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
$133
tomorrow
$149
Wednesday
$96
Thursday
$114
Friday
$137
Saturday
$113
Sunday
$152

Cheapest bus trips today

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 23h 20m 3:05 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $133
Greyhound US 28h 20m 4:45 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $149
Greyhound US 31h 45m 4:45 PM Boston, MA Atlantic and Beach St 11:30 PM Chicago 95th Red Line Station  Economy $149
FlixBus 35h 10m 9:50 PM Boston, MA Atlantic and Beach St 8:00 AM Chicago Canal & Van Buren  Economy $149
FlixBus 36h 20m 8:40 PM Boston, MA Allston 8:00 AM Chicago Union Station  Economy $170
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $26? You can find the corresponding connections below.
    • Greyhound US
      27h 40m
      0
      7:20 AM
      Boston, MA
      South Station
      8:15 AM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $11
      • Waiting Time 2h 15m
    • Greyhound US
      24h 30m
      0
      10:30 AM
      Worcester, MA
      Greyhound
      10:00 AM
      Chicago
      Downtown Bus Station
      0
      Greyhound US
      Economy
      $95
    Travel time is 5h 20m longer, but you will save $26

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 31h 45m 4:45 PM Boston, MA Atlantic and Beach St 11:30 PM Chicago 95th Red Line Station  Economy $149
Greyhound US 28h 20m 4:45 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $151
Greyhound US 30h 15m 8:10 AM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $162
FlixBus 35h 10m 9:50 PM Boston, MA Atlantic and Beach St 8:00 AM Chicago Canal & Van Buren  Economy $171
FlixBus 34h 0m 8:40 PM Boston, MA Allston 5:40 AM Chicago 95th Red Line Station  Economy $172
  • Did you know that if you travel from Boston, MA to Chicago via Cambridge, MA, you can save more than $13? You will find the corresponding connections below.
    • Save more than 9%
      46h 0m
      Boston, MA
      3 mi
      11:00 AM
      Cambridge, MA
      Alewife Station
      8:00 AM
      Chicago
      Canal & Van Buren
      0 mi
      Economy
      $136
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $45? You can find the corresponding connections below.
    • Greyhound US
      30h 5m
      0
      3:00 PM
      Boston, MA
      South Station
      4:20 PM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $11
      • 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
      $93
    Travel time is 2h 45m longer, but you will save $45

Cheapest bus trips Wednesday

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 $96
Greyhound US 22h 30m 12:30 PM Boston, MA Atlantic and Beach St 10:00 AM Chicago Downtown Bus Station  Economy $99
Greyhound US 31h 45m 4:45 PM Boston, MA Atlantic and Beach St 11:30 PM Chicago 95th Red Line Station  Economy $100
FlixBus 37h 30m 9:50 PM Boston, MA Atlantic and Beach St 10:20 AM Chicago 95th Red Line Station  Economy $106
FlixBus 33h 20m 9:50 PM Boston, MA Atlantic and Beach St 6:10 AM Chicago Downtown Bus Station  Economy $110

Cheapest bus trips Thursday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 31h 45m 4:45 PM Boston, MA Atlantic and Beach St 11:30 PM Chicago 95th Red Line Station  Economy $114
Greyhound US 28h 20m 4:45 PM Boston, MA Atlantic and Beach St 8:05 PM Chicago Downtown Bus Station  Economy $117
FlixBus 22h 40m 3:45 PM Boston, MA South Station 1:25 PM Chicago Downtown Bus Station  Economy $117
Greyhound US 25h 55m 12:30 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $121
FlixBus 29h 40m 1:30 AM Boston, MA Allston 6:10 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 $13? You can find the corresponding connections below.
    • Greyhound US
      31h 30m
      0
      1:30 AM
      Boston, MA
      Atlantic and Beach St
      2:30 AM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $9
      • Waiting Time 0h 10m
    • Greyhound US
      30h 20m
      0
      2:40 AM
      Worcester, MA
      Greyhound
      8:00 AM
      Chicago
      Canal & Van Buren
      0
      Greyhound US
      Economy
      $92
    Travel time is 9h 50m longer, but you will save $13

Cheapest bus trips Friday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
FlixBus 27h 40m 3:45 PM Boston, MA Atlantic and Beach St 6:25 PM Chicago 95th Red Line Station  Economy $137
FlixBus 22h 40m 3:45 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $143
Greyhound US 25h 55m 12:30 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $159
FlixBus 37h 30m 9:50 PM Boston, MA Atlantic and Beach St 10:20 AM Chicago 95th Red Line Station  Economy $160
Greyhound US 30h 45m 2:15 AM Boston, MA Atlantic and Beach St 8:00 AM Chicago Canal & Van Buren  Economy $164
  • Did you know that if you travel from Boston, MA to Chicago via Cambridge, MA, you can save more than $-24? You will find the corresponding connections below.
    • 27h 25m
      Boston, MA
      3 mi
      11:00 AM
      Cambridge, MA
      Alewife Station
      1:25 PM
      Chicago
      95th Red Line Station
      0 mi
      Economy
      $161
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $36? You can find the corresponding connections below.
    • Greyhound US
      31h 30m
      0
      1:30 AM
      Boston, MA
      Atlantic and Beach St
      2:30 AM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $9
      • Waiting Time 0h 10m
    • Greyhound US
      30h 20m
      0
      2:40 AM
      Worcester, MA
      Greyhound
      8:00 AM
      Chicago
      Canal & Van Buren
      0
      Greyhound US
      Economy
      $92
    Travel time is 9h 50m longer, but you will save $36

