapest day for a bus from Boston, MA to Chicago. Sunday instead is the most expensive day with prices starting from $153.
Afternoon is the cheapest day time for bus tickets from Boston, MA to Chicago, with $102. Morning is the most expensive time of the day with prices starting from $109.

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.

Greyhound US from Boston, MA to Chicago

Greyhound US

Here you will find the key facts about the Greyhound US bus route Boston, MA to Chicago:

Cheapest Price $102
Fastest Bus 21h 30m
Earliest Bus 8:55 AM
Last Bus 4:45 PM
Daily Connections 13 Ø
Found on 11/1/2026

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.

Compare the bus with other modes of transport

The bus is often the cheapest mode of transport, while other modes like train or flight are faster. Looking for quicker alternatives to travel from Boston, MA to Chicago? Compare all modes of transports from Boston, MA to 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 $102 and takes 21h 30m 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 $102 and $269. 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 31 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 21h 30m. Bus tickets for this connection cost $112. 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 FlixBus and 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 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: FlixBus and Greyhound US.

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 31 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 31 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!
Bus North Charleston, SC to Boston, MA Bus North Charleston, SC to Boston, MA
Bus to Boston, MA from Lincoln, NE Bus to Boston, MA from Lincoln, NE
Buses Brunswick, ME - Boston, MA Buses Brunswick, ME - Boston, MA
Bus to Boston, MA from Danbury, CT Bus to Boston, MA from Danbury, CT
Buses from Aurora, IL to Chicago Buses from Aurora, IL to Chicago
Bus Kitchener, ON - Chicago Bus Kitchener, ON - Chicago
Bus to Chicago from Soledad de Graciano Sánchez Bus to Chicago from Soledad de Graciano Sánchez
Bus Kansas City - Chicago Bus Kansas City - Chicago
Popular Airport Shuttles to Boston, MA and to Chicago
CheckMyBus › Buses in USA › Bus to Boston, MA › Bus to Chicago

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