Cheapest bus trips Saturday

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 $113
Greyhound US 23h 20m 3:05 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago Downtown Bus Station  Economy $116
Greyhound US 29h 10m 1:30 AM Boston, MA Atlantic and Beach St 5:40 AM Chicago 95th Red Line Station  Economy $117
FlixBus 22h 40m 3:45 PM Boston, MA South Station 1:25 PM Chicago Downtown Bus Station  Economy $118
FlixBus 27h 40m 3:45 PM Boston, MA South Station 6:25 PM Chicago 95th Red Line Station  Economy $124
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $12? You can find the corresponding connections below.
    • Greyhound US
      31h 30m
      0
      1:30 AM
      Boston, MA
      Atlantic and Beach St
      2:30 AM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $9
      • Waiting Time 0h 10m
    • Greyhound US
      30h 20m
      0
      2:40 AM
      Worcester, MA
      Greyhound
      8:00 AM
      Chicago
      Canal & Van Buren
      0
      Greyhound US
      Economy
      $92
    Travel time is 10h 0m longer, but you will save $12

Cheapest bus trips Sunday

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 $152
FlixBus 33h 20m 9:50 PM Boston, MA Atlantic and Beach St 6:10 AM Chicago Downtown Bus Station  Economy $154
Greyhound US 25h 55m 12:30 PM Boston, MA Atlantic and Beach St 1:25 PM Chicago 95th Red Line Station  Economy $157
FlixBus 37h 30m 9:50 PM Boston, MA Atlantic and Beach St 10:20 AM Chicago 95th Red Line Station  Economy $161
FlixBus 30h 30m 2:30 AM Boston, MA Atlantic and Beach St 8:00 AM Chicago Canal & Van Buren  Economy $175
  • Did you know that if you travel from Boston, MA to Chicago via Cambridge, MA, you can save more than $3? You will find the corresponding connections below.
    • Save more than 2%
      24h 0m
      Boston, MA
      3 mi
      11:00 AM
      Cambridge, MA
      Alewife Station
      10:00 AM
      Chicago
      Downtown Bus Station
      0 mi
      Economy
      $149
  • Did you know that if you travel from Boston, MA to Chicago via Worcester, MA, you can save more than $51? You can find the corresponding connections below.
    • Greyhound US
      31h 30m
      0
      1:30 AM
      Boston, MA
      Atlantic and Beach St
      2:30 AM
      Worcester, MA
      Greyhound
      0
      Greyhound US
      Economy
      $9
      • Waiting Time 0h 10m
    • Greyhound US
      30h 20m
      0
      2:40 AM
      Worcester, MA
      Greyhound
      8:00 AM
      Chicago
      Canal & Van Buren
      0
      Greyhound US
      Economy
      $92
    Travel time is 10h 0m longer, but you will save $51

Best Price Offer: The price for the cheapest bus from Boston, MA to Chicago is $96 on 10/14/2026. 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. Monday has instead the fewest connections, with only 23 daily coaches between Boston, MA and Chicago.
The busiest time of the day is the Afternoon, with 74 buses from Boston, MA to Chicago, while Morning sees the fewest connections between Boston, MA and Chicago, with 24 offers.

Facts about the bus from Boston, MA to Chicago

Compare all providers like Greyhound US and FlixBus that travel 30 times every day by bus from Boston, MA to Chicago in one click! Book your bus ticket from Boston, MA to Chicago starting from $96!

Cheapest Bus $96
Fastest Bus 21h 30m
Earliest Bus 6:00 AM
Latest Bus 9:50 PM
Daily Bus Routes 30 Ø
Distance 849.6 miles
Bus Companies Greyhound US and FlixBus

Cheapest bus connections from Boston, MA to Chicago

Every day, 30 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 10/12/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 10/11
Monday 10/12
$148
Tuesday 10/13
$149
Wednesday 10/14
$96
Thursday 10/15
$117
Friday 10/16
$137
Saturday 10/17
$113
Sunday 10/18
$152
Monday 10/19
$108
Tuesday 10/20
$99
Wednesday 10/21
$97
Thursday 10/22
$109
Friday 10/23
$118
Saturday 10/24
$123
Sunday 10/25
$134
Monday 10/26
$108
Tuesday 10/27
$105
Wednesday 10/28
$119
Thursday 10/29
$118
Friday 10/30
$141
Saturday 10/31
$120
Sunday 11/01
$140
Monday 11/02
$116
Tuesday 11/03
$106
Wednesday 11/04
$103
Thursday 11/05
$109
Friday 11/06
$107
Saturday 11/07

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 $96, Wednesday is the cheapest day for a bus from Boston, MA to Chicago. Sunday instead is the most expensive day with prices starting from $134.
Afternoon is the cheapest day time for bus tickets from Boston, MA to Chicago, with $96. Morning is the most expensive time of the day with prices starting from $106.

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 $96
Fastest Bus 21h 30m
Earliest Bus 6:00 AM
Last Bus 4:45 PM
Daily Connections 16 Ø
Found on 10/11/2026

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 $96 and takes 24h 55m 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 $96 and $261. 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 30 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 $162. 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 6:00 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 30 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 30 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!
Buses Salem, NH to Boston, MA Buses Salem, NH to Boston, MA
Bus Myrtle Beach, SC - Boston, MA Bus Myrtle Beach, SC - Boston, MA
Bus from Sumter, SC to Boston, MA Bus from Sumter, SC to Boston, MA
Bus to Boston, MA from Danbury, CT Bus to Boston, MA from Danbury, CT
Buses Marietta, GA to Chicago Buses Marietta, GA to Chicago
Pontiac, MI to Chicago bus Pontiac, MI to Chicago bus
Bus to Chicago from Saint Cloud, MN Bus to Chicago from Saint Cloud, MN
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